hermes-agent/run_agent.py

#!/usr/bin/env python3
"""
AI Agent Runner with Tool Calling

This module provides a clean, standalone agent that can execute AI models
with tool calling capabilities. It handles the conversation loop, tool execution,
and response management.

Features:
- Automatic tool calling loop until completion
- Configurable model parameters
- Error handling and recovery
- Message history management
- Support for multiple model providers

Usage:
    from run_agent import AIAgent
    
    agent = AIAgent(base_url="http://localhost:30000/v1", model="claude-opus-4-20250514")
    response = agent.run_conversation("Tell me about the latest Python updates")
"""

import atexit
import asyncio
import base64
import concurrent.futures
import copy
import hashlib
import json
import logging
logger = logging.getLogger(__name__)
import os
import random
import re
import sys
import tempfile
import time
import threading
import weakref
from types import SimpleNamespace
import uuid
from typing import List, Dict, Any, Optional
from openai import OpenAI
import fire
from datetime import datetime
from pathlib import Path

from hermes_constants import get_hermes_home

# Load .env from ~/.hermes/.env first, then project root as dev fallback.
# User-managed env files should override stale shell exports on restart.
from hermes_cli.env_loader import load_hermes_dotenv

_hermes_home = get_hermes_home()
_project_env = Path(__file__).parent / '.env'
_loaded_env_paths = load_hermes_dotenv(hermes_home=_hermes_home, project_env=_project_env)
if _loaded_env_paths:
    for _env_path in _loaded_env_paths:
        logger.info("Loaded environment variables from %s", _env_path)
else:
    logger.info("No .env file found. Using system environment variables.")


# Import our tool system
from model_tools import (
    get_tool_definitions,
    get_toolset_for_tool,
    handle_function_call,
    check_toolset_requirements,
)
from tools.terminal_tool import cleanup_vm
from tools.interrupt import set_interrupt as _set_interrupt
from tools.browser_tool import cleanup_browser


from hermes_constants import OPENROUTER_BASE_URL

# Agent internals extracted to agent/ package for modularity
from agent.prompt_builder import (
    DEFAULT_AGENT_IDENTITY, PLATFORM_HINTS,
    MEMORY_GUIDANCE, SESSION_SEARCH_GUIDANCE, SKILLS_GUIDANCE,
    build_nous_subscription_prompt,
)
from agent.model_metadata import (
    fetch_model_metadata,
    estimate_tokens_rough, estimate_messages_tokens_rough, estimate_request_tokens_rough,
    get_next_probe_tier, parse_context_limit_from_error,
    save_context_length, is_local_endpoint,
)
from agent.context_compressor import ContextCompressor
from agent.prompt_caching import apply_anthropic_cache_control
from agent.prompt_builder import build_skills_system_prompt, build_context_files_prompt, load_soul_md, TOOL_USE_ENFORCEMENT_GUIDANCE, TOOL_USE_ENFORCEMENT_MODELS, DEVELOPER_ROLE_MODELS, GOOGLE_MODEL_OPERATIONAL_GUIDANCE
from agent.usage_pricing import estimate_usage_cost, normalize_usage
from agent.display import (
    KawaiiSpinner, build_tool_preview as _build_tool_preview,
    get_cute_tool_message as _get_cute_tool_message_impl,
    _detect_tool_failure,
    get_tool_emoji as _get_tool_emoji,
)
from agent.trajectory import (
    convert_scratchpad_to_think, has_incomplete_scratchpad,
    save_trajectory as _save_trajectory_to_file,
)
from utils import atomic_json_write, env_var_enabled



class _SafeWriter:
    """Transparent stdio wrapper that catches OSError/ValueError from broken pipes.

    When hermes-agent runs as a systemd service, Docker container, or headless
    daemon, the stdout/stderr pipe can become unavailable (idle timeout, buffer
    exhaustion, socket reset). Any print() call then raises
    ``OSError: [Errno 5] Input/output error``, which can crash agent setup or
    run_conversation() — especially via double-fault when an except handler
    also tries to print.

    Additionally, when subagents run in ThreadPoolExecutor threads, the shared
    stdout handle can close between thread teardown and cleanup, raising
    ``ValueError: I/O operation on closed file`` instead of OSError.

    This wrapper delegates all writes to the underlying stream and silently
    catches both OSError and ValueError. It is transparent when the wrapped
    stream is healthy.
    """

    __slots__ = ("_inner",)

    def __init__(self, inner):
        object.__setattr__(self, "_inner", inner)

    def write(self, data):
        try:
            return self._inner.write(data)
        except (OSError, ValueError):
            return len(data) if isinstance(data, str) else 0

    def flush(self):
        try:
            self._inner.flush()
        except (OSError, ValueError):
            pass

    def fileno(self):
        return self._inner.fileno()

    def isatty(self):
        try:
            return self._inner.isatty()
        except (OSError, ValueError):
            return False

    def __getattr__(self, name):
        return getattr(self._inner, name)


def _install_safe_stdio() -> None:
    """Wrap stdout/stderr so best-effort console output cannot crash the agent."""
    for stream_name in ("stdout", "stderr"):
        stream = getattr(sys, stream_name, None)
        if stream is not None and not isinstance(stream, _SafeWriter):
            setattr(sys, stream_name, _SafeWriter(stream))


class IterationBudget:
    """Thread-safe iteration counter for an agent.

    Each agent (parent or subagent) gets its own ``IterationBudget``.
    The parent's budget is capped at ``max_iterations`` (default 90).
    Each subagent gets an independent budget capped at
    ``delegation.max_iterations`` (default 50) — this means total
    iterations across parent + subagents can exceed the parent's cap.
    Users control the per-subagent limit via ``delegation.max_iterations``
    in config.yaml.

    ``execute_code`` (programmatic tool calling) iterations are refunded via
    :meth:`refund` so they don't eat into the budget.
    """

    def __init__(self, max_total: int):
        self.max_total = max_total
        self._used = 0
        self._lock = threading.Lock()

    def consume(self) -> bool:
        """Try to consume one iteration.  Returns True if allowed."""
        with self._lock:
            if self._used >= self.max_total:
                return False
            self._used += 1
            return True

    def refund(self) -> None:
        """Give back one iteration (e.g. for execute_code turns)."""
        with self._lock:
            if self._used > 0:
                self._used -= 1

    @property
    def used(self) -> int:
        return self._used

    @property
    def remaining(self) -> int:
        with self._lock:
            return max(0, self.max_total - self._used)


# Tools that must never run concurrently (interactive / user-facing).
# When any of these appear in a batch, we fall back to sequential execution.
_NEVER_PARALLEL_TOOLS = frozenset({"clarify"})

# Read-only tools with no shared mutable session state.
_PARALLEL_SAFE_TOOLS = frozenset({
    "ha_get_state",
    "ha_list_entities",
    "ha_list_services",
    "read_file",
    "search_files",
    "session_search",
    "skill_view",
    "skills_list",
    "vision_analyze",
    "web_extract",
    "web_search",
})

# File tools can run concurrently when they target independent paths.
_PATH_SCOPED_TOOLS = frozenset({"read_file", "write_file", "patch"})

# Maximum number of concurrent worker threads for parallel tool execution.
_MAX_TOOL_WORKERS = 8

# Patterns that indicate a terminal command may modify/delete files.
_DESTRUCTIVE_PATTERNS = re.compile(
    r"""(?:^|\s|&&|\|\||;|`)(?:
        rm\s|rmdir\s|
        mv\s|
        sed\s+-i|
        truncate\s|
        dd\s|
        shred\s|
        git\s+(?:reset|clean|checkout)\s
    )""",
    re.VERBOSE,
)
# Output redirects that overwrite files (> but not >>)
_REDIRECT_OVERWRITE = re.compile(r'[^>]>[^>]|^>[^>]')


def _is_destructive_command(cmd: str) -> bool:
    """Heuristic: does this terminal command look like it modifies/deletes files?"""
    if not cmd:
        return False
    if _DESTRUCTIVE_PATTERNS.search(cmd):
        return True
    if _REDIRECT_OVERWRITE.search(cmd):
        return True
    return False


def _should_parallelize_tool_batch(tool_calls) -> bool:
    """Return True when a tool-call batch is safe to run concurrently."""
    if len(tool_calls) <= 1:
        return False

    tool_names = [tc.function.name for tc in tool_calls]
    if any(name in _NEVER_PARALLEL_TOOLS for name in tool_names):
        return False

    reserved_paths: list[Path] = []
    for tool_call in tool_calls:
        tool_name = tool_call.function.name
        try:
            function_args = json.loads(tool_call.function.arguments)
        except Exception:
            logging.debug(
                "Could not parse args for %s — defaulting to sequential; raw=%s",
                tool_name,
                tool_call.function.arguments[:200],
            )
            return False
        if not isinstance(function_args, dict):
            logging.debug(
                "Non-dict args for %s (%s) — defaulting to sequential",
                tool_name,
                type(function_args).__name__,
            )
            return False

        if tool_name in _PATH_SCOPED_TOOLS:
            scoped_path = _extract_parallel_scope_path(tool_name, function_args)
            if scoped_path is None:
                return False
            if any(_paths_overlap(scoped_path, existing) for existing in reserved_paths):
                return False
            reserved_paths.append(scoped_path)
            continue

        if tool_name not in _PARALLEL_SAFE_TOOLS:
            return False

    return True


def _extract_parallel_scope_path(tool_name: str, function_args: dict) -> Path | None:
    """Return the normalized file target for path-scoped tools."""
    if tool_name not in _PATH_SCOPED_TOOLS:
        return None

    raw_path = function_args.get("path")
    if not isinstance(raw_path, str) or not raw_path.strip():
        return None

    expanded = Path(raw_path).expanduser()
    if expanded.is_absolute():
        return Path(os.path.abspath(str(expanded)))

    # Avoid resolve(); the file may not exist yet.
    return Path(os.path.abspath(str(Path.cwd() / expanded)))


def _paths_overlap(left: Path, right: Path) -> bool:
    """Return True when two paths may refer to the same subtree."""
    left_parts = left.parts
    right_parts = right.parts
    if not left_parts or not right_parts:
        # Empty paths shouldn't reach here (guarded upstream), but be safe.
        return bool(left_parts) == bool(right_parts) and bool(left_parts)
    common_len = min(len(left_parts), len(right_parts))
    return left_parts[:common_len] == right_parts[:common_len]



_SURROGATE_RE = re.compile(r'[\ud800-\udfff]')

_BUDGET_WARNING_RE = re.compile(
    r"\[BUDGET(?:\s+WARNING)?:\s+Iteration\s+\d+/\d+\..*?\]",
    re.DOTALL,
)


def _sanitize_surrogates(text: str) -> str:
    """Replace lone surrogate code points with U+FFFD (replacement character).

    Surrogates are invalid in UTF-8 and will crash ``json.dumps()`` inside the
    OpenAI SDK.  This is a fast no-op when the text contains no surrogates.
    """
    if _SURROGATE_RE.search(text):
        return _SURROGATE_RE.sub('\ufffd', text)
    return text


def _sanitize_messages_surrogates(messages: list) -> bool:
    """Sanitize surrogate characters from all string content in a messages list.

    Walks message dicts in-place.  Returns True if any surrogates were found
    and replaced, False otherwise.
    """
    found = False
    for msg in messages:
        if not isinstance(msg, dict):
            continue
        content = msg.get("content")
        if isinstance(content, str) and _SURROGATE_RE.search(content):
            msg["content"] = _SURROGATE_RE.sub('\ufffd', content)
            found = True
        elif isinstance(content, list):
            for part in content:
                if isinstance(part, dict):
                    text = part.get("text")
                    if isinstance(text, str) and _SURROGATE_RE.search(text):
                        part["text"] = _SURROGATE_RE.sub('\ufffd', text)
                        found = True
    return found


def _strip_budget_warnings_from_history(messages: list) -> None:
    """Remove budget pressure warnings from tool-result messages in-place.

    Budget warnings are turn-scoped signals that must not leak into replayed
    history.  They live in tool-result ``content`` either as a JSON key
    (``_budget_warning``) or appended plain text.
    """
    for msg in messages:
        if not isinstance(msg, dict) or msg.get("role") != "tool":
            continue
        content = msg.get("content")
        if not isinstance(content, str) or "_budget_warning" not in content and "[BUDGET" not in content:
            continue

        # Try JSON first (the common case: _budget_warning key in a dict)
        try:
            parsed = json.loads(content)
            if isinstance(parsed, dict) and "_budget_warning" in parsed:
                del parsed["_budget_warning"]
                msg["content"] = json.dumps(parsed, ensure_ascii=False)
                continue
        except (json.JSONDecodeError, TypeError):
            pass

        # Fallback: strip the text pattern from plain-text tool results
        cleaned = _BUDGET_WARNING_RE.sub("", content).strip()
        if cleaned != content:
            msg["content"] = cleaned


class AIAgent:
    """
    AI Agent with tool calling capabilities.

    This class manages the conversation flow, tool execution, and response handling
    for AI models that support function calling.
    """

    @property
    def base_url(self) -> str:
        return self._base_url

    @base_url.setter
    def base_url(self, value: str) -> None:
        self._base_url = value
        self._base_url_lower = value.lower() if value else ""

    def __init__(
        self,
        base_url: str = None,
        api_key: str = None,
        provider: str = None,
        api_mode: str = None,
        acp_command: str = None,
        acp_args: list[str] | None = None,
        command: str = None,
        args: list[str] | None = None,
        model: str = "",
        max_iterations: int = 90,  # Default tool-calling iterations (shared with subagents)
        tool_delay: float = 1.0,
        enabled_toolsets: List[str] = None,
        disabled_toolsets: List[str] = None,
        save_trajectories: bool = False,
        verbose_logging: bool = False,
        quiet_mode: bool = False,
        ephemeral_system_prompt: str = None,
        log_prefix_chars: int = 100,
        log_prefix: str = "",
        providers_allowed: List[str] = None,
        providers_ignored: List[str] = None,
        providers_order: List[str] = None,
        provider_sort: str = None,
        provider_require_parameters: bool = False,
        provider_data_collection: str = None,
        session_id: str = None,
        tool_progress_callback: callable = None,
        tool_start_callback: callable = None,
        tool_complete_callback: callable = None,
        thinking_callback: callable = None,
        reasoning_callback: callable = None,
        clarify_callback: callable = None,
        step_callback: callable = None,
        stream_delta_callback: callable = None,
        tool_gen_callback: callable = None,
        status_callback: callable = None,
        max_tokens: int = None,
        reasoning_config: Dict[str, Any] = None,
        prefill_messages: List[Dict[str, Any]] = None,
        platform: str = None,
        skip_context_files: bool = False,
        skip_memory: bool = False,
        session_db=None,
        iteration_budget: "IterationBudget" = None,
        fallback_model: Dict[str, Any] = None,
        credential_pool=None,
        checkpoints_enabled: bool = False,
        checkpoint_max_snapshots: int = 50,
        pass_session_id: bool = False,
        persist_session: bool = True,
    ):
        """
        Initialize the AI Agent.

        Args:
            base_url (str): Base URL for the model API (optional)
            api_key (str): API key for authentication (optional, uses env var if not provided)
            provider (str): Provider identifier (optional; used for telemetry/routing hints)
            api_mode (str): API mode override: "chat_completions" or "codex_responses"
            model (str): Model name to use (default: "anthropic/claude-opus-4.6")
            max_iterations (int): Maximum number of tool calling iterations (default: 90)
            tool_delay (float): Delay between tool calls in seconds (default: 1.0)
            enabled_toolsets (List[str]): Only enable tools from these toolsets (optional)
            disabled_toolsets (List[str]): Disable tools from these toolsets (optional)
            save_trajectories (bool): Whether to save conversation trajectories to JSONL files (default: False)
            verbose_logging (bool): Enable verbose logging for debugging (default: False)
            quiet_mode (bool): Suppress progress output for clean CLI experience (default: False)
            ephemeral_system_prompt (str): System prompt used during agent execution but NOT saved to trajectories (optional)
            log_prefix_chars (int): Number of characters to show in log previews for tool calls/responses (default: 100)
            log_prefix (str): Prefix to add to all log messages for identification in parallel processing (default: "")
            providers_allowed (List[str]): OpenRouter providers to allow (optional)
            providers_ignored (List[str]): OpenRouter providers to ignore (optional)
            providers_order (List[str]): OpenRouter providers to try in order (optional)
            provider_sort (str): Sort providers by price/throughput/latency (optional)
            session_id (str): Pre-generated session ID for logging (optional, auto-generated if not provided)
            tool_progress_callback (callable): Callback function(tool_name, args_preview) for progress notifications
            clarify_callback (callable): Callback function(question, choices) -> str for interactive user questions.
                Provided by the platform layer (CLI or gateway). If None, the clarify tool returns an error.
            max_tokens (int): Maximum tokens for model responses (optional, uses model default if not set)
            reasoning_config (Dict): OpenRouter reasoning configuration override (e.g. {"effort": "none"} to disable thinking).
                If None, defaults to {"enabled": True, "effort": "medium"} for OpenRouter. Set to disable/customize reasoning.
            prefill_messages (List[Dict]): Messages to prepend to conversation history as prefilled context.
                Useful for injecting a few-shot example or priming the model's response style.
                Example: [{"role": "user", "content": "Hi!"}, {"role": "assistant", "content": "Hello!"}]
            platform (str): The interface platform the user is on (e.g. "cli", "telegram", "discord", "whatsapp").
                Used to inject platform-specific formatting hints into the system prompt.
            skip_context_files (bool): If True, skip auto-injection of SOUL.md, AGENTS.md, and .cursorrules
                into the system prompt. Use this for batch processing and data generation to avoid
                polluting trajectories with user-specific persona or project instructions.
        """
        _install_safe_stdio()

        self.model = model
        self.max_iterations = max_iterations
        # Shared iteration budget — parent creates, children inherit.
        # Consumed by every LLM turn across parent + all subagents.
        self.iteration_budget = iteration_budget or IterationBudget(max_iterations)
        self.tool_delay = tool_delay
        self.save_trajectories = save_trajectories
        self.verbose_logging = verbose_logging
        self.quiet_mode = quiet_mode
        self.ephemeral_system_prompt = ephemeral_system_prompt
        self.platform = platform  # "cli", "telegram", "discord", "whatsapp", etc.
        # Pluggable print function — CLI replaces this with _cprint so that
        # raw ANSI status lines are routed through prompt_toolkit's renderer
        # instead of going directly to stdout where patch_stdout's StdoutProxy
        # would mangle the escape sequences.  None = use builtins.print.
        self._print_fn = None
        self.background_review_callback = None  # Optional sync callback for gateway delivery
        self.skip_context_files = skip_context_files
        self.pass_session_id = pass_session_id
        self.persist_session = persist_session
        self._credential_pool = credential_pool
        self.log_prefix_chars = log_prefix_chars
        self.log_prefix = f"{log_prefix} " if log_prefix else ""
        # Store effective base URL for feature detection (prompt caching, reasoning, etc.)
        self.base_url = base_url or ""
        provider_name = provider.strip().lower() if isinstance(provider, str) and provider.strip() else None
        self.provider = provider_name or ""
        self.acp_command = acp_command or command
        self.acp_args = list(acp_args or args or [])
        if api_mode in {"chat_completions", "codex_responses", "anthropic_messages"}:
            self.api_mode = api_mode
        elif self.provider == "openai-codex":
            self.api_mode = "codex_responses"
        elif (provider_name is None) and "chatgpt.com/backend-api/codex" in self._base_url_lower:
            self.api_mode = "codex_responses"
            self.provider = "openai-codex"
        elif self.provider == "anthropic" or (provider_name is None and "api.anthropic.com" in self._base_url_lower):
            self.api_mode = "anthropic_messages"
            self.provider = "anthropic"
        elif self._base_url_lower.rstrip("/").endswith("/anthropic"):
            # Third-party Anthropic-compatible endpoints (e.g. MiniMax, DashScope)
            # use a URL convention ending in /anthropic. Auto-detect these so the
            # Anthropic Messages API adapter is used instead of chat completions.
            self.api_mode = "anthropic_messages"
        else:
            self.api_mode = "chat_completions"

        # Direct OpenAI sessions use the Responses API path.  GPT-5.x tool
        # calls with reasoning are rejected on /v1/chat/completions, and
        # Hermes is a tool-using client by default.
        if self.api_mode == "chat_completions" and self._is_direct_openai_url():
            self.api_mode = "codex_responses"

        # Pre-warm OpenRouter model metadata cache in a background thread.
        # fetch_model_metadata() is cached for 1 hour; this avoids a blocking
        # HTTP request on the first API response when pricing is estimated.
        if self.provider == "openrouter" or self._is_openrouter_url():
            threading.Thread(
                target=lambda: fetch_model_metadata(),
                daemon=True,
            ).start()

        self.tool_progress_callback = tool_progress_callback
        self.tool_start_callback = tool_start_callback
        self.tool_complete_callback = tool_complete_callback
        self.thinking_callback = thinking_callback
        self.reasoning_callback = reasoning_callback
        self._reasoning_deltas_fired = False  # Set by _fire_reasoning_delta, reset per API call
        self.clarify_callback = clarify_callback
        self.step_callback = step_callback
        self.stream_delta_callback = stream_delta_callback
        self.status_callback = status_callback
        self.tool_gen_callback = tool_gen_callback
        self._last_reported_tool = None  # Track for "new tool" mode
        
        # Tool execution state — allows _vprint during tool execution
        # even when stream consumers are registered (no tokens streaming then)
        self._executing_tools = False

        # Interrupt mechanism for breaking out of tool loops
        self._interrupt_requested = False
        self._interrupt_message = None  # Optional message that triggered interrupt
        self._client_lock = threading.RLock()
        
        # Subagent delegation state
        self._delegate_depth = 0        # 0 = top-level agent, incremented for children
        self._active_children = []      # Running child AIAgents (for interrupt propagation)
        self._active_children_lock = threading.Lock()
        
        # Store OpenRouter provider preferences
        self.providers_allowed = providers_allowed
        self.providers_ignored = providers_ignored
        self.providers_order = providers_order
        self.provider_sort = provider_sort
        self.provider_require_parameters = provider_require_parameters
        self.provider_data_collection = provider_data_collection

        # Store toolset filtering options
        self.enabled_toolsets = enabled_toolsets
        self.disabled_toolsets = disabled_toolsets
        
        # Model response configuration
        self.max_tokens = max_tokens  # None = use model default
        self.reasoning_config = reasoning_config  # None = use default (medium for OpenRouter)
        self.prefill_messages = prefill_messages or []  # Prefilled conversation turns
        
        # Anthropic prompt caching: auto-enabled for Claude models via OpenRouter.
        # Reduces input costs by ~75% on multi-turn conversations by caching the
        # conversation prefix. Uses system_and_3 strategy (4 breakpoints).
        is_openrouter = self._is_openrouter_url()
        is_claude = "claude" in self.model.lower()
        is_native_anthropic = self.api_mode == "anthropic_messages"
        self._use_prompt_caching = (is_openrouter and is_claude) or is_native_anthropic
        self._cache_ttl = "5m"  # Default 5-minute TTL (1.25x write cost)
        
        # Iteration budget pressure: warn the LLM as it approaches max_iterations.
        # Warnings are injected into the last tool result JSON (not as separate
        # messages) so they don't break message structure or invalidate caching.
        self._budget_caution_threshold = 0.7   # 70% — nudge to start wrapping up
        self._budget_warning_threshold = 0.9   # 90% — urgent, respond now
        self._budget_pressure_enabled = True

        # Context pressure warnings: notify the USER (not the LLM) as context
        # fills up.  Purely informational — displayed in CLI output and sent via
        # status_callback for gateway platforms.  Does NOT inject into messages.
        self._context_pressure_warned = False

        # Persistent error log -- always writes WARNING+ to ~/.hermes/logs/errors.log
        # so tool failures, API errors, etc. are inspectable after the fact.
        # In gateway mode, each incoming message creates a new AIAgent instance,
        # while the root logger is process-global. Re-adding the same errors.log
        # handler would cause each warning/error line to be written multiple times.
        from logging.handlers import RotatingFileHandler
        root_logger = logging.getLogger()
        error_log_dir = _hermes_home / "logs"
        error_log_path = error_log_dir / "errors.log"
        resolved_error_log_path = error_log_path.resolve()
        has_errors_log_handler = any(
            isinstance(handler, RotatingFileHandler)
            and Path(getattr(handler, "baseFilename", "")).resolve() == resolved_error_log_path
            for handler in root_logger.handlers
        )
        from agent.redact import RedactingFormatter
        if not has_errors_log_handler:
            error_log_dir.mkdir(parents=True, exist_ok=True)
            error_file_handler = RotatingFileHandler(
                error_log_path, maxBytes=2 * 1024 * 1024, backupCount=2,
            )
            error_file_handler.setLevel(logging.WARNING)
            error_file_handler.setFormatter(RedactingFormatter(
                '%(asctime)s %(levelname)s %(name)s: %(message)s',
            ))
            root_logger.addHandler(error_file_handler)

        if self.verbose_logging:
            logging.basicConfig(
                level=logging.DEBUG,
                format='%(asctime)s - %(name)s - %(levelname)s - %(message)s',
                datefmt='%H:%M:%S'
            )
            for handler in logging.getLogger().handlers:
                handler.setFormatter(RedactingFormatter(
                    '%(asctime)s - %(name)s - %(levelname)s - %(message)s',
                    datefmt='%H:%M:%S',
                ))
            # Keep third-party libraries at WARNING level to reduce noise
            # We have our own retry and error logging that's more informative
            logging.getLogger('openai').setLevel(logging.WARNING)
            logging.getLogger('openai._base_client').setLevel(logging.WARNING)
            logging.getLogger('httpx').setLevel(logging.WARNING)
            logging.getLogger('httpcore').setLevel(logging.WARNING)
            logging.getLogger('asyncio').setLevel(logging.WARNING)
            # Suppress Modal/gRPC related debug spam
            logging.getLogger('hpack').setLevel(logging.WARNING)
            logging.getLogger('hpack.hpack').setLevel(logging.WARNING)
            logging.getLogger('grpc').setLevel(logging.WARNING)
            logging.getLogger('modal').setLevel(logging.WARNING)
            logging.getLogger('rex-deploy').setLevel(logging.INFO)  # Keep INFO for sandbox status
            logger.info("Verbose logging enabled (third-party library logs suppressed)")
        else:
            # Set logging to INFO level for important messages only
            logging.basicConfig(
                level=logging.INFO,
                format='%(asctime)s - %(levelname)s - %(message)s',
                datefmt='%H:%M:%S'
            )
            # Suppress noisy library logging
            logging.getLogger('openai').setLevel(logging.ERROR)
            logging.getLogger('openai._base_client').setLevel(logging.ERROR)
            logging.getLogger('httpx').setLevel(logging.ERROR)
            logging.getLogger('httpcore').setLevel(logging.ERROR)
            if self.quiet_mode:
                # In quiet mode (CLI default), suppress all tool/infra log
                # noise. The TUI has its own rich display for status; logger
                # INFO/WARNING messages just clutter it.
                for quiet_logger in [
                    'tools',               # all tools.* (terminal, browser, web, file, etc.)
                    
                    'run_agent',            # agent runner internals
                    'trajectory_compressor',
                    'cron',                 # scheduler (only relevant in daemon mode)
                    'hermes_cli',           # CLI helpers
                ]:
                    logging.getLogger(quiet_logger).setLevel(logging.ERROR)
        
        # Internal stream callback (set during streaming TTS).
        # Initialized here so _vprint can reference it before run_conversation.
        self._stream_callback = None
        # Deferred paragraph break flag — set after tool iterations so a
        # single "\n\n" is prepended to the next real text delta.
        self._stream_needs_break = False

        # Optional current-turn user-message override used when the API-facing
        # user message intentionally differs from the persisted transcript
        # (e.g. CLI voice mode adds a temporary prefix for the live call only).
        self._persist_user_message_idx = None
        self._persist_user_message_override = None

        # Cache anthropic image-to-text fallbacks per image payload/URL so a
        # single tool loop does not repeatedly re-run auxiliary vision on the
        # same image history.
        self._anthropic_image_fallback_cache: Dict[str, str] = {}

        # Initialize LLM client via centralized provider router.
        # The router handles auth resolution, base URL, headers, and
        # Codex/Anthropic wrapping for all known providers.
        # raw_codex=True because the main agent needs direct responses.stream()
        # access for Codex Responses API streaming.
        self._anthropic_client = None
        self._is_anthropic_oauth = False

        if self.api_mode == "anthropic_messages":
            from agent.anthropic_adapter import build_anthropic_client, resolve_anthropic_token
            # Only fall back to ANTHROPIC_TOKEN when the provider is actually Anthropic.
            # Other anthropic_messages providers (MiniMax, Alibaba, etc.) must use their own API key.
            # Falling back would send Anthropic credentials to third-party endpoints (Fixes #1739, #minimax-401).
            _is_native_anthropic = self.provider == "anthropic"
            effective_key = (api_key or resolve_anthropic_token() or "") if _is_native_anthropic else (api_key or "")
            self.api_key = effective_key
            self._anthropic_api_key = effective_key
            self._anthropic_base_url = base_url
            from agent.anthropic_adapter import _is_oauth_token as _is_oat
            self._is_anthropic_oauth = _is_oat(effective_key)
            self._anthropic_client = build_anthropic_client(effective_key, base_url)
            # No OpenAI client needed for Anthropic mode
            self.client = None
            self._client_kwargs = {}
            if not self.quiet_mode:
                print(f"🤖 AI Agent initialized with model: {self.model} (Anthropic native)")
                if effective_key and len(effective_key) > 12:
                    print(f"🔑 Using token: {effective_key[:8]}...{effective_key[-4:]}")
        else:
            if api_key and base_url:
                # Explicit credentials from CLI/gateway — construct directly.
                # The runtime provider resolver already handled auth for us.
                client_kwargs = {"api_key": api_key, "base_url": base_url}
                if self.provider == "copilot-acp":
                    client_kwargs["command"] = self.acp_command
                    client_kwargs["args"] = self.acp_args
                effective_base = base_url
                if "openrouter" in effective_base.lower():
                    client_kwargs["default_headers"] = {
                        "HTTP-Referer": "https://hermes-agent.nousresearch.com",
                        "X-OpenRouter-Title": "Hermes Agent",
                        "X-OpenRouter-Categories": "productivity,cli-agent",
                    }
                elif "api.githubcopilot.com" in effective_base.lower():
                    from hermes_cli.models import copilot_default_headers

                    client_kwargs["default_headers"] = copilot_default_headers()
                elif "api.kimi.com" in effective_base.lower():
                    client_kwargs["default_headers"] = {
                        "User-Agent": "KimiCLI/1.3",
                    }
            else:
                # No explicit creds — use the centralized provider router
                from agent.auxiliary_client import resolve_provider_client
                _routed_client, _ = resolve_provider_client(
                    self.provider or "auto", model=self.model, raw_codex=True)
                if _routed_client is not None:
                    client_kwargs = {
                        "api_key": _routed_client.api_key,
                        "base_url": str(_routed_client.base_url),
                    }
                    # Preserve any default_headers the router set
                    if hasattr(_routed_client, '_default_headers') and _routed_client._default_headers:
                        client_kwargs["default_headers"] = dict(_routed_client._default_headers)
                else:
                    # When the user explicitly chose a non-OpenRouter provider
                    # but no credentials were found, fail fast with a clear
                    # message instead of silently routing through OpenRouter.
                    _explicit = (self.provider or "").strip().lower()
                    if _explicit and _explicit not in ("auto", "openrouter", "custom"):
                        raise RuntimeError(
                            f"Provider '{_explicit}' is set in config.yaml but no API key "
                            f"was found. Set the {_explicit.upper()}_API_KEY environment "
                            f"variable, or switch to a different provider with `hermes model`."
                        )
                    # Final fallback: try raw OpenRouter key
                    client_kwargs = {
                        "api_key": os.getenv("OPENROUTER_API_KEY", ""),
                        "base_url": OPENROUTER_BASE_URL,
                        "default_headers": {
                            "HTTP-Referer": "https://hermes-agent.nousresearch.com",
                            "X-OpenRouter-Title": "Hermes Agent",
                            "X-OpenRouter-Categories": "productivity,cli-agent",
                        },
                    }
            
            self._client_kwargs = client_kwargs  # stored for rebuilding after interrupt

            # Enable fine-grained tool streaming for Claude on OpenRouter.
            # Without this, Anthropic buffers the entire tool call and goes
            # silent for minutes while thinking — OpenRouter's upstream proxy
            # times out during the silence.  The beta header makes Anthropic
            # stream tool call arguments token-by-token, keeping the
            # connection alive.
            _effective_base = str(client_kwargs.get("base_url", "")).lower()
            if "openrouter" in _effective_base and "claude" in (self.model or "").lower():
                headers = client_kwargs.get("default_headers") or {}
                existing_beta = headers.get("x-anthropic-beta", "")
                _FINE_GRAINED = "fine-grained-tool-streaming-2025-05-14"
                if _FINE_GRAINED not in existing_beta:
                    if existing_beta:
                        headers["x-anthropic-beta"] = f"{existing_beta},{_FINE_GRAINED}"
                    else:
                        headers["x-anthropic-beta"] = _FINE_GRAINED
                    client_kwargs["default_headers"] = headers

            self.api_key = client_kwargs.get("api_key", "")
            try:
                self.client = self._create_openai_client(client_kwargs, reason="agent_init", shared=True)
                if not self.quiet_mode:
                    print(f"🤖 AI Agent initialized with model: {self.model}")
                    if base_url:
                        print(f"🔗 Using custom base URL: {base_url}")
                    # Always show API key info (masked) for debugging auth issues
                    key_used = client_kwargs.get("api_key", "none")
                    if key_used and key_used != "dummy-key" and len(key_used) > 12:
                        print(f"🔑 Using API key: {key_used[:8]}...{key_used[-4:]}")
                    else:
                        print(f"⚠️  Warning: API key appears invalid or missing (got: '{key_used[:20] if key_used else 'none'}...')")
            except Exception as e:
                raise RuntimeError(f"Failed to initialize OpenAI client: {e}")
        
        # Provider fallback chain — ordered list of backup providers tried
        # when the primary is exhausted (rate-limit, overload, connection
        # failure).  Supports both legacy single-dict ``fallback_model`` and
        # new list ``fallback_providers`` format.
        if isinstance(fallback_model, list):
            self._fallback_chain = [
                f for f in fallback_model
                if isinstance(f, dict) and f.get("provider") and f.get("model")
            ]
        elif isinstance(fallback_model, dict) and fallback_model.get("provider") and fallback_model.get("model"):
            self._fallback_chain = [fallback_model]
        else:
            self._fallback_chain = []
        self._fallback_index = 0
        self._fallback_activated = False
        # Legacy attribute kept for backward compat (tests, external callers)
        self._fallback_model = self._fallback_chain[0] if self._fallback_chain else None
        if self._fallback_chain and not self.quiet_mode:
            if len(self._fallback_chain) == 1:
                fb = self._fallback_chain[0]
                print(f"🔄 Fallback model: {fb['model']} ({fb['provider']})")
            else:
                print(f"🔄 Fallback chain ({len(self._fallback_chain)} providers): " +
                      " → ".join(f"{f['model']} ({f['provider']})" for f in self._fallback_chain))

        # Get available tools with filtering
        self.tools = get_tool_definitions(
            enabled_toolsets=enabled_toolsets,
            disabled_toolsets=disabled_toolsets,
            quiet_mode=self.quiet_mode,
        )
        
        # Show tool configuration and store valid tool names for validation
        self.valid_tool_names = set()
        if self.tools:
            self.valid_tool_names = {tool["function"]["name"] for tool in self.tools}
            tool_names = sorted(self.valid_tool_names)
            if not self.quiet_mode:
                print(f"🛠️  Loaded {len(self.tools)} tools: {', '.join(tool_names)}")
                
                # Show filtering info if applied
                if enabled_toolsets:
                    print(f"   ✅ Enabled toolsets: {', '.join(enabled_toolsets)}")
                if disabled_toolsets:
                    print(f"   ❌ Disabled toolsets: {', '.join(disabled_toolsets)}")
        elif not self.quiet_mode:
            print("🛠️  No tools loaded (all tools filtered out or unavailable)")
        
        # Check tool requirements
        if self.tools and not self.quiet_mode:
            requirements = check_toolset_requirements()
            missing_reqs = [name for name, available in requirements.items() if not available]
            if missing_reqs:
                print(f"⚠️  Some tools may not work due to missing requirements: {missing_reqs}")
        
        # Show trajectory saving status
        if self.save_trajectories and not self.quiet_mode:
            print("📝 Trajectory saving enabled")
        
        # Show ephemeral system prompt status
        if self.ephemeral_system_prompt and not self.quiet_mode:
            prompt_preview = self.ephemeral_system_prompt[:60] + "..." if len(self.ephemeral_system_prompt) > 60 else self.ephemeral_system_prompt
            print(f"🔒 Ephemeral system prompt: '{prompt_preview}' (not saved to trajectories)")
        
        # Show prompt caching status
        if self._use_prompt_caching and not self.quiet_mode:
            source = "native Anthropic" if is_native_anthropic else "Claude via OpenRouter"
            print(f"💾 Prompt caching: ENABLED ({source}, {self._cache_ttl} TTL)")
        
        # Session logging setup - auto-save conversation trajectories for debugging
        self.session_start = datetime.now()
        if session_id:
            # Use provided session ID (e.g., from CLI)
            self.session_id = session_id
        else:
            # Generate a new session ID
            timestamp_str = self.session_start.strftime("%Y%m%d_%H%M%S")
            short_uuid = uuid.uuid4().hex[:6]
            self.session_id = f"{timestamp_str}_{short_uuid}"
        
        # Session logs go into ~/.hermes/sessions/ alongside gateway sessions
        hermes_home = get_hermes_home()
        self.logs_dir = hermes_home / "sessions"
        self.logs_dir.mkdir(parents=True, exist_ok=True)
        self.session_log_file = self.logs_dir / f"session_{self.session_id}.json"
        
        # Track conversation messages for session logging
        self._session_messages: List[Dict[str, Any]] = []
        
        # Cached system prompt -- built once per session, only rebuilt on compression
        self._cached_system_prompt: Optional[str] = None
        
        # Filesystem checkpoint manager (transparent — not a tool)
        from tools.checkpoint_manager import CheckpointManager
        self._checkpoint_mgr = CheckpointManager(
            enabled=checkpoints_enabled,
            max_snapshots=checkpoint_max_snapshots,
        )
        
        # SQLite session store (optional -- provided by CLI or gateway)
        self._session_db = session_db
        self._last_flushed_db_idx = 0  # tracks DB-write cursor to prevent duplicate writes
        if self._session_db:
            try:
                self._session_db.create_session(
                    session_id=self.session_id,
                    source=self.platform or os.environ.get("HERMES_SESSION_SOURCE", "cli"),
                    model=self.model,
                    model_config={
                        "max_iterations": self.max_iterations,
                        "reasoning_config": reasoning_config,
                        "max_tokens": max_tokens,
                    },
                    user_id=None,
                )
            except Exception as e:
                # Transient SQLite lock contention (e.g. CLI and gateway writing
                # concurrently) must NOT permanently disable session_search for
                # this agent.  Keep _session_db alive — subsequent message
                # flushes and session_search calls will still work once the
                # lock clears.  The session row may be missing from the index
                # for this run, but that is recoverable (flushes upsert rows).
                logger.warning(
                    "Session DB create_session failed (session_search still available): %s", e
                )
        
        # In-memory todo list for task planning (one per agent/session)
        from tools.todo_tool import TodoStore
        self._todo_store = TodoStore()
        
        # Load config once for memory, skills, and compression sections
        try:
            from hermes_cli.config import load_config as _load_agent_config
            _agent_cfg = _load_agent_config()
        except Exception:
            _agent_cfg = {}

        # Persistent memory (MEMORY.md + USER.md) -- loaded from disk
        self._memory_store = None
        self._memory_enabled = False
        self._user_profile_enabled = False
        self._memory_nudge_interval = 10
        self._memory_flush_min_turns = 6
        self._turns_since_memory = 0
        self._iters_since_skill = 0
        if not skip_memory:
            try:
                mem_config = _agent_cfg.get("memory", {})
                self._memory_enabled = mem_config.get("memory_enabled", False)
                self._user_profile_enabled = mem_config.get("user_profile_enabled", False)
                self._memory_nudge_interval = int(mem_config.get("nudge_interval", 10))
                self._memory_flush_min_turns = int(mem_config.get("flush_min_turns", 6))
                if self._memory_enabled or self._user_profile_enabled:
                    from tools.memory_tool import MemoryStore
                    self._memory_store = MemoryStore(
                        memory_char_limit=mem_config.get("memory_char_limit", 2200),
                        user_char_limit=mem_config.get("user_char_limit", 1375),
                    )
                    self._memory_store.load_from_disk()
            except Exception:
                pass  # Memory is optional -- don't break agent init
        


        # Memory provider plugin (external — one at a time, alongside built-in)
        # Reads memory.provider from config to select which plugin to activate.
        self._memory_manager = None
        if not skip_memory:
            try:
                _mem_provider_name = mem_config.get("provider", "") if mem_config else ""

                # Auto-migrate: if Honcho was actively configured (enabled +
                # credentials) but memory.provider is not set, activate the
                # honcho plugin automatically.  Just having the config file
                # is not enough — the user may have disabled Honcho or the
                # file may be from a different tool.
                if not _mem_provider_name:
                    try:
                        from plugins.memory.honcho.client import HonchoClientConfig as _HCC
                        _hcfg = _HCC.from_global_config()
                        if _hcfg.enabled and (_hcfg.api_key or _hcfg.base_url):
                            _mem_provider_name = "honcho"
                            # Persist so this only auto-migrates once
                            try:
                                from hermes_cli.config import load_config as _lc, save_config as _sc
                                _cfg = _lc()
                                _cfg.setdefault("memory", {})["provider"] = "honcho"
                                _sc(_cfg)
                            except Exception:
                                pass
                            if not self.quiet_mode:
                                print("  ✓ Auto-migrated Honcho to memory provider plugin.")
                                print("    Your config and data are preserved.\n")
                    except Exception:
                        pass

                if _mem_provider_name:
                    from agent.memory_manager import MemoryManager as _MemoryManager
                    from plugins.memory import load_memory_provider as _load_mem
                    self._memory_manager = _MemoryManager()
                    _mp = _load_mem(_mem_provider_name)
                    if _mp and _mp.is_available():
                        self._memory_manager.add_provider(_mp)
                    if self._memory_manager.providers:
                        from hermes_constants import get_hermes_home as _ghh
                        _init_kwargs = {
                            "session_id": self.session_id,
                            "platform": platform or "cli",
                            "hermes_home": str(_ghh()),
                            "agent_context": "primary",
                        }
                        # Profile identity for per-profile provider scoping
                        try:
                            from hermes_cli.profiles import get_active_profile_name
                            _profile = get_active_profile_name()
                            _init_kwargs["agent_identity"] = _profile
                            _init_kwargs["agent_workspace"] = "hermes"
                        except Exception:
                            pass
                        self._memory_manager.initialize_all(**_init_kwargs)
                        logger.info("Memory provider '%s' activated", _mem_provider_name)
                    else:
                        logger.debug("Memory provider '%s' not found or not available", _mem_provider_name)
                        self._memory_manager = None
            except Exception as _mpe:
                logger.warning("Memory provider plugin init failed: %s", _mpe)
                self._memory_manager = None

        # Inject memory provider tool schemas into the tool surface
        if self._memory_manager and self.tools is not None:
            for _schema in self._memory_manager.get_all_tool_schemas():
                _wrapped = {"type": "function", "function": _schema}
                self.tools.append(_wrapped)
                _tname = _schema.get("name", "")
                if _tname:
                    self.valid_tool_names.add(_tname)

        # Skills config: nudge interval for skill creation reminders
        self._skill_nudge_interval = 10
        try:
            skills_config = _agent_cfg.get("skills", {})
            self._skill_nudge_interval = int(skills_config.get("creation_nudge_interval", 10))
        except Exception:
            pass

        # Tool-use enforcement config: "auto" (default — matches hardcoded
        # model list), true (always), false (never), or list of substrings.
        _agent_section = _agent_cfg.get("agent", {})
        if not isinstance(_agent_section, dict):
            _agent_section = {}
        self._tool_use_enforcement = _agent_section.get("tool_use_enforcement", "auto")

        # Initialize context compressor for automatic context management
        # Compresses conversation when approaching model's context limit
        # Configuration via config.yaml (compression section)
        _compression_cfg = _agent_cfg.get("compression", {})
        if not isinstance(_compression_cfg, dict):
            _compression_cfg = {}
        compression_threshold = float(_compression_cfg.get("threshold", 0.50))
        compression_enabled = str(_compression_cfg.get("enabled", True)).lower() in ("true", "1", "yes")
        compression_summary_model = _compression_cfg.get("summary_model") or None
        compression_target_ratio = float(_compression_cfg.get("target_ratio", 0.20))
        compression_protect_last = int(_compression_cfg.get("protect_last_n", 20))

        # Read explicit context_length override from model config
        _model_cfg = _agent_cfg.get("model", {})
        if isinstance(_model_cfg, dict):
            _config_context_length = _model_cfg.get("context_length")
        else:
            _config_context_length = None
        if _config_context_length is not None:
            try:
                _config_context_length = int(_config_context_length)
            except (TypeError, ValueError):
                _config_context_length = None

        # Check custom_providers per-model context_length
        if _config_context_length is None:
            _custom_providers = _agent_cfg.get("custom_providers")
            if isinstance(_custom_providers, list):
                for _cp_entry in _custom_providers:
                    if not isinstance(_cp_entry, dict):
                        continue
                    _cp_url = (_cp_entry.get("base_url") or "").rstrip("/")
                    if _cp_url and _cp_url == self.base_url.rstrip("/"):
                        _cp_models = _cp_entry.get("models", {})
                        if isinstance(_cp_models, dict):
                            _cp_model_cfg = _cp_models.get(self.model, {})
                            if isinstance(_cp_model_cfg, dict):
                                _cp_ctx = _cp_model_cfg.get("context_length")
                                if _cp_ctx is not None:
                                    try:
                                        _config_context_length = int(_cp_ctx)
                                    except (TypeError, ValueError):
                                        pass
                        break
        
        self.context_compressor = ContextCompressor(
            model=self.model,
            threshold_percent=compression_threshold,
            protect_first_n=3,
            protect_last_n=compression_protect_last,
            summary_target_ratio=compression_target_ratio,
            summary_model_override=compression_summary_model,
            quiet_mode=self.quiet_mode,
            base_url=self.base_url,
            api_key=getattr(self, "api_key", ""),
            config_context_length=_config_context_length,
            provider=self.provider,
        )
        self.compression_enabled = compression_enabled
        self._user_turn_count = 0

        # Cumulative token usage for the session
        self.session_prompt_tokens = 0
        self.session_completion_tokens = 0
        self.session_total_tokens = 0
        self.session_api_calls = 0
        self.session_input_tokens = 0
        self.session_output_tokens = 0
        self.session_cache_read_tokens = 0
        self.session_cache_write_tokens = 0
        self.session_reasoning_tokens = 0
        self.session_estimated_cost_usd = 0.0
        self.session_cost_status = "unknown"
        self.session_cost_source = "none"
        
        if not self.quiet_mode:
            if compression_enabled:
                print(f"📊 Context limit: {self.context_compressor.context_length:,} tokens (compress at {int(compression_threshold*100)}% = {self.context_compressor.threshold_tokens:,})")
            else:
                print(f"📊 Context limit: {self.context_compressor.context_length:,} tokens (auto-compression disabled)")

        # Snapshot primary runtime for per-turn restoration.  When fallback
        # activates during a turn, the next turn restores these values so the
        # preferred model gets a fresh attempt each time.  Uses a single dict
        # so new state fields are easy to add without N individual attributes.
        _cc = self.context_compressor
        self._primary_runtime = {
            "model": self.model,
            "provider": self.provider,
            "base_url": self.base_url,
            "api_mode": self.api_mode,
            "api_key": getattr(self, "api_key", ""),
            "client_kwargs": dict(self._client_kwargs),
            "use_prompt_caching": self._use_prompt_caching,
            # Compressor state that _try_activate_fallback() overwrites
            "compressor_model": _cc.model,
            "compressor_base_url": _cc.base_url,
            "compressor_api_key": getattr(_cc, "api_key", ""),
            "compressor_provider": _cc.provider,
            "compressor_context_length": _cc.context_length,
            "compressor_threshold_tokens": _cc.threshold_tokens,
        }
        if self.api_mode == "anthropic_messages":
            self._primary_runtime.update({
                "anthropic_api_key": self._anthropic_api_key,
                "anthropic_base_url": self._anthropic_base_url,
                "is_anthropic_oauth": self._is_anthropic_oauth,
            })

    def reset_session_state(self):
        """Reset all session-scoped token counters to 0 for a fresh session.
        
        This method encapsulates the reset logic for all session-level metrics
        including:
        - Token usage counters (input, output, total, prompt, completion)
        - Cache read/write tokens
        - API call count
        - Reasoning tokens
        - Estimated cost tracking
        - Context compressor internal counters
        
        The method safely handles optional attributes (e.g., context compressor)
        using ``hasattr`` checks.
        
        This keeps the counter reset logic DRY and maintainable in one place
        rather than scattering it across multiple methods.
        """
        # Token usage counters
        self.session_total_tokens = 0
        self.session_input_tokens = 0
        self.session_output_tokens = 0
        self.session_prompt_tokens = 0
        self.session_completion_tokens = 0
        self.session_cache_read_tokens = 0
        self.session_cache_write_tokens = 0
        self.session_reasoning_tokens = 0
        self.session_api_calls = 0
        self.session_estimated_cost_usd = 0.0
        self.session_cost_status = "unknown"
        self.session_cost_source = "none"
        
        # Turn counter (added after reset_session_state was first written — #2635)
        self._user_turn_count = 0

        # Context compressor internal counters (if present)
        if hasattr(self, "context_compressor") and self.context_compressor:
            self.context_compressor.last_prompt_tokens = 0
            self.context_compressor.last_completion_tokens = 0
            self.context_compressor.last_total_tokens = 0
            self.context_compressor.compression_count = 0
            self.context_compressor._context_probed = False
            self.context_compressor._context_probe_persistable = False
            # Iterative summary from previous session must not bleed into new one (#2635)
            self.context_compressor._previous_summary = None
    
    def _safe_print(self, *args, **kwargs):
        """Print that silently handles broken pipes / closed stdout.

        In headless environments (systemd, Docker, nohup) stdout may become
        unavailable mid-session.  A raw ``print()`` raises ``OSError`` which
        can crash cron jobs and lose completed work.

        Internally routes through ``self._print_fn`` (default: builtin
        ``print``) so callers such as the CLI can inject a renderer that
        handles ANSI escape sequences properly (e.g. prompt_toolkit's
        ``print_formatted_text(ANSI(...))``) without touching this method.
        """
        try:
            fn = self._print_fn or print
            fn(*args, **kwargs)
        except (OSError, ValueError):
            pass

    def _vprint(self, *args, force: bool = False, **kwargs):
        """Verbose print — suppressed when actively streaming tokens.

        Pass ``force=True`` for error/warning messages that should always be
        shown even during streaming playback (TTS or display).

        During tool execution (``_executing_tools`` is True), printing is
        allowed even with stream consumers registered because no tokens
        are being streamed at that point.

        After the main response has been delivered and the remaining tool
        calls are post-response housekeeping (``_mute_post_response``),
        all non-forced output is suppressed.
        """
        if not force and getattr(self, "_mute_post_response", False):
            return
        if not force and self._has_stream_consumers() and not self._executing_tools:
            return
        self._safe_print(*args, **kwargs)

    def _emit_status(self, message: str) -> None:
        """Emit a lifecycle status message to both CLI and gateway channels.

        CLI users see the message via ``_vprint(force=True)`` so it is always
        visible regardless of verbose/quiet mode.  Gateway consumers receive
        it through ``status_callback("lifecycle", ...)``.

        This helper never raises — exceptions are swallowed so it cannot
        interrupt the retry/fallback logic.
        """
        try:
            self._vprint(f"{self.log_prefix}{message}", force=True)
        except Exception:
            pass
        if self.status_callback:
            try:
                self.status_callback("lifecycle", message)
            except Exception:
                logger.debug("status_callback error in _emit_status", exc_info=True)

    def _is_direct_openai_url(self, base_url: str = None) -> bool:
        """Return True when a base URL targets OpenAI's native API."""
        url = (base_url or self._base_url_lower).lower()
        return "api.openai.com" in url and "openrouter" not in url

    def _is_openrouter_url(self) -> bool:
        """Return True when the base URL targets OpenRouter."""
        return "openrouter" in self._base_url_lower

    def _is_anthropic_url(self) -> bool:
        """Return True when the base URL targets Anthropic (native or /anthropic proxy path)."""
        return "api.anthropic.com" in self._base_url_lower or self._base_url_lower.rstrip("/").endswith("/anthropic")

    def _max_tokens_param(self, value: int) -> dict:
        """Return the correct max tokens kwarg for the current provider.
        
        OpenAI's newer models (gpt-4o, o-series, gpt-5+) require
        'max_completion_tokens'. OpenRouter, local models, and older
        OpenAI models use 'max_tokens'.
        """
        if self._is_direct_openai_url():
            return {"max_completion_tokens": value}
        return {"max_tokens": value}

    def _has_content_after_think_block(self, content: str) -> bool:
        """
        Check if content has actual text after any reasoning/thinking blocks.

        This detects cases where the model only outputs reasoning but no actual
        response, which indicates an incomplete generation that should be retried.
        Must stay in sync with _strip_think_blocks() tag variants.

        Args:
            content: The assistant message content to check

        Returns:
            True if there's meaningful content after think blocks, False otherwise
        """
        if not content:
            return False

        # Remove all reasoning tag variants (must match _strip_think_blocks)
        cleaned = self._strip_think_blocks(content)

        # Check if there's any non-whitespace content remaining
        return bool(cleaned.strip())
    
    def _strip_think_blocks(self, content: str) -> str:
        """Remove reasoning/thinking blocks from content, returning only visible text."""
        if not content:
            return ""
        # Strip all reasoning tag variants: <think>, <thinking>, <THINKING>,
        # <reasoning>, <REASONING_SCRATCHPAD>
        content = re.sub(r'<think>.*?</think>', '', content, flags=re.DOTALL)
        content = re.sub(r'<thinking>.*?</thinking>', '', content, flags=re.DOTALL | re.IGNORECASE)
        content = re.sub(r'<reasoning>.*?</reasoning>', '', content, flags=re.DOTALL)
        content = re.sub(r'<REASONING_SCRATCHPAD>.*?</REASONING_SCRATCHPAD>', '', content, flags=re.DOTALL)
        content = re.sub(r'</?(?:think|thinking|reasoning|REASONING_SCRATCHPAD)>\s*', '', content, flags=re.IGNORECASE)
        return content

    def _looks_like_codex_intermediate_ack(
        self,
        user_message: str,
        assistant_content: str,
        messages: List[Dict[str, Any]],
    ) -> bool:
        """Detect a planning/ack message that should continue instead of ending the turn."""
        if any(isinstance(msg, dict) and msg.get("role") == "tool" for msg in messages):
            return False

        assistant_text = self._strip_think_blocks(assistant_content or "").strip().lower()
        if not assistant_text:
            return False
        if len(assistant_text) > 1200:
            return False

        has_future_ack = bool(
            re.search(r"\b(i['’]ll|i will|let me|i can do that|i can help with that)\b", assistant_text)
        )
        if not has_future_ack:
            return False

        action_markers = (
            "look into",
            "look at",
            "inspect",
            "scan",
            "check",
            "analyz",
            "review",
            "explore",
            "read",
            "open",
            "run",
            "test",
            "fix",
            "debug",
            "search",
            "find",
            "walkthrough",
            "report back",
            "summarize",
        )
        workspace_markers = (
            "directory",
            "current directory",
            "current dir",
            "cwd",
            "repo",
            "repository",
            "codebase",
            "project",
            "folder",
            "filesystem",
            "file tree",
            "files",
            "path",
        )

        user_text = (user_message or "").strip().lower()
        user_targets_workspace = (
            any(marker in user_text for marker in workspace_markers)
            or "~/" in user_text
            or "/" in user_text
        )
        assistant_mentions_action = any(marker in assistant_text for marker in action_markers)
        assistant_targets_workspace = any(
            marker in assistant_text for marker in workspace_markers
        )
        return (user_targets_workspace or assistant_targets_workspace) and assistant_mentions_action
    
    
    def _extract_reasoning(self, assistant_message) -> Optional[str]:
        """
        Extract reasoning/thinking content from an assistant message.
        
        OpenRouter and various providers can return reasoning in multiple formats:
        1. message.reasoning - Direct reasoning field (DeepSeek, Qwen, etc.)
        2. message.reasoning_content - Alternative field (Moonshot AI, Novita, etc.)
        3. message.reasoning_details - Array of {type, summary, ...} objects (OpenRouter unified)
        
        Args:
            assistant_message: The assistant message object from the API response
            
        Returns:
            Combined reasoning text, or None if no reasoning found
        """
        reasoning_parts = []
        
        # Check direct reasoning field
        if hasattr(assistant_message, 'reasoning') and assistant_message.reasoning:
            reasoning_parts.append(assistant_message.reasoning)
        
        # Check reasoning_content field (alternative name used by some providers)
        if hasattr(assistant_message, 'reasoning_content') and assistant_message.reasoning_content:
            # Don't duplicate if same as reasoning
            if assistant_message.reasoning_content not in reasoning_parts:
                reasoning_parts.append(assistant_message.reasoning_content)
        
        # Check reasoning_details array (OpenRouter unified format)
        # Format: [{"type": "reasoning.summary", "summary": "...", ...}, ...]
        if hasattr(assistant_message, 'reasoning_details') and assistant_message.reasoning_details:
            for detail in assistant_message.reasoning_details:
                if isinstance(detail, dict):
                    # Extract summary from reasoning detail object
                    summary = (
                        detail.get('summary')
                        or detail.get('thinking')
                        or detail.get('content')
                        or detail.get('text')
                    )
                    if summary and summary not in reasoning_parts:
                        reasoning_parts.append(summary)

        # Some providers embed reasoning directly inside assistant content
        # instead of returning structured reasoning fields.  Only fall back
        # to inline extraction when no structured reasoning was found.
        content = getattr(assistant_message, "content", None)
        if not reasoning_parts and isinstance(content, str) and content:
            inline_patterns = (
                r"<think>(.*?)</think>",
                r"<thinking>(.*?)</thinking>",
                r"<reasoning>(.*?)</reasoning>",
                r"<REASONING_SCRATCHPAD>(.*?)</REASONING_SCRATCHPAD>",
            )
            for pattern in inline_patterns:
                flags = re.DOTALL | re.IGNORECASE
                for block in re.findall(pattern, content, flags=flags):
                    cleaned = block.strip()
                    if cleaned and cleaned not in reasoning_parts:
                        reasoning_parts.append(cleaned)
        
        # Combine all reasoning parts
        if reasoning_parts:
            return "\n\n".join(reasoning_parts)
        
        return None

    def _classify_empty_content_response(
        self,
        assistant_message,
        *,
        finish_reason: Optional[str],
        approx_tokens: int,
        api_messages: List[Dict[str, Any]],
        conversation_history: Optional[List[Dict[str, Any]]],
    ) -> Dict[str, Any]:
        """Classify think-only/empty responses so we can retry, compress, or salvage.

        We intentionally do NOT short-circuit all structured-reasoning responses.
        Prior discussion/PR history shows some models recover on retry. Instead we:
        - compress immediately when the pattern looks like implicit context pressure
        - salvage reasoning early when the same reasoning-only payload repeats
        - otherwise preserve the normal retry path
        """
        reasoning_text = self._extract_reasoning(assistant_message)
        has_structured_reasoning = bool(
            getattr(assistant_message, "reasoning", None)
            or getattr(assistant_message, "reasoning_content", None)
            or getattr(assistant_message, "reasoning_details", None)
        )
        content = getattr(assistant_message, "content", None) or ""
        stripped_content = self._strip_think_blocks(content).strip()
        signature = (
            content,
            reasoning_text or "",
            bool(has_structured_reasoning),
            finish_reason or "",
        )
        repeated_signature = signature == getattr(self, "_last_empty_content_signature", None)

        compressor = getattr(self, "context_compressor", None)
        ctx_len = getattr(compressor, "context_length", 0) or 0
        threshold_tokens = getattr(compressor, "threshold_tokens", 0) or 0
        is_large_session = bool(
            (ctx_len and approx_tokens >= max(int(ctx_len * 0.4), threshold_tokens))
            or len(api_messages) > 80
        )
        is_local_custom = is_local_endpoint(getattr(self, "base_url", "") or "")
        is_resumed = bool(conversation_history)
        context_pressure_signals = any(
            [
                finish_reason == "length",
                getattr(compressor, "_context_probed", False),
                is_large_session,
                is_resumed,
            ]
        )
        should_compress = bool(
            self.compression_enabled
            and is_local_custom
            and context_pressure_signals
            and not stripped_content
        )

        self._last_empty_content_signature = signature
        return {
            "reasoning_text": reasoning_text,
            "has_structured_reasoning": has_structured_reasoning,
            "repeated_signature": repeated_signature,
            "should_compress": should_compress,
            "is_local_custom": is_local_custom,
            "is_large_session": is_large_session,
            "is_resumed": is_resumed,
        }
    
    def _cleanup_task_resources(self, task_id: str) -> None:
        """Clean up VM and browser resources for a given task."""
        try:
            cleanup_vm(task_id)
        except Exception as e:
            if self.verbose_logging:
                logging.warning(f"Failed to cleanup VM for task {task_id}: {e}")
        try:
            cleanup_browser(task_id)
        except Exception as e:
            if self.verbose_logging:
                logging.warning(f"Failed to cleanup browser for task {task_id}: {e}")

    # ------------------------------------------------------------------
    # Background memory/skill review
    # ------------------------------------------------------------------

    _MEMORY_REVIEW_PROMPT = (
        "Review the conversation above and consider saving to memory if appropriate.\n\n"
        "Focus on:\n"
        "1. Has the user revealed things about themselves — their persona, desires, "
        "preferences, or personal details worth remembering?\n"
        "2. Has the user expressed expectations about how you should behave, their work "
        "style, or ways they want you to operate?\n\n"
        "If something stands out, save it using the memory tool. "
        "If nothing is worth saving, just say 'Nothing to save.' and stop."
    )

    _SKILL_REVIEW_PROMPT = (
        "Review the conversation above and consider saving or updating a skill if appropriate.\n\n"
        "Focus on: was a non-trivial approach used to complete a task that required trial "
        "and error, or changing course due to experiential findings along the way, or did "
        "the user expect or desire a different method or outcome?\n\n"
        "If a relevant skill already exists, update it with what you learned. "
        "Otherwise, create a new skill if the approach is reusable.\n"
        "If nothing is worth saving, just say 'Nothing to save.' and stop."
    )

    _COMBINED_REVIEW_PROMPT = (
        "Review the conversation above and consider two things:\n\n"
        "**Memory**: Has the user revealed things about themselves — their persona, "
        "desires, preferences, or personal details? Has the user expressed expectations "
        "about how you should behave, their work style, or ways they want you to operate? "
        "If so, save using the memory tool.\n\n"
        "**Skills**: Was a non-trivial approach used to complete a task that required trial "
        "and error, or changing course due to experiential findings along the way, or did "
        "the user expect or desire a different method or outcome? If a relevant skill "
        "already exists, update it. Otherwise, create a new one if the approach is reusable.\n\n"
        "Only act if there's something genuinely worth saving. "
        "If nothing stands out, just say 'Nothing to save.' and stop."
    )

    def _spawn_background_review(
        self,
        messages_snapshot: List[Dict],
        review_memory: bool = False,
        review_skills: bool = False,
    ) -> None:
        """Spawn a background thread to review the conversation for memory/skill saves.

        Creates a full AIAgent fork with the same model, tools, and context as the
        main session. The review prompt is appended as the next user turn in the
        forked conversation. Writes directly to the shared memory/skill stores.
        Never modifies the main conversation history or produces user-visible output.
        """
        import threading

        # Pick the right prompt based on which triggers fired
        if review_memory and review_skills:
            prompt = self._COMBINED_REVIEW_PROMPT
        elif review_memory:
            prompt = self._MEMORY_REVIEW_PROMPT
        else:
            prompt = self._SKILL_REVIEW_PROMPT

        def _run_review():
            import contextlib, os as _os
            review_agent = None
            try:
                with open(_os.devnull, "w") as _devnull, \
                     contextlib.redirect_stdout(_devnull), \
                     contextlib.redirect_stderr(_devnull):
                    review_agent = AIAgent(
                        model=self.model,
                        max_iterations=8,
                        quiet_mode=True,
                        platform=self.platform,
                        provider=self.provider,
                    )
                    review_agent._memory_store = self._memory_store
                    review_agent._memory_enabled = self._memory_enabled
                    review_agent._user_profile_enabled = self._user_profile_enabled
                    review_agent._memory_nudge_interval = 0
                    review_agent._skill_nudge_interval = 0

                    review_agent.run_conversation(
                        user_message=prompt,
                        conversation_history=messages_snapshot,
                    )

                # Scan the review agent's messages for successful tool actions
                # and surface a compact summary to the user.
                actions = []
                for msg in getattr(review_agent, "_session_messages", []):
                    if not isinstance(msg, dict) or msg.get("role") != "tool":
                        continue
                    try:
                        data = json.loads(msg.get("content", "{}"))
                    except (json.JSONDecodeError, TypeError):
                        continue
                    if not data.get("success"):
                        continue
                    message = data.get("message", "")
                    target = data.get("target", "")
                    if "created" in message.lower():
                        actions.append(message)
                    elif "updated" in message.lower():
                        actions.append(message)
                    elif "added" in message.lower() or (target and "add" in message.lower()):
                        label = "Memory" if target == "memory" else "User profile" if target == "user" else target
                        actions.append(f"{label} updated")
                    elif "Entry added" in message:
                        label = "Memory" if target == "memory" else "User profile" if target == "user" else target
                        actions.append(f"{label} updated")
                    elif "removed" in message.lower() or "replaced" in message.lower():
                        label = "Memory" if target == "memory" else "User profile" if target == "user" else target
                        actions.append(f"{label} updated")

                if actions:
                    summary = " · ".join(dict.fromkeys(actions))
                    self._safe_print(f"  💾 {summary}")
                    _bg_cb = self.background_review_callback
                    if _bg_cb:
                        try:
                            _bg_cb(f"💾 {summary}")
                        except Exception:
                            pass

            except Exception as e:
                logger.debug("Background memory/skill review failed: %s", e)
            finally:
                # Explicitly close the OpenAI/httpx client so GC doesn't
                # try to clean it up on a dead asyncio event loop (which
                # produces "Event loop is closed" errors in the terminal).
                if review_agent is not None:
                    client = getattr(review_agent, "client", None)
                    if client is not None:
                        try:
                            review_agent._close_openai_client(
                                client, reason="bg_review_done", shared=True
                            )
                            review_agent.client = None
                        except Exception:
                            pass

        t = threading.Thread(target=_run_review, daemon=True, name="bg-review")
        t.start()

    def _apply_persist_user_message_override(self, messages: List[Dict]) -> None:
        """Rewrite the current-turn user message before persistence/return.

        Some call paths need an API-only user-message variant without letting
        that synthetic text leak into persisted transcripts or resumed session
        history. When an override is configured for the active turn, mutate the
        in-memory messages list in place so both persistence and returned
        history stay clean.
        """
        idx = getattr(self, "_persist_user_message_idx", None)
        override = getattr(self, "_persist_user_message_override", None)
        if override is None or idx is None:
            return
        if 0 <= idx < len(messages):
            msg = messages[idx]
            if isinstance(msg, dict) and msg.get("role") == "user":
                msg["content"] = override

    def _persist_session(self, messages: List[Dict], conversation_history: List[Dict] = None):
        """Save session state to both JSON log and SQLite on any exit path.

        Ensures conversations are never lost, even on errors or early returns.
        Skipped when ``persist_session=False`` (ephemeral helper flows).
        """
        if not self.persist_session:
            return
        self._apply_persist_user_message_override(messages)
        self._session_messages = messages
        self._save_session_log(messages)
        self._flush_messages_to_session_db(messages, conversation_history)

    def _flush_messages_to_session_db(self, messages: List[Dict], conversation_history: List[Dict] = None):
        """Persist any un-flushed messages to the SQLite session store.

        Uses _last_flushed_db_idx to track which messages have already been
        written, so repeated calls (from multiple exit paths) only write
        truly new messages — preventing the duplicate-write bug (#860).
        """
        if not self._session_db:
            return
        self._apply_persist_user_message_override(messages)
        try:
            # If create_session() failed at startup (e.g. transient lock), the
            # session row may not exist yet.  ensure_session() uses INSERT OR
            # IGNORE so it is a no-op when the row is already there.
            self._session_db.ensure_session(
                self.session_id,
                source=self.platform or "cli",
                model=self.model,
            )
            start_idx = len(conversation_history) if conversation_history else 0
            flush_from = max(start_idx, self._last_flushed_db_idx)
            for msg in messages[flush_from:]:
                role = msg.get("role", "unknown")
                content = msg.get("content")
                tool_calls_data = None
                if hasattr(msg, "tool_calls") and msg.tool_calls:
                    tool_calls_data = [
                        {"name": tc.function.name, "arguments": tc.function.arguments}
                        for tc in msg.tool_calls
                    ]
                elif isinstance(msg.get("tool_calls"), list):
                    tool_calls_data = msg["tool_calls"]
                self._session_db.append_message(
                    session_id=self.session_id,
                    role=role,
                    content=content,
                    tool_name=msg.get("tool_name"),
                    tool_calls=tool_calls_data,
                    tool_call_id=msg.get("tool_call_id"),
                    finish_reason=msg.get("finish_reason"),
                    reasoning=msg.get("reasoning") if role == "assistant" else None,
                    reasoning_details=msg.get("reasoning_details") if role == "assistant" else None,
                    codex_reasoning_items=msg.get("codex_reasoning_items") if role == "assistant" else None,
                )
            self._last_flushed_db_idx = len(messages)
        except Exception as e:
            logger.warning("Session DB append_message failed: %s", e)

    def _get_messages_up_to_last_assistant(self, messages: List[Dict]) -> List[Dict]:
        """
        Get messages up to (but not including) the last assistant turn.
        
        This is used when we need to "roll back" to the last successful point
        in the conversation, typically when the final assistant message is
        incomplete or malformed.
        
        Args:
            messages: Full message list
            
        Returns:
            Messages up to the last complete assistant turn (ending with user/tool message)
        """
        if not messages:
            return []
        
        # Find the index of the last assistant message
        last_assistant_idx = None
        for i in range(len(messages) - 1, -1, -1):
            if messages[i].get("role") == "assistant":
                last_assistant_idx = i
                break
        
        if last_assistant_idx is None:
            # No assistant message found, return all messages
            return messages.copy()
        
        # Return everything up to (not including) the last assistant message
        return messages[:last_assistant_idx]
    
    def _format_tools_for_system_message(self) -> str:
        """
        Format tool definitions for the system message in the trajectory format.
        
        Returns:
            str: JSON string representation of tool definitions
        """
        if not self.tools:
            return "[]"
        
        # Convert tool definitions to the format expected in trajectories
        formatted_tools = []
        for tool in self.tools:
            func = tool["function"]
            formatted_tool = {
                "name": func["name"],
                "description": func.get("description", ""),
                "parameters": func.get("parameters", {}),
                "required": None  # Match the format in the example
            }
            formatted_tools.append(formatted_tool)
        
        return json.dumps(formatted_tools, ensure_ascii=False)
    
    def _convert_to_trajectory_format(self, messages: List[Dict[str, Any]], user_query: str, completed: bool) -> List[Dict[str, Any]]:
        """
        Convert internal message format to trajectory format for saving.
        
        Args:
            messages (List[Dict]): Internal message history
            user_query (str): Original user query
            completed (bool): Whether the conversation completed successfully
            
        Returns:
            List[Dict]: Messages in trajectory format
        """
        trajectory = []
        
        # Add system message with tool definitions
        system_msg = (
            "You are a function calling AI model. You are provided with function signatures within <tools> </tools> XML tags. "
            "You may call one or more functions to assist with the user query. If available tools are not relevant in assisting "
            "with user query, just respond in natural conversational language. Don't make assumptions about what values to plug "
            "into functions. After calling & executing the functions, you will be provided with function results within "
            "<tool_response> </tool_response> XML tags. Here are the available tools:\n"
            f"<tools>\n{self._format_tools_for_system_message()}\n</tools>\n"
            "For each function call return a JSON object, with the following pydantic model json schema for each:\n"
            "{'title': 'FunctionCall', 'type': 'object', 'properties': {'name': {'title': 'Name', 'type': 'string'}, "
            "'arguments': {'title': 'Arguments', 'type': 'object'}}, 'required': ['name', 'arguments']}\n"
            "Each function call should be enclosed within <tool_call> </tool_call> XML tags.\n"
            "Example:\n<tool_call>\n{'name': <function-name>,'arguments': <args-dict>}\n</tool_call>"
        )
        
        trajectory.append({
            "from": "system",
            "value": system_msg
        })
        
        # Add the actual user prompt (from the dataset) as the first human message
        trajectory.append({
            "from": "human",
            "value": user_query
        })
        
        # Skip the first message (the user query) since we already added it above.
        # Prefill messages are injected at API-call time only (not in the messages
        # list), so no offset adjustment is needed here.
        i = 1
        
        while i < len(messages):
            msg = messages[i]
            
            if msg["role"] == "assistant":
                # Check if this message has tool calls
                if "tool_calls" in msg and msg["tool_calls"]:
                    # Format assistant message with tool calls
                    # Add <think> tags around reasoning for trajectory storage
                    content = ""
                    
                    # Prepend reasoning in <think> tags if available (native thinking tokens)
                    if msg.get("reasoning") and msg["reasoning"].strip():
                        content = f"<think>\n{msg['reasoning']}\n</think>\n"
                    
                    if msg.get("content") and msg["content"].strip():
                        # Convert any <REASONING_SCRATCHPAD> tags to <think> tags
                        # (used when native thinking is disabled and model reasons via XML)
                        content += convert_scratchpad_to_think(msg["content"]) + "\n"
                    
                    # Add tool calls wrapped in XML tags
                    for tool_call in msg["tool_calls"]:
                        if not tool_call or not isinstance(tool_call, dict): continue
                        # Parse arguments - should always succeed since we validate during conversation
                        # but keep try-except as safety net
                        try:
                            arguments = json.loads(tool_call["function"]["arguments"]) if isinstance(tool_call["function"]["arguments"], str) else tool_call["function"]["arguments"]
                        except json.JSONDecodeError:
                            # This shouldn't happen since we validate and retry during conversation,
                            # but if it does, log warning and use empty dict
                            logging.warning(f"Unexpected invalid JSON in trajectory conversion: {tool_call['function']['arguments'][:100]}")
                            arguments = {}
                        
                        tool_call_json = {
                            "name": tool_call["function"]["name"],
                            "arguments": arguments
                        }
                        content += f"<tool_call>\n{json.dumps(tool_call_json, ensure_ascii=False)}\n</tool_call>\n"
                    
                    # Ensure every gpt turn has a <think> block (empty if no reasoning)
                    # so the format is consistent for training data
                    if "<think>" not in content:
                        content = "<think>\n</think>\n" + content
                    
                    trajectory.append({
                        "from": "gpt",
                        "value": content.rstrip()
                    })
                    
                    # Collect all subsequent tool responses
                    tool_responses = []
                    j = i + 1
                    while j < len(messages) and messages[j]["role"] == "tool":
                        tool_msg = messages[j]
                        # Format tool response with XML tags
                        tool_response = "<tool_response>\n"
                        
                        # Try to parse tool content as JSON if it looks like JSON
                        tool_content = tool_msg["content"]
                        try:
                            if tool_content.strip().startswith(("{", "[")):
                                tool_content = json.loads(tool_content)
                        except (json.JSONDecodeError, AttributeError):
                            pass  # Keep as string if not valid JSON
                        
                        tool_index = len(tool_responses)
                        tool_name = (
                            msg["tool_calls"][tool_index]["function"]["name"]
                            if tool_index < len(msg["tool_calls"])
                            else "unknown"
                        )
                        tool_response += json.dumps({
                            "tool_call_id": tool_msg.get("tool_call_id", ""),
                            "name": tool_name,
                            "content": tool_content
                        }, ensure_ascii=False)
                        tool_response += "\n</tool_response>"
                        tool_responses.append(tool_response)
                        j += 1
                    
                    # Add all tool responses as a single message
                    if tool_responses:
                        trajectory.append({
                            "from": "tool",
                            "value": "\n".join(tool_responses)
                        })
                        i = j - 1  # Skip the tool messages we just processed
                
                else:
                    # Regular assistant message without tool calls
                    # Add <think> tags around reasoning for trajectory storage
                    content = ""
                    
                    # Prepend reasoning in <think> tags if available (native thinking tokens)
                    if msg.get("reasoning") and msg["reasoning"].strip():
                        content = f"<think>\n{msg['reasoning']}\n</think>\n"
                    
                    # Convert any <REASONING_SCRATCHPAD> tags to <think> tags
                    # (used when native thinking is disabled and model reasons via XML)
                    raw_content = msg["content"] or ""
                    content += convert_scratchpad_to_think(raw_content)
                    
                    # Ensure every gpt turn has a <think> block (empty if no reasoning)
                    if "<think>" not in content:
                        content = "<think>\n</think>\n" + content
                    
                    trajectory.append({
                        "from": "gpt",
                        "value": content.strip()
                    })
            
            elif msg["role"] == "user":
                trajectory.append({
                    "from": "human",
                    "value": msg["content"]
                })
            
            i += 1
        
        return trajectory
    
    def _save_trajectory(self, messages: List[Dict[str, Any]], user_query: str, completed: bool):
        """
        Save conversation trajectory to JSONL file.
        
        Args:
            messages (List[Dict]): Complete message history
            user_query (str): Original user query
            completed (bool): Whether the conversation completed successfully
        """
        if not self.save_trajectories:
            return
        
        trajectory = self._convert_to_trajectory_format(messages, user_query, completed)
        _save_trajectory_to_file(trajectory, self.model, completed)
    
    @staticmethod
    def _summarize_api_error(error: Exception) -> str:
        """Extract a human-readable one-liner from an API error.

        Handles Cloudflare HTML error pages (502, 503, etc.) by pulling the
        <title> tag instead of dumping raw HTML.  Falls back to a truncated
        str(error) for everything else.
        """
        import re as _re
        raw = str(error)

        # Cloudflare / proxy HTML pages: grab the <title> for a clean summary
        if "<!DOCTYPE" in raw or "<html" in raw:
            m = _re.search(r"<title[^>]*>([^<]+)</title>", raw, _re.IGNORECASE)
            title = m.group(1).strip() if m else "HTML error page (title not found)"
            # Also grab Cloudflare Ray ID if present
            ray = _re.search(r"Cloudflare Ray ID:\s*<strong[^>]*>([^<]+)</strong>", raw)
            ray_id = ray.group(1).strip() if ray else None
            status_code = getattr(error, "status_code", None)
            parts = []
            if status_code:
                parts.append(f"HTTP {status_code}")
            parts.append(title)
            if ray_id:
                parts.append(f"Ray {ray_id}")
            return " — ".join(parts)

        # JSON body errors from OpenAI/Anthropic SDKs
        body = getattr(error, "body", None)
        if isinstance(body, dict):
            msg = body.get("error", {}).get("message") if isinstance(body.get("error"), dict) else body.get("message")
            if msg:
                status_code = getattr(error, "status_code", None)
                prefix = f"HTTP {status_code}: " if status_code else ""
                return f"{prefix}{msg[:300]}"

        # Fallback: truncate the raw string but give more room than 200 chars
        status_code = getattr(error, "status_code", None)
        prefix = f"HTTP {status_code}: " if status_code else ""
        return f"{prefix}{raw[:500]}"

    def _mask_api_key_for_logs(self, key: Optional[str]) -> Optional[str]:
        if not key:
            return None
        if len(key) <= 12:
            return "***"
        return f"{key[:8]}...{key[-4:]}"

    def _clean_error_message(self, error_msg: str) -> str:
        """
        Clean up error messages for user display, removing HTML content and truncating.
        
        Args:
            error_msg: Raw error message from API or exception
            
        Returns:
            Clean, user-friendly error message
        """
        if not error_msg:
            return "Unknown error"
            
        # Remove HTML content (common with CloudFlare and gateway error pages)
        if error_msg.strip().startswith('<!DOCTYPE html') or '<html' in error_msg:
            return "Service temporarily unavailable (HTML error page returned)"
            
        # Remove newlines and excessive whitespace
        cleaned = ' '.join(error_msg.split())
        
        # Truncate if too long
        if len(cleaned) > 150:
            cleaned = cleaned[:150] + "..."
            
        return cleaned

    def _dump_api_request_debug(
        self,
        api_kwargs: Dict[str, Any],
        *,
        reason: str,
        error: Optional[Exception] = None,
    ) -> Optional[Path]:
        """
        Dump a debug-friendly HTTP request record for the active inference API.

        Captures the request body from api_kwargs (excluding transport-only keys
        like timeout). Intended for debugging provider-side 4xx failures where
        retries are not useful.
        """
        try:
            body = copy.deepcopy(api_kwargs)
            body.pop("timeout", None)
            body = {k: v for k, v in body.items() if v is not None}

            api_key = None
            try:
                api_key = getattr(self.client, "api_key", None)
            except Exception as e:
                logger.debug("Could not extract API key for debug dump: %s", e)

            dump_payload: Dict[str, Any] = {
                "timestamp": datetime.now().isoformat(),
                "session_id": self.session_id,
                "reason": reason,
                "request": {
                    "method": "POST",
                    "url": f"{self.base_url.rstrip('/')}{'/responses' if self.api_mode == 'codex_responses' else '/chat/completions'}",
                    "headers": {
                        "Authorization": f"Bearer {self._mask_api_key_for_logs(api_key)}",
                        "Content-Type": "application/json",
                    },
                    "body": body,
                },
            }

            if error is not None:
                error_info: Dict[str, Any] = {
                    "type": type(error).__name__,
                    "message": str(error),
                }
                for attr_name in ("status_code", "request_id", "code", "param", "type"):
                    attr_value = getattr(error, attr_name, None)
                    if attr_value is not None:
                        error_info[attr_name] = attr_value

                body_attr = getattr(error, "body", None)
                if body_attr is not None:
                    error_info["body"] = body_attr

                response_obj = getattr(error, "response", None)
                if response_obj is not None:
                    try:
                        error_info["response_status"] = getattr(response_obj, "status_code", None)
                        error_info["response_text"] = response_obj.text
                    except Exception as e:
                        logger.debug("Could not extract error response details: %s", e)

                dump_payload["error"] = error_info

            timestamp = datetime.now().strftime("%Y%m%d_%H%M%S_%f")
            dump_file = self.logs_dir / f"request_dump_{self.session_id}_{timestamp}.json"
            dump_file.write_text(
                json.dumps(dump_payload, ensure_ascii=False, indent=2, default=str),
                encoding="utf-8",
            )

            self._vprint(f"{self.log_prefix}🧾 Request debug dump written to: {dump_file}")

            if env_var_enabled("HERMES_DUMP_REQUEST_STDOUT"):
                print(json.dumps(dump_payload, ensure_ascii=False, indent=2, default=str))

            return dump_file
        except Exception as dump_error:
            if self.verbose_logging:
                logging.warning(f"Failed to dump API request debug payload: {dump_error}")
            return None

    @staticmethod
    def _clean_session_content(content: str) -> str:
        """Convert REASONING_SCRATCHPAD to think tags and clean up whitespace."""
        if not content:
            return content
        content = convert_scratchpad_to_think(content)
        content = re.sub(r'\n+(<think>)', r'\n\1', content)
        content = re.sub(r'(</think>)\n+', r'\1\n', content)
        return content.strip()

    def _save_session_log(self, messages: List[Dict[str, Any]] = None):
        """
        Save the full raw session to a JSON file.

        Stores every message exactly as the agent sees it: user messages,
        assistant messages (with reasoning, finish_reason, tool_calls),
        tool responses (with tool_call_id, tool_name), and injected system
        messages (compression summaries, todo snapshots, etc.).

        REASONING_SCRATCHPAD tags are converted to <think> blocks for consistency.
        Overwritten after each turn so it always reflects the latest state.
        """
        messages = messages or self._session_messages
        if not messages:
            return

        try:
            # Clean assistant content for session logs
            cleaned = []
            for msg in messages:
                if msg.get("role") == "assistant" and msg.get("content"):
                    msg = dict(msg)
                    msg["content"] = self._clean_session_content(msg["content"])
                cleaned.append(msg)

            # Guard: never overwrite a larger session log with fewer messages.
            # This protects against data loss when --resume loads a session whose
            # messages weren't fully written to SQLite — the resumed agent starts
            # with partial history and would otherwise clobber the full JSON log.
            if self.session_log_file.exists():
                try:
                    existing = json.loads(self.session_log_file.read_text(encoding="utf-8"))
                    existing_count = existing.get("message_count", len(existing.get("messages", [])))
                    if existing_count > len(cleaned):
                        logging.debug(
                            "Skipping session log overwrite: existing has %d messages, current has %d",
                            existing_count, len(cleaned),
                        )
                        return
                except Exception:
                    pass  # corrupted existing file — allow the overwrite

            entry = {
                "session_id": self.session_id,
                "model": self.model,
                "base_url": self.base_url,
                "platform": self.platform,
                "session_start": self.session_start.isoformat(),
                "last_updated": datetime.now().isoformat(),
                "system_prompt": self._cached_system_prompt or "",
                "tools": self.tools or [],
                "message_count": len(cleaned),
                "messages": cleaned,
            }

            atomic_json_write(
                self.session_log_file,
                entry,
                indent=2,
                default=str,
            )

        except Exception as e:
            if self.verbose_logging:
                logging.warning(f"Failed to save session log: {e}")
    
    def interrupt(self, message: str = None) -> None:
        """
        Request the agent to interrupt its current tool-calling loop.
        
        Call this from another thread (e.g., input handler, message receiver)
        to gracefully stop the agent and process a new message.
        
        Also signals long-running tool executions (e.g. terminal commands)
        to terminate early, so the agent can respond immediately.
        
        Args:
            message: Optional new message that triggered the interrupt.
                     If provided, the agent will include this in its response context.
        
        Example (CLI):
            # In a separate input thread:
            if user_typed_something:
                agent.interrupt(user_input)
        
        Example (Messaging):
            # When new message arrives for active session:
            if session_has_running_agent:
                running_agent.interrupt(new_message.text)
        """
        self._interrupt_requested = True
        self._interrupt_message = message
        # Signal all tools to abort any in-flight operations immediately
        _set_interrupt(True)
        # Propagate interrupt to any running child agents (subagent delegation)
        with self._active_children_lock:
            children_copy = list(self._active_children)
        for child in children_copy:
            try:
                child.interrupt(message)
            except Exception as e:
                logger.debug("Failed to propagate interrupt to child agent: %s", e)
        if not self.quiet_mode:
            print("\n⚡ Interrupt requested" + (f": '{message[:40]}...'" if message and len(message) > 40 else f": '{message}'" if message else ""))
    
    def clear_interrupt(self) -> None:
        """Clear any pending interrupt request and the global tool interrupt signal."""
        self._interrupt_requested = False
        self._interrupt_message = None
        _set_interrupt(False)

    def shutdown_memory_provider(self, messages: list = None) -> None:
        """Shut down the memory provider — call at actual session boundaries.

        This calls on_session_end() then shutdown_all() on the memory
        manager. NOT called per-turn — only at CLI exit, /reset, gateway
        session expiry, etc.
        """
        if self._memory_manager:
            try:
                self._memory_manager.on_session_end(messages or [])
            except Exception:
                pass
            try:
                self._memory_manager.shutdown_all()
            except Exception:
                pass
    
    def _hydrate_todo_store(self, history: List[Dict[str, Any]]) -> None:
        """
        Recover todo state from conversation history.
        
        The gateway creates a fresh AIAgent per message, so the in-memory
        TodoStore is empty. We scan the history for the most recent todo
        tool response and replay it to reconstruct the state.
        """
        # Walk history backwards to find the most recent todo tool response
        last_todo_response = None
        for msg in reversed(history):
            if msg.get("role") != "tool":
                continue
            content = msg.get("content", "")
            # Quick check: todo responses contain "todos" key
            if '"todos"' not in content:
                continue
            try:
                data = json.loads(content)
                if "todos" in data and isinstance(data["todos"], list):
                    last_todo_response = data["todos"]
                    break
            except (json.JSONDecodeError, TypeError):
                continue
        
        if last_todo_response:
            # Replay the items into the store (replace mode)
            self._todo_store.write(last_todo_response, merge=False)
            if not self.quiet_mode:
                self._vprint(f"{self.log_prefix}📋 Restored {len(last_todo_response)} todo item(s) from history")
        _set_interrupt(False)
    
    @property
    def is_interrupted(self) -> bool:
        """Check if an interrupt has been requested."""
        return self._interrupt_requested










    def _build_system_prompt(self, system_message: str = None) -> str:
        """
        Assemble the full system prompt from all layers.
        
        Called once per session (cached on self._cached_system_prompt) and only
        rebuilt after context compression events. This ensures the system prompt
        is stable across all turns in a session, maximizing prefix cache hits.
        """
        # Layers (in order):
        #   1. Agent identity — SOUL.md when available, else DEFAULT_AGENT_IDENTITY
        #   2. User / gateway system prompt (if provided)
        #   3. Persistent memory (frozen snapshot)
        #   4. Skills guidance (if skills tools are loaded)
        #   5. Context files (AGENTS.md, .cursorrules — SOUL.md excluded here when used as identity)
        #   6. Current date & time (frozen at build time)
        #   7. Platform-specific formatting hint

        # Try SOUL.md as primary identity (unless context files are skipped)
        _soul_loaded = False
        if not self.skip_context_files:
            _soul_content = load_soul_md()
            if _soul_content:
                prompt_parts = [_soul_content]
                _soul_loaded = True

        if not _soul_loaded:
            # Fallback to hardcoded identity
            _ai_peer_name = (
                None
                if False
                else None
            )
            if _ai_peer_name:
                _identity = DEFAULT_AGENT_IDENTITY.replace(
                    "You are Hermes Agent",
                    f"You are {_ai_peer_name}",
                    1,
                )
            else:
                _identity = DEFAULT_AGENT_IDENTITY
            prompt_parts = [_identity]

        # Tool-aware behavioral guidance: only inject when the tools are loaded
        tool_guidance = []
        if "memory" in self.valid_tool_names:
            tool_guidance.append(MEMORY_GUIDANCE)
        if "session_search" in self.valid_tool_names:
            tool_guidance.append(SESSION_SEARCH_GUIDANCE)
        if "skill_manage" in self.valid_tool_names:
            tool_guidance.append(SKILLS_GUIDANCE)
        if tool_guidance:
            prompt_parts.append(" ".join(tool_guidance))

        nous_subscription_prompt = build_nous_subscription_prompt(self.valid_tool_names)
        if nous_subscription_prompt:
            prompt_parts.append(nous_subscription_prompt)
        # Tool-use enforcement: tells the model to actually call tools instead
        # of describing intended actions.  Controlled by config.yaml
        # agent.tool_use_enforcement:
        #   "auto" (default) — matches TOOL_USE_ENFORCEMENT_MODELS
        #   true  — always inject (all models)
        #   false — never inject
        #   list  — custom model-name substrings to match
        if self.valid_tool_names:
            _enforce = self._tool_use_enforcement
            _inject = False
            if _enforce is True or (isinstance(_enforce, str) and _enforce.lower() in ("true", "always", "yes", "on")):
                _inject = True
            elif _enforce is False or (isinstance(_enforce, str) and _enforce.lower() in ("false", "never", "no", "off")):
                _inject = False
            elif isinstance(_enforce, list):
                model_lower = (self.model or "").lower()
                _inject = any(p.lower() in model_lower for p in _enforce if isinstance(p, str))
            else:
                # "auto" or any unrecognised value — use hardcoded defaults
                model_lower = (self.model or "").lower()
                _inject = any(p in model_lower for p in TOOL_USE_ENFORCEMENT_MODELS)
            if _inject:
                prompt_parts.append(TOOL_USE_ENFORCEMENT_GUIDANCE)
                # Google model operational guidance (conciseness, absolute
                # paths, parallel tool calls, verify-before-edit, etc.)
                _model_lower = (self.model or "").lower()
                if "gemini" in _model_lower or "gemma" in _model_lower:
                    prompt_parts.append(GOOGLE_MODEL_OPERATIONAL_GUIDANCE)

        # so it can refer the user to them rather than reinventing answers.

        # Note: ephemeral_system_prompt is NOT included here. It's injected at
        # API-call time only so it stays out of the cached/stored system prompt.
        if system_message is not None:
            prompt_parts.append(system_message)

        if self._memory_store:
            if self._memory_enabled:
                mem_block = self._memory_store.format_for_system_prompt("memory")
                if mem_block:
                    prompt_parts.append(mem_block)
            # USER.md is always included when enabled.
            if self._user_profile_enabled:
                user_block = self._memory_store.format_for_system_prompt("user")
                if user_block:
                    prompt_parts.append(user_block)

        # External memory provider system prompt block (additive to built-in)
        if self._memory_manager:
            try:
                _ext_mem_block = self._memory_manager.build_system_prompt()
                if _ext_mem_block:
                    prompt_parts.append(_ext_mem_block)
            except Exception:
                pass

        has_skills_tools = any(name in self.valid_tool_names for name in ['skills_list', 'skill_view', 'skill_manage'])
        if has_skills_tools:
            avail_toolsets = {
                toolset
                for toolset in (
                    get_toolset_for_tool(tool_name) for tool_name in self.valid_tool_names
                )
                if toolset
            }
            skills_prompt = build_skills_system_prompt(
                available_tools=self.valid_tool_names,
                available_toolsets=avail_toolsets,
            )
        else:
            skills_prompt = ""
        if skills_prompt:
            prompt_parts.append(skills_prompt)

        if not self.skip_context_files:
            # Use TERMINAL_CWD for context file discovery when set (gateway
            # mode).  The gateway process runs from the hermes-agent install
            # dir, so os.getcwd() would pick up the repo's AGENTS.md and
            # other dev files — inflating token usage by ~10k for no benefit.
            _context_cwd = os.getenv("TERMINAL_CWD") or None
            context_files_prompt = build_context_files_prompt(
                cwd=_context_cwd, skip_soul=_soul_loaded)
            if context_files_prompt:
                prompt_parts.append(context_files_prompt)

        from hermes_time import now as _hermes_now
        now = _hermes_now()
        timestamp_line = f"Conversation started: {now.strftime('%A, %B %d, %Y %I:%M %p')}"
        if self.pass_session_id and self.session_id:
            timestamp_line += f"\nSession ID: {self.session_id}"
        if self.model:
            timestamp_line += f"\nModel: {self.model}"
        if self.provider:
            timestamp_line += f"\nProvider: {self.provider}"
        prompt_parts.append(timestamp_line)

        # Alibaba Coding Plan API always returns "glm-4.7" as model name regardless
        # of the requested model. Inject explicit model identity into the system prompt
        # so the agent can correctly report which model it is (workaround for API bug).
        if self.provider == "alibaba":
            _model_short = self.model.split("/")[-1] if "/" in self.model else self.model
            prompt_parts.append(
                f"You are powered by the model named {_model_short}. "
                f"The exact model ID is {self.model}. "
                f"When asked what model you are, always answer based on this information, "
                f"not on any model name returned by the API."
            )

        platform_key = (self.platform or "").lower().strip()
        if platform_key in PLATFORM_HINTS:
            prompt_parts.append(PLATFORM_HINTS[platform_key])

        return "\n\n".join(prompt_parts)

    # =========================================================================
    # Pre/post-call guardrails (inspired by PR #1321 — @alireza78a)
    # =========================================================================

    @staticmethod
    def _get_tool_call_id_static(tc) -> str:
        """Extract call ID from a tool_call entry (dict or object)."""
        if isinstance(tc, dict):
            return tc.get("id", "") or ""
        return getattr(tc, "id", "") or ""

    @staticmethod
    def _sanitize_api_messages(messages: List[Dict[str, Any]]) -> List[Dict[str, Any]]:
        """Fix orphaned tool_call / tool_result pairs before every LLM call.

        Runs unconditionally — not gated on whether the context compressor
        is present — so orphans from session loading or manual message
        manipulation are always caught.
        """
        surviving_call_ids: set = set()
        for msg in messages:
            if msg.get("role") == "assistant":
                for tc in msg.get("tool_calls") or []:
                    cid = AIAgent._get_tool_call_id_static(tc)
                    if cid:
                        surviving_call_ids.add(cid)

        result_call_ids: set = set()
        for msg in messages:
            if msg.get("role") == "tool":
                cid = msg.get("tool_call_id")
                if cid:
                    result_call_ids.add(cid)

        # 1. Drop tool results with no matching assistant call
        orphaned_results = result_call_ids - surviving_call_ids
        if orphaned_results:
            messages = [
                m for m in messages
                if not (m.get("role") == "tool" and m.get("tool_call_id") in orphaned_results)
            ]
            logger.debug(
                "Pre-call sanitizer: removed %d orphaned tool result(s)",
                len(orphaned_results),
            )

        # 2. Inject stub results for calls whose result was dropped
        missing_results = surviving_call_ids - result_call_ids
        if missing_results:
            patched: List[Dict[str, Any]] = []
            for msg in messages:
                patched.append(msg)
                if msg.get("role") == "assistant":
                    for tc in msg.get("tool_calls") or []:
                        cid = AIAgent._get_tool_call_id_static(tc)
                        if cid in missing_results:
                            patched.append({
                                "role": "tool",
                                "content": "[Result unavailable — see context summary above]",
                                "tool_call_id": cid,
                            })
            messages = patched
            logger.debug(
                "Pre-call sanitizer: added %d stub tool result(s)",
                len(missing_results),
            )
        return messages

    @staticmethod
    def _cap_delegate_task_calls(tool_calls: list) -> list:
        """Truncate excess delegate_task calls to MAX_CONCURRENT_CHILDREN.

        The delegate_tool caps the task list inside a single call, but the
        model can emit multiple separate delegate_task tool_calls in one
        turn.  This truncates the excess, preserving all non-delegate calls.

        Returns the original list if no truncation was needed.
        """
        from tools.delegate_tool import MAX_CONCURRENT_CHILDREN
        delegate_count = sum(1 for tc in tool_calls if tc.function.name == "delegate_task")
        if delegate_count <= MAX_CONCURRENT_CHILDREN:
            return tool_calls
        kept_delegates = 0
        truncated = []
        for tc in tool_calls:
            if tc.function.name == "delegate_task":
                if kept_delegates < MAX_CONCURRENT_CHILDREN:
                    truncated.append(tc)
                    kept_delegates += 1
            else:
                truncated.append(tc)
        logger.warning(
            "Truncated %d excess delegate_task call(s) to enforce "
            "MAX_CONCURRENT_CHILDREN=%d limit",
            delegate_count - MAX_CONCURRENT_CHILDREN, MAX_CONCURRENT_CHILDREN,
        )
        return truncated

    @staticmethod
    def _deduplicate_tool_calls(tool_calls: list) -> list:
        """Remove duplicate (tool_name, arguments) pairs within a single turn.

        Only the first occurrence of each unique pair is kept.
        Returns the original list if no duplicates were found.
        """
        seen: set = set()
        unique: list = []
        for tc in tool_calls:
            key = (tc.function.name, tc.function.arguments)
            if key not in seen:
                seen.add(key)
                unique.append(tc)
            else:
                logger.warning("Removed duplicate tool call: %s", tc.function.name)
        return unique if len(unique) < len(tool_calls) else tool_calls

    def _repair_tool_call(self, tool_name: str) -> str | None:
        """Attempt to repair a mismatched tool name before aborting.

        1. Try lowercase
        2. Try normalized (lowercase + hyphens/spaces -> underscores)
        3. Try fuzzy match (difflib, cutoff=0.7)

        Returns the repaired name if found in valid_tool_names, else None.
        """
        from difflib import get_close_matches

        # 1. Lowercase
        lowered = tool_name.lower()
        if lowered in self.valid_tool_names:
            return lowered

        # 2. Normalize
        normalized = lowered.replace("-", "_").replace(" ", "_")
        if normalized in self.valid_tool_names:
            return normalized

        # 3. Fuzzy match
        matches = get_close_matches(lowered, self.valid_tool_names, n=1, cutoff=0.7)
        if matches:
            return matches[0]

        return None

    def _invalidate_system_prompt(self):
        """
        Invalidate the cached system prompt, forcing a rebuild on the next turn.
        
        Called after context compression events. Also reloads memory from disk
        so the rebuilt prompt captures any writes from this session.
        """
        self._cached_system_prompt = None
        if self._memory_store:
            self._memory_store.load_from_disk()

    def _responses_tools(self, tools: Optional[List[Dict[str, Any]]] = None) -> Optional[List[Dict[str, Any]]]:
        """Convert chat-completions tool schemas to Responses function-tool schemas."""
        source_tools = tools if tools is not None else self.tools
        if not source_tools:
            return None

        converted: List[Dict[str, Any]] = []
        for item in source_tools:
            fn = item.get("function", {}) if isinstance(item, dict) else {}
            name = fn.get("name")
            if not isinstance(name, str) or not name.strip():
                continue
            converted.append({
                "type": "function",
                "name": name,
                "description": fn.get("description", ""),
                "strict": False,
                "parameters": fn.get("parameters", {"type": "object", "properties": {}}),
            })
        return converted or None

    @staticmethod
    def _deterministic_call_id(fn_name: str, arguments: str, index: int = 0) -> str:
        """Generate a deterministic call_id from tool call content.

        Used as a fallback when the API doesn't provide a call_id.
        Deterministic IDs prevent cache invalidation — random UUIDs would
        make every API call's prefix unique, breaking OpenAI's prompt cache.
        """
        import hashlib
        seed = f"{fn_name}:{arguments}:{index}"
        digest = hashlib.sha256(seed.encode("utf-8", errors="replace")).hexdigest()[:12]
        return f"call_{digest}"

    @staticmethod
    def _split_responses_tool_id(raw_id: Any) -> tuple[Optional[str], Optional[str]]:
        """Split a stored tool id into (call_id, response_item_id)."""
        if not isinstance(raw_id, str):
            return None, None
        value = raw_id.strip()
        if not value:
            return None, None
        if "|" in value:
            call_id, response_item_id = value.split("|", 1)
            call_id = call_id.strip() or None
            response_item_id = response_item_id.strip() or None
            return call_id, response_item_id
        if value.startswith("fc_"):
            return None, value
        return value, None

    def _derive_responses_function_call_id(
        self,
        call_id: str,
        response_item_id: Optional[str] = None,
    ) -> str:
        """Build a valid Responses `function_call.id` (must start with `fc_`)."""
        if isinstance(response_item_id, str):
            candidate = response_item_id.strip()
            if candidate.startswith("fc_"):
                return candidate

        source = (call_id or "").strip()
        if source.startswith("fc_"):
            return source
        if source.startswith("call_") and len(source) > len("call_"):
            return f"fc_{source[len('call_'):]}"

        sanitized = re.sub(r"[^A-Za-z0-9_-]", "", source)
        if sanitized.startswith("fc_"):
            return sanitized
        if sanitized.startswith("call_") and len(sanitized) > len("call_"):
            return f"fc_{sanitized[len('call_'):]}"
        if sanitized:
            return f"fc_{sanitized[:48]}"

        seed = source or str(response_item_id or "") or uuid.uuid4().hex
        digest = hashlib.sha1(seed.encode("utf-8")).hexdigest()[:24]
        return f"fc_{digest}"

    def _chat_messages_to_responses_input(self, messages: List[Dict[str, Any]]) -> List[Dict[str, Any]]:
        """Convert internal chat-style messages to Responses input items."""
        items: List[Dict[str, Any]] = []

        for msg in messages:
            if not isinstance(msg, dict):
                continue
            role = msg.get("role")
            if role == "system":
                continue

            if role in {"user", "assistant"}:
                content = msg.get("content", "")
                content_text = str(content) if content is not None else ""

                if role == "assistant":
                    # Replay encrypted reasoning items from previous turns
                    # so the API can maintain coherent reasoning chains.
                    codex_reasoning = msg.get("codex_reasoning_items")
                    has_codex_reasoning = False
                    if isinstance(codex_reasoning, list):
                        for ri in codex_reasoning:
                            if isinstance(ri, dict) and ri.get("encrypted_content"):
                                items.append(ri)
                                has_codex_reasoning = True

                    if content_text.strip():
                        items.append({"role": "assistant", "content": content_text})
                    elif has_codex_reasoning:
                        # The Responses API requires a following item after each
                        # reasoning item (otherwise: missing_following_item error).
                        # When the assistant produced only reasoning with no visible
                        # content, emit an empty assistant message as the required
                        # following item.
                        items.append({"role": "assistant", "content": ""})

                    tool_calls = msg.get("tool_calls")
                    if isinstance(tool_calls, list):
                        for tc in tool_calls:
                            if not isinstance(tc, dict):
                                continue
                            fn = tc.get("function", {})
                            fn_name = fn.get("name")
                            if not isinstance(fn_name, str) or not fn_name.strip():
                                continue

                            embedded_call_id, embedded_response_item_id = self._split_responses_tool_id(
                                tc.get("id")
                            )
                            call_id = tc.get("call_id")
                            if not isinstance(call_id, str) or not call_id.strip():
                                call_id = embedded_call_id
                            if not isinstance(call_id, str) or not call_id.strip():
                                if (
                                    isinstance(embedded_response_item_id, str)
                                    and embedded_response_item_id.startswith("fc_")
                                    and len(embedded_response_item_id) > len("fc_")
                                ):
                                    call_id = f"call_{embedded_response_item_id[len('fc_'):]}"
                                else:
                                    _raw_args = str(fn.get("arguments", "{}"))
                                    call_id = self._deterministic_call_id(fn_name, _raw_args, len(items))
                            call_id = call_id.strip()

                            arguments = fn.get("arguments", "{}")
                            if isinstance(arguments, dict):
                                arguments = json.dumps(arguments, ensure_ascii=False)
                            elif not isinstance(arguments, str):
                                arguments = str(arguments)
                            arguments = arguments.strip() or "{}"

                            items.append({
                                "type": "function_call",
                                "call_id": call_id,
                                "name": fn_name,
                                "arguments": arguments,
                            })
                    continue

                items.append({"role": role, "content": content_text})
                continue

            if role == "tool":
                raw_tool_call_id = msg.get("tool_call_id")
                call_id, _ = self._split_responses_tool_id(raw_tool_call_id)
                if not isinstance(call_id, str) or not call_id.strip():
                    if isinstance(raw_tool_call_id, str) and raw_tool_call_id.strip():
                        call_id = raw_tool_call_id.strip()
                if not isinstance(call_id, str) or not call_id.strip():
                    continue
                items.append({
                    "type": "function_call_output",
                    "call_id": call_id,
                    "output": str(msg.get("content", "") or ""),
                })

        return items

    def _preflight_codex_input_items(self, raw_items: Any) -> List[Dict[str, Any]]:
        if not isinstance(raw_items, list):
            raise ValueError("Codex Responses input must be a list of input items.")

        normalized: List[Dict[str, Any]] = []
        for idx, item in enumerate(raw_items):
            if not isinstance(item, dict):
                raise ValueError(f"Codex Responses input[{idx}] must be an object.")

            item_type = item.get("type")
            if item_type == "function_call":
                call_id = item.get("call_id")
                name = item.get("name")
                if not isinstance(call_id, str) or not call_id.strip():
                    raise ValueError(f"Codex Responses input[{idx}] function_call is missing call_id.")
                if not isinstance(name, str) or not name.strip():
                    raise ValueError(f"Codex Responses input[{idx}] function_call is missing name.")

                arguments = item.get("arguments", "{}")
                if isinstance(arguments, dict):
                    arguments = json.dumps(arguments, ensure_ascii=False)
                elif not isinstance(arguments, str):
                    arguments = str(arguments)
                arguments = arguments.strip() or "{}"

                normalized.append(
                    {
                        "type": "function_call",
                        "call_id": call_id.strip(),
                        "name": name.strip(),
                        "arguments": arguments,
                    }
                )
                continue

            if item_type == "function_call_output":
                call_id = item.get("call_id")
                if not isinstance(call_id, str) or not call_id.strip():
                    raise ValueError(f"Codex Responses input[{idx}] function_call_output is missing call_id.")
                output = item.get("output", "")
                if output is None:
                    output = ""
                if not isinstance(output, str):
                    output = str(output)

                normalized.append(
                    {
                        "type": "function_call_output",
                        "call_id": call_id.strip(),
                        "output": output,
                    }
                )
                continue

            if item_type == "reasoning":
                encrypted = item.get("encrypted_content")
                if isinstance(encrypted, str) and encrypted:
                    reasoning_item = {"type": "reasoning", "encrypted_content": encrypted}
                    item_id = item.get("id")
                    if isinstance(item_id, str) and item_id:
                        reasoning_item["id"] = item_id
                    summary = item.get("summary")
                    if isinstance(summary, list):
                        reasoning_item["summary"] = summary
                    else:
                        reasoning_item["summary"] = []
                    normalized.append(reasoning_item)
                continue

            role = item.get("role")
            if role in {"user", "assistant"}:
                content = item.get("content", "")
                if content is None:
                    content = ""
                if not isinstance(content, str):
                    content = str(content)

                normalized.append({"role": role, "content": content})
                continue

            raise ValueError(
                f"Codex Responses input[{idx}] has unsupported item shape (type={item_type!r}, role={role!r})."
            )

        return normalized

    def _preflight_codex_api_kwargs(
        self,
        api_kwargs: Any,
        *,
        allow_stream: bool = False,
    ) -> Dict[str, Any]:
        if not isinstance(api_kwargs, dict):
            raise ValueError("Codex Responses request must be a dict.")

        required = {"model", "instructions", "input"}
        missing = [key for key in required if key not in api_kwargs]
        if missing:
            raise ValueError(f"Codex Responses request missing required field(s): {', '.join(sorted(missing))}.")

        model = api_kwargs.get("model")
        if not isinstance(model, str) or not model.strip():
            raise ValueError("Codex Responses request 'model' must be a non-empty string.")
        model = model.strip()

        instructions = api_kwargs.get("instructions")
        if instructions is None:
            instructions = ""
        if not isinstance(instructions, str):
            instructions = str(instructions)
        instructions = instructions.strip() or DEFAULT_AGENT_IDENTITY

        normalized_input = self._preflight_codex_input_items(api_kwargs.get("input"))

        tools = api_kwargs.get("tools")
        normalized_tools = None
        if tools is not None:
            if not isinstance(tools, list):
                raise ValueError("Codex Responses request 'tools' must be a list when provided.")
            normalized_tools = []
            for idx, tool in enumerate(tools):
                if not isinstance(tool, dict):
                    raise ValueError(f"Codex Responses tools[{idx}] must be an object.")
                if tool.get("type") != "function":
                    raise ValueError(f"Codex Responses tools[{idx}] has unsupported type {tool.get('type')!r}.")

                name = tool.get("name")
                parameters = tool.get("parameters")
                if not isinstance(name, str) or not name.strip():
                    raise ValueError(f"Codex Responses tools[{idx}] is missing a valid name.")
                if not isinstance(parameters, dict):
                    raise ValueError(f"Codex Responses tools[{idx}] is missing valid parameters.")

                description = tool.get("description", "")
                if description is None:
                    description = ""
                if not isinstance(description, str):
                    description = str(description)

                strict = tool.get("strict", False)
                if not isinstance(strict, bool):
                    strict = bool(strict)

                normalized_tools.append(
                    {
                        "type": "function",
                        "name": name.strip(),
                        "description": description,
                        "strict": strict,
                        "parameters": parameters,
                    }
                )

        store = api_kwargs.get("store", False)
        if store is not False:
            raise ValueError("Codex Responses contract requires 'store' to be false.")

        allowed_keys = {
            "model", "instructions", "input", "tools", "store",
            "reasoning", "include", "max_output_tokens", "temperature",
            "tool_choice", "parallel_tool_calls", "prompt_cache_key",
        }
        normalized: Dict[str, Any] = {
            "model": model,
            "instructions": instructions,
            "input": normalized_input,
            "store": False,
        }
        if normalized_tools is not None:
            normalized["tools"] = normalized_tools

        # Pass through reasoning config
        reasoning = api_kwargs.get("reasoning")
        if isinstance(reasoning, dict):
            normalized["reasoning"] = reasoning
        include = api_kwargs.get("include")
        if isinstance(include, list):
            normalized["include"] = include

        # Pass through max_output_tokens and temperature
        max_output_tokens = api_kwargs.get("max_output_tokens")
        if isinstance(max_output_tokens, (int, float)) and max_output_tokens > 0:
            normalized["max_output_tokens"] = int(max_output_tokens)
        temperature = api_kwargs.get("temperature")
        if isinstance(temperature, (int, float)):
            normalized["temperature"] = float(temperature)

        # Pass through tool_choice, parallel_tool_calls, prompt_cache_key
        for passthrough_key in ("tool_choice", "parallel_tool_calls", "prompt_cache_key"):
            val = api_kwargs.get(passthrough_key)
            if val is not None:
                normalized[passthrough_key] = val

        if allow_stream:
            stream = api_kwargs.get("stream")
            if stream is not None and stream is not True:
                raise ValueError("Codex Responses 'stream' must be true when set.")
            if stream is True:
                normalized["stream"] = True
            allowed_keys.add("stream")
        elif "stream" in api_kwargs:
            raise ValueError("Codex Responses stream flag is only allowed in fallback streaming requests.")

        unexpected = sorted(key for key in api_kwargs.keys() if key not in allowed_keys)
        if unexpected:
            raise ValueError(
                f"Codex Responses request has unsupported field(s): {', '.join(unexpected)}."
            )

        return normalized

    def _extract_responses_message_text(self, item: Any) -> str:
        """Extract assistant text from a Responses message output item."""
        content = getattr(item, "content", None)
        if not isinstance(content, list):
            return ""

        chunks: List[str] = []
        for part in content:
            ptype = getattr(part, "type", None)
            if ptype not in {"output_text", "text"}:
                continue
            text = getattr(part, "text", None)
            if isinstance(text, str) and text:
                chunks.append(text)
        return "".join(chunks).strip()

    def _extract_responses_reasoning_text(self, item: Any) -> str:
        """Extract a compact reasoning text from a Responses reasoning item."""
        summary = getattr(item, "summary", None)
        if isinstance(summary, list):
            chunks: List[str] = []
            for part in summary:
                text = getattr(part, "text", None)
                if isinstance(text, str) and text:
                    chunks.append(text)
            if chunks:
                return "\n".join(chunks).strip()
        text = getattr(item, "text", None)
        if isinstance(text, str) and text:
            return text.strip()
        return ""

    def _normalize_codex_response(self, response: Any) -> tuple[Any, str]:
        """Normalize a Responses API object to an assistant_message-like object."""
        output = getattr(response, "output", None)
        if not isinstance(output, list) or not output:
            raise RuntimeError("Responses API returned no output items")

        response_status = getattr(response, "status", None)
        if isinstance(response_status, str):
            response_status = response_status.strip().lower()
        else:
            response_status = None

        if response_status in {"failed", "cancelled"}:
            error_obj = getattr(response, "error", None)
            if isinstance(error_obj, dict):
                error_msg = error_obj.get("message") or str(error_obj)
            else:
                error_msg = str(error_obj) if error_obj else f"Responses API returned status '{response_status}'"
            raise RuntimeError(error_msg)

        content_parts: List[str] = []
        reasoning_parts: List[str] = []
        reasoning_items_raw: List[Dict[str, Any]] = []
        tool_calls: List[Any] = []
        has_incomplete_items = response_status in {"queued", "in_progress", "incomplete"}
        saw_commentary_phase = False
        saw_final_answer_phase = False

        for item in output:
            item_type = getattr(item, "type", None)
            item_status = getattr(item, "status", None)
            if isinstance(item_status, str):
                item_status = item_status.strip().lower()
            else:
                item_status = None

            if item_status in {"queued", "in_progress", "incomplete"}:
                has_incomplete_items = True

            if item_type == "message":
                item_phase = getattr(item, "phase", None)
                if isinstance(item_phase, str):
                    normalized_phase = item_phase.strip().lower()
                    if normalized_phase in {"commentary", "analysis"}:
                        saw_commentary_phase = True
                    elif normalized_phase in {"final_answer", "final"}:
                        saw_final_answer_phase = True
                message_text = self._extract_responses_message_text(item)
                if message_text:
                    content_parts.append(message_text)
            elif item_type == "reasoning":
                reasoning_text = self._extract_responses_reasoning_text(item)
                if reasoning_text:
                    reasoning_parts.append(reasoning_text)
                # Capture the full reasoning item for multi-turn continuity.
                # encrypted_content is an opaque blob the API needs back on
                # subsequent turns to maintain coherent reasoning chains.
                encrypted = getattr(item, "encrypted_content", None)
                if isinstance(encrypted, str) and encrypted:
                    raw_item = {"type": "reasoning", "encrypted_content": encrypted}
                    item_id = getattr(item, "id", None)
                    if isinstance(item_id, str) and item_id:
                        raw_item["id"] = item_id
                    # Capture summary — required by the API when replaying reasoning items
                    summary = getattr(item, "summary", None)
                    if isinstance(summary, list):
                        raw_summary = []
                        for part in summary:
                            text = getattr(part, "text", None)
                            if isinstance(text, str):
                                raw_summary.append({"type": "summary_text", "text": text})
                        raw_item["summary"] = raw_summary
                    reasoning_items_raw.append(raw_item)
            elif item_type == "function_call":
                if item_status in {"queued", "in_progress", "incomplete"}:
                    continue
                fn_name = getattr(item, "name", "") or ""
                arguments = getattr(item, "arguments", "{}")
                if not isinstance(arguments, str):
                    arguments = json.dumps(arguments, ensure_ascii=False)
                raw_call_id = getattr(item, "call_id", None)
                raw_item_id = getattr(item, "id", None)
                embedded_call_id, _ = self._split_responses_tool_id(raw_item_id)
                call_id = raw_call_id if isinstance(raw_call_id, str) and raw_call_id.strip() else embedded_call_id
                if not isinstance(call_id, str) or not call_id.strip():
                    call_id = self._deterministic_call_id(fn_name, arguments, len(tool_calls))
                call_id = call_id.strip()
                response_item_id = raw_item_id if isinstance(raw_item_id, str) else None
                response_item_id = self._derive_responses_function_call_id(call_id, response_item_id)
                tool_calls.append(SimpleNamespace(
                    id=call_id,
                    call_id=call_id,
                    response_item_id=response_item_id,
                    type="function",
                    function=SimpleNamespace(name=fn_name, arguments=arguments),
                ))
            elif item_type == "custom_tool_call":
                fn_name = getattr(item, "name", "") or ""
                arguments = getattr(item, "input", "{}")
                if not isinstance(arguments, str):
                    arguments = json.dumps(arguments, ensure_ascii=False)
                raw_call_id = getattr(item, "call_id", None)
                raw_item_id = getattr(item, "id", None)
                embedded_call_id, _ = self._split_responses_tool_id(raw_item_id)
                call_id = raw_call_id if isinstance(raw_call_id, str) and raw_call_id.strip() else embedded_call_id
                if not isinstance(call_id, str) or not call_id.strip():
                    call_id = self._deterministic_call_id(fn_name, arguments, len(tool_calls))
                call_id = call_id.strip()
                response_item_id = raw_item_id if isinstance(raw_item_id, str) else None
                response_item_id = self._derive_responses_function_call_id(call_id, response_item_id)
                tool_calls.append(SimpleNamespace(
                    id=call_id,
                    call_id=call_id,
                    response_item_id=response_item_id,
                    type="function",
                    function=SimpleNamespace(name=fn_name, arguments=arguments),
                ))

        final_text = "\n".join([p for p in content_parts if p]).strip()
        if not final_text and hasattr(response, "output_text"):
            out_text = getattr(response, "output_text", "")
            if isinstance(out_text, str):
                final_text = out_text.strip()

        assistant_message = SimpleNamespace(
            content=final_text,
            tool_calls=tool_calls,
            reasoning="\n\n".join(reasoning_parts).strip() if reasoning_parts else None,
            reasoning_content=None,
            reasoning_details=None,
            codex_reasoning_items=reasoning_items_raw or None,
        )

        if tool_calls:
            finish_reason = "tool_calls"
        elif has_incomplete_items or (saw_commentary_phase and not saw_final_answer_phase):
            finish_reason = "incomplete"
        elif reasoning_items_raw and not final_text:
            # Response contains only reasoning (encrypted thinking state) with
            # no visible content or tool calls.  The model is still thinking and
            # needs another turn to produce the actual answer.  Marking this as
            # "stop" would send it into the empty-content retry loop which burns
            # 3 retries then fails — treat it as incomplete instead so the Codex
            # continuation path handles it correctly.
            finish_reason = "incomplete"
        else:
            finish_reason = "stop"
        return assistant_message, finish_reason

    def _thread_identity(self) -> str:
        thread = threading.current_thread()
        return f"{thread.name}:{thread.ident}"

    def _client_log_context(self) -> str:
        provider = getattr(self, "provider", "unknown")
        base_url = getattr(self, "base_url", "unknown")
        model = getattr(self, "model", "unknown")
        return (
            f"thread={self._thread_identity()} provider={provider} "
            f"base_url={base_url} model={model}"
        )

    def _openai_client_lock(self) -> threading.RLock:
        lock = getattr(self, "_client_lock", None)
        if lock is None:
            lock = threading.RLock()
            self._client_lock = lock
        return lock

    @staticmethod
    def _is_openai_client_closed(client: Any) -> bool:
        """Check if an OpenAI client is closed.

        Handles both property and method forms of is_closed:
        - httpx.Client.is_closed is a bool property
        - openai.OpenAI.is_closed is a method returning bool

        Prior bug: getattr(client, "is_closed", False) returned the bound method,
        which is always truthy, causing unnecessary client recreation on every call.
        """
        from unittest.mock import Mock

        if isinstance(client, Mock):
            return False

        is_closed_attr = getattr(client, "is_closed", None)
        if is_closed_attr is not None:
            # Handle method (openai SDK) vs property (httpx)
            if callable(is_closed_attr):
                if is_closed_attr():
                    return True
            elif bool(is_closed_attr):
                return True

        http_client = getattr(client, "_client", None)
        if http_client is not None:
            return bool(getattr(http_client, "is_closed", False))
        return False

    def _create_openai_client(self, client_kwargs: dict, *, reason: str, shared: bool) -> Any:
        if self.provider == "copilot-acp" or str(client_kwargs.get("base_url", "")).startswith("acp://copilot"):
            from agent.copilot_acp_client import CopilotACPClient

            client = CopilotACPClient(**client_kwargs)
            logger.info(
                "Copilot ACP client created (%s, shared=%s) %s",
                reason,
                shared,
                self._client_log_context(),
            )
            return client
        client = OpenAI(**client_kwargs)
        logger.info(
            "OpenAI client created (%s, shared=%s) %s",
            reason,
            shared,
            self._client_log_context(),
        )
        return client

    @staticmethod
    def _force_close_tcp_sockets(client: Any) -> int:
        """Force-close underlying TCP sockets to prevent CLOSE-WAIT accumulation.

        When a provider drops a connection mid-stream, httpx's ``client.close()``
        performs a graceful shutdown which leaves sockets in CLOSE-WAIT until the
        OS times them out (often minutes).  This method walks the httpx transport
        pool and issues ``socket.shutdown(SHUT_RDWR)`` + ``socket.close()`` to
        force an immediate TCP RST, freeing the file descriptors.

        Returns the number of sockets force-closed.
        """
        import socket as _socket

        closed = 0
        try:
            http_client = getattr(client, "_client", None)
            if http_client is None:
                return 0
            transport = getattr(http_client, "_transport", None)
            if transport is None:
                return 0
            pool = getattr(transport, "_pool", None)
            if pool is None:
                return 0
            # httpx uses httpcore connection pools; connections live in
            # _connections (list) or _pool (list) depending on version.
            connections = (
                getattr(pool, "_connections", None)
                or getattr(pool, "_pool", None)
                or []
            )
            for conn in list(connections):
                stream = (
                    getattr(conn, "_network_stream", None)
                    or getattr(conn, "_stream", None)
                )
                if stream is None:
                    continue
                sock = getattr(stream, "_sock", None)
                if sock is None:
                    sock = getattr(stream, "stream", None)
                    if sock is not None:
                        sock = getattr(sock, "_sock", None)
                if sock is None:
                    continue
                try:
                    sock.shutdown(_socket.SHUT_RDWR)
                except OSError:
                    pass
                try:
                    sock.close()
                except OSError:
                    pass
                closed += 1
        except Exception as exc:
            logger.debug("Force-close TCP sockets sweep error: %s", exc)
        return closed

    def _close_openai_client(self, client: Any, *, reason: str, shared: bool) -> None:
        if client is None:
            return
        # Force-close TCP sockets first to prevent CLOSE-WAIT accumulation,
        # then do the graceful SDK-level close.
        force_closed = self._force_close_tcp_sockets(client)
        try:
            client.close()
            logger.info(
                "OpenAI client closed (%s, shared=%s, tcp_force_closed=%d) %s",
                reason,
                shared,
                force_closed,
                self._client_log_context(),
            )
        except Exception as exc:
            logger.debug(
                "OpenAI client close failed (%s, shared=%s) %s error=%s",
                reason,
                shared,
                self._client_log_context(),
                exc,
            )

    def _replace_primary_openai_client(self, *, reason: str) -> bool:
        with self._openai_client_lock():
            old_client = getattr(self, "client", None)
            try:
                new_client = self._create_openai_client(self._client_kwargs, reason=reason, shared=True)
            except Exception as exc:
                logger.warning(
                    "Failed to rebuild shared OpenAI client (%s) %s error=%s",
                    reason,
                    self._client_log_context(),
                    exc,
                )
                return False
            self.client = new_client
        self._close_openai_client(old_client, reason=f"replace:{reason}", shared=True)
        return True

    def _ensure_primary_openai_client(self, *, reason: str) -> Any:
        with self._openai_client_lock():
            client = getattr(self, "client", None)
            if client is not None and not self._is_openai_client_closed(client):
                return client

        logger.warning(
            "Detected closed shared OpenAI client; recreating before use (%s) %s",
            reason,
            self._client_log_context(),
        )
        if not self._replace_primary_openai_client(reason=f"recreate_closed:{reason}"):
            raise RuntimeError("Failed to recreate closed OpenAI client")
        with self._openai_client_lock():
            return self.client

    def _cleanup_dead_connections(self) -> bool:
        """Detect and clean up dead TCP connections on the primary client.

        Inspects the httpx connection pool for sockets in unhealthy states
        (CLOSE-WAIT, errors).  If any are found, force-closes all sockets
        and rebuilds the primary client from scratch.

        Returns True if dead connections were found and cleaned up.
        """
        client = getattr(self, "client", None)
        if client is None:
            return False
        try:
            http_client = getattr(client, "_client", None)
            if http_client is None:
                return False
            transport = getattr(http_client, "_transport", None)
            if transport is None:
                return False
            pool = getattr(transport, "_pool", None)
            if pool is None:
                return False
            connections = (
                getattr(pool, "_connections", None)
                or getattr(pool, "_pool", None)
                or []
            )
            dead_count = 0
            for conn in list(connections):
                # Check for connections that are idle but have closed sockets
                stream = (
                    getattr(conn, "_network_stream", None)
                    or getattr(conn, "_stream", None)
                )
                if stream is None:
                    continue
                sock = getattr(stream, "_sock", None)
                if sock is None:
                    sock = getattr(stream, "stream", None)
                    if sock is not None:
                        sock = getattr(sock, "_sock", None)
                if sock is None:
                    continue
                # Probe socket health with a non-blocking recv peek
                import socket as _socket
                try:
                    sock.setblocking(False)
                    data = sock.recv(1, _socket.MSG_PEEK | _socket.MSG_DONTWAIT)
                    if data == b"":
                        dead_count += 1
                except BlockingIOError:
                    pass  # No data available — socket is healthy
                except OSError:
                    dead_count += 1
                finally:
                    try:
                        sock.setblocking(True)
                    except OSError:
                        pass
            if dead_count > 0:
                logger.warning(
                    "Found %d dead connection(s) in client pool — rebuilding client",
                    dead_count,
                )
                self._replace_primary_openai_client(reason="dead_connection_cleanup")
                return True
        except Exception as exc:
            logger.debug("Dead connection check error: %s", exc)
        return False

    def _create_request_openai_client(self, *, reason: str) -> Any:
        from unittest.mock import Mock

        primary_client = self._ensure_primary_openai_client(reason=reason)
        if isinstance(primary_client, Mock):
            return primary_client
        with self._openai_client_lock():
            request_kwargs = dict(self._client_kwargs)
        return self._create_openai_client(request_kwargs, reason=reason, shared=False)

    def _close_request_openai_client(self, client: Any, *, reason: str) -> None:
        self._close_openai_client(client, reason=reason, shared=False)

    def _run_codex_stream(self, api_kwargs: dict, client: Any = None, on_first_delta: callable = None):
        """Execute one streaming Responses API request and return the final response."""
        import httpx as _httpx

        active_client = client or self._ensure_primary_openai_client(reason="codex_stream_direct")
        max_stream_retries = 1
        has_tool_calls = False
        first_delta_fired = False
        self._reasoning_deltas_fired = False
        for attempt in range(max_stream_retries + 1):
            try:
                with active_client.responses.stream(**api_kwargs) as stream:
                    for event in stream:
                        if self._interrupt_requested:
                            break
                        event_type = getattr(event, "type", "")
                        # Fire callbacks on text content deltas (suppress during tool calls)
                        if "output_text.delta" in event_type or event_type == "response.output_text.delta":
                            delta_text = getattr(event, "delta", "")
                            if delta_text and not has_tool_calls:
                                if not first_delta_fired:
                                    first_delta_fired = True
                                    if on_first_delta:
                                        try:
                                            on_first_delta()
                                        except Exception:
                                            pass
                                self._fire_stream_delta(delta_text)
                        # Track tool calls to suppress text streaming
                        elif "function_call" in event_type:
                            has_tool_calls = True
                        # Fire reasoning callbacks
                        elif "reasoning" in event_type and "delta" in event_type:
                            reasoning_text = getattr(event, "delta", "")
                            if reasoning_text:
                                self._fire_reasoning_delta(reasoning_text)
                    return stream.get_final_response()
            except (_httpx.RemoteProtocolError, _httpx.ReadTimeout, _httpx.ConnectError, ConnectionError) as exc:
                if attempt < max_stream_retries:
                    logger.debug(
                        "Codex Responses stream transport failed (attempt %s/%s); retrying. %s error=%s",
                        attempt + 1,
                        max_stream_retries + 1,
                        self._client_log_context(),
                        exc,
                    )
                    continue
                logger.debug(
                    "Codex Responses stream transport failed; falling back to create(stream=True). %s error=%s",
                    self._client_log_context(),
                    exc,
                )
                return self._run_codex_create_stream_fallback(api_kwargs, client=active_client)
            except RuntimeError as exc:
                err_text = str(exc)
                missing_completed = "response.completed" in err_text
                if missing_completed and attempt < max_stream_retries:
                    logger.debug(
                        "Responses stream closed before completion (attempt %s/%s); retrying. %s",
                        attempt + 1,
                        max_stream_retries + 1,
                        self._client_log_context(),
                    )
                    continue
                if missing_completed:
                    logger.debug(
                        "Responses stream did not emit response.completed; falling back to create(stream=True). %s",
                        self._client_log_context(),
                    )
                    return self._run_codex_create_stream_fallback(api_kwargs, client=active_client)
                raise

    def _run_codex_create_stream_fallback(self, api_kwargs: dict, client: Any = None):
        """Fallback path for stream completion edge cases on Codex-style Responses backends."""
        active_client = client or self._ensure_primary_openai_client(reason="codex_create_stream_fallback")
        fallback_kwargs = dict(api_kwargs)
        fallback_kwargs["stream"] = True
        fallback_kwargs = self._preflight_codex_api_kwargs(fallback_kwargs, allow_stream=True)
        stream_or_response = active_client.responses.create(**fallback_kwargs)

        # Compatibility shim for mocks or providers that still return a concrete response.
        if hasattr(stream_or_response, "output"):
            return stream_or_response
        if not hasattr(stream_or_response, "__iter__"):
            return stream_or_response

        terminal_response = None
        try:
            for event in stream_or_response:
                event_type = getattr(event, "type", None)
                if not event_type and isinstance(event, dict):
                    event_type = event.get("type")
                if event_type not in {"response.completed", "response.incomplete", "response.failed"}:
                    continue

                terminal_response = getattr(event, "response", None)
                if terminal_response is None and isinstance(event, dict):
                    terminal_response = event.get("response")
                if terminal_response is not None:
                    return terminal_response
        finally:
            close_fn = getattr(stream_or_response, "close", None)
            if callable(close_fn):
                try:
                    close_fn()
                except Exception:
                    pass

        if terminal_response is not None:
            return terminal_response
        raise RuntimeError("Responses create(stream=True) fallback did not emit a terminal response.")

    def _try_refresh_codex_client_credentials(self, *, force: bool = True) -> bool:
        if self.api_mode != "codex_responses" or self.provider != "openai-codex":
            return False

        try:
            from hermes_cli.auth import resolve_codex_runtime_credentials

            creds = resolve_codex_runtime_credentials(force_refresh=force)
        except Exception as exc:
            logger.debug("Codex credential refresh failed: %s", exc)
            return False

        api_key = creds.get("api_key")
        base_url = creds.get("base_url")
        if not isinstance(api_key, str) or not api_key.strip():
            return False
        if not isinstance(base_url, str) or not base_url.strip():
            return False

        self.api_key = api_key.strip()
        self.base_url = base_url.strip().rstrip("/")
        self._client_kwargs["api_key"] = self.api_key
        self._client_kwargs["base_url"] = self.base_url

        if not self._replace_primary_openai_client(reason="codex_credential_refresh"):
            return False

        return True

    def _try_refresh_nous_client_credentials(self, *, force: bool = True) -> bool:
        if self.api_mode != "chat_completions" or self.provider != "nous":
            return False

        try:
            from hermes_cli.auth import resolve_nous_runtime_credentials

            creds = resolve_nous_runtime_credentials(
                min_key_ttl_seconds=max(60, int(os.getenv("HERMES_NOUS_MIN_KEY_TTL_SECONDS", "1800"))),
                timeout_seconds=float(os.getenv("HERMES_NOUS_TIMEOUT_SECONDS", "15")),
                force_mint=force,
            )
        except Exception as exc:
            logger.debug("Nous credential refresh failed: %s", exc)
            return False

        api_key = creds.get("api_key")
        base_url = creds.get("base_url")
        if not isinstance(api_key, str) or not api_key.strip():
            return False
        if not isinstance(base_url, str) or not base_url.strip():
            return False

        self.api_key = api_key.strip()
        self.base_url = base_url.strip().rstrip("/")
        self._client_kwargs["api_key"] = self.api_key
        self._client_kwargs["base_url"] = self.base_url
        # Nous requests should not inherit OpenRouter-only attribution headers.
        self._client_kwargs.pop("default_headers", None)

        if not self._replace_primary_openai_client(reason="nous_credential_refresh"):
            return False

        return True

    def _try_refresh_anthropic_client_credentials(self) -> bool:
        if self.api_mode != "anthropic_messages" or not hasattr(self, "_anthropic_api_key"):
            return False
        # Only refresh credentials for the native Anthropic provider.
        # Other anthropic_messages providers (MiniMax, Alibaba, etc.) use their own keys.
        if self.provider != "anthropic":
            return False

        try:
            from agent.anthropic_adapter import resolve_anthropic_token, build_anthropic_client

            new_token = resolve_anthropic_token()
        except Exception as exc:
            logger.debug("Anthropic credential refresh failed: %s", exc)
            return False

        if not isinstance(new_token, str) or not new_token.strip():
            return False
        new_token = new_token.strip()
        if new_token == self._anthropic_api_key:
            return False

        try:
            self._anthropic_client.close()
        except Exception:
            pass

        try:
            self._anthropic_client = build_anthropic_client(new_token, getattr(self, "_anthropic_base_url", None))
        except Exception as exc:
            logger.warning("Failed to rebuild Anthropic client after credential refresh: %s", exc)
            return False

        self._anthropic_api_key = new_token
        # Update OAuth flag — token type may have changed (API key ↔ OAuth)
        from agent.anthropic_adapter import _is_oauth_token
        self._is_anthropic_oauth = _is_oauth_token(new_token)
        return True

    def _apply_client_headers_for_base_url(self, base_url: str) -> None:
        from agent.auxiliary_client import _OR_HEADERS

        normalized = (base_url or "").lower()
        if "openrouter" in normalized:
            self._client_kwargs["default_headers"] = dict(_OR_HEADERS)
        elif "api.githubcopilot.com" in normalized:
            from hermes_cli.models import copilot_default_headers

            self._client_kwargs["default_headers"] = copilot_default_headers()
        elif "api.kimi.com" in normalized:
            self._client_kwargs["default_headers"] = {"User-Agent": "KimiCLI/1.3"}
        else:
            self._client_kwargs.pop("default_headers", None)

    def _swap_credential(self, entry) -> None:
        runtime_key = getattr(entry, "runtime_api_key", None) or getattr(entry, "access_token", "")
        runtime_base = getattr(entry, "runtime_base_url", None) or getattr(entry, "base_url", None) or self.base_url

        if self.api_mode == "anthropic_messages":
            from agent.anthropic_adapter import build_anthropic_client, _is_oauth_token

            try:
                self._anthropic_client.close()
            except Exception:
                pass

            self._anthropic_api_key = runtime_key
            self._anthropic_base_url = runtime_base
            self._anthropic_client = build_anthropic_client(runtime_key, runtime_base)
            self._is_anthropic_oauth = _is_oauth_token(runtime_key) if self.provider == "anthropic" else False
            self.api_key = runtime_key
            self.base_url = runtime_base
            return

        self.api_key = runtime_key
        self.base_url = runtime_base.rstrip("/") if isinstance(runtime_base, str) else runtime_base
        self._client_kwargs["api_key"] = self.api_key
        self._client_kwargs["base_url"] = self.base_url
        self._apply_client_headers_for_base_url(self.base_url)
        self._replace_primary_openai_client(reason="credential_rotation")

    def _recover_with_credential_pool(
        self,
        *,
        status_code: Optional[int],
        has_retried_429: bool,
    ) -> tuple[bool, bool]:
        """Attempt credential recovery via pool rotation.

        Returns (recovered, has_retried_429).
        On 429: first occurrence retries same credential (sets flag True).
                second consecutive 429 rotates to next credential (resets flag).
        On 402: immediately rotates (billing exhaustion won't resolve with retry).
        On 401: attempts token refresh before rotating.
        """
        pool = self._credential_pool
        if pool is None or status_code is None:
            return False, has_retried_429

        if status_code == 402:
            next_entry = pool.mark_exhausted_and_rotate(status_code=402)
            if next_entry is not None:
                logger.info(f"Credential 402 (billing) — rotated to pool entry {getattr(next_entry, 'id', '?')}")
                self._swap_credential(next_entry)
                return True, False
            return False, has_retried_429

        if status_code == 429:
            if not has_retried_429:
                return False, True
            next_entry = pool.mark_exhausted_and_rotate(status_code=429)
            if next_entry is not None:
                logger.info(f"Credential 429 (rate limit) — rotated to pool entry {getattr(next_entry, 'id', '?')}")
                self._swap_credential(next_entry)
                return True, False
            return False, True

        if status_code == 401:
            refreshed = pool.try_refresh_current()
            if refreshed is not None:
                logger.info(f"Credential 401 — refreshed pool entry {getattr(refreshed, 'id', '?')}")
                self._swap_credential(refreshed)
                return True, has_retried_429
            # Refresh failed — rotate to next credential instead of giving up.
            # The failed entry is already marked exhausted by try_refresh_current().
            next_entry = pool.mark_exhausted_and_rotate(status_code=401)
            if next_entry is not None:
                logger.info(f"Credential 401 (refresh failed) — rotated to pool entry {getattr(next_entry, 'id', '?')}")
                self._swap_credential(next_entry)
                return True, False

        return False, has_retried_429

    def _anthropic_messages_create(self, api_kwargs: dict):
        if self.api_mode == "anthropic_messages":
            self._try_refresh_anthropic_client_credentials()
        return self._anthropic_client.messages.create(**api_kwargs)

    def _interruptible_api_call(self, api_kwargs: dict):
        """
        Run the API call in a background thread so the main conversation loop
        can detect interrupts without waiting for the full HTTP round-trip.

        Each worker thread gets its own OpenAI client instance. Interrupts only
        close that worker-local client, so retries and other requests never
        inherit a closed transport.
        """
        result = {"response": None, "error": None}
        request_client_holder = {"client": None}

        def _call():
            try:
                if self.api_mode == "codex_responses":
                    request_client_holder["client"] = self._create_request_openai_client(reason="codex_stream_request")
                    result["response"] = self._run_codex_stream(
                        api_kwargs,
                        client=request_client_holder["client"],
                        on_first_delta=getattr(self, "_codex_on_first_delta", None),
                    )
                elif self.api_mode == "anthropic_messages":
                    result["response"] = self._anthropic_messages_create(api_kwargs)
                else:
                    request_client_holder["client"] = self._create_request_openai_client(reason="chat_completion_request")
                    result["response"] = request_client_holder["client"].chat.completions.create(**api_kwargs)
            except Exception as e:
                result["error"] = e
            finally:
                request_client = request_client_holder.get("client")
                if request_client is not None:
                    self._close_request_openai_client(request_client, reason="request_complete")

        t = threading.Thread(target=_call, daemon=True)
        t.start()
        while t.is_alive():
            t.join(timeout=0.3)
            if self._interrupt_requested:
                # Force-close the in-flight worker-local HTTP connection to stop
                # token generation without poisoning the shared client used to
                # seed future retries.
                try:
                    if self.api_mode == "anthropic_messages":
                        from agent.anthropic_adapter import build_anthropic_client

                        self._anthropic_client.close()
                        self._anthropic_client = build_anthropic_client(
                            self._anthropic_api_key,
                            getattr(self, "_anthropic_base_url", None),
                        )
                    else:
                        request_client = request_client_holder.get("client")
                        if request_client is not None:
                            self._close_request_openai_client(request_client, reason="interrupt_abort")
                except Exception:
                    pass
                raise InterruptedError("Agent interrupted during API call")
        if result["error"] is not None:
            raise result["error"]
        return result["response"]

    # ── Unified streaming API call ─────────────────────────────────────────

    def _fire_stream_delta(self, text: str) -> None:
        """Fire all registered stream delta callbacks (display + TTS)."""
        # If a tool iteration set the break flag, prepend a single paragraph
        # break before the first real text delta.  This prevents the original
        # problem (text concatenation across tool boundaries) without stacking
        # blank lines when multiple tool iterations run back-to-back.
        if getattr(self, "_stream_needs_break", False) and text and text.strip():
            self._stream_needs_break = False
            text = "\n\n" + text
        for cb in (self.stream_delta_callback, self._stream_callback):
            if cb is not None:
                try:
                    cb(text)
                except Exception:
                    pass

    def _fire_reasoning_delta(self, text: str) -> None:
        """Fire reasoning callback if registered."""
        self._reasoning_deltas_fired = True
        cb = self.reasoning_callback
        if cb is not None:
            try:
                cb(text)
            except Exception:
                pass

    def _fire_tool_gen_started(self, tool_name: str) -> None:
        """Notify display layer that the model is generating tool call arguments.

        Fires once per tool name when the streaming response begins producing
        tool_call / tool_use tokens.  Gives the TUI a chance to show a spinner
        or status line so the user isn't staring at a frozen screen while a
        large tool payload (e.g. a 45 KB write_file) is being generated.
        """
        cb = self.tool_gen_callback
        if cb is not None:
            try:
                cb(tool_name)
            except Exception:
                pass

    def _has_stream_consumers(self) -> bool:
        """Return True if any streaming consumer is registered."""
        return (
            self.stream_delta_callback is not None
            or getattr(self, "_stream_callback", None) is not None
        )

    def _interruptible_streaming_api_call(
        self, api_kwargs: dict, *, on_first_delta: callable = None
    ):
        """Streaming variant of _interruptible_api_call for real-time token delivery.

        Handles all three api_modes:
        - chat_completions: stream=True on OpenAI-compatible endpoints
        - anthropic_messages: client.messages.stream() via Anthropic SDK
        - codex_responses: delegates to _run_codex_stream (already streaming)

        Fires stream_delta_callback and _stream_callback for each text token.
        Tool-call turns suppress the callback — only text-only final responses
        stream to the consumer.  Returns a SimpleNamespace that mimics the
        non-streaming response shape so the rest of the agent loop is unchanged.

        Falls back to _interruptible_api_call on provider errors indicating
        streaming is not supported.
        """
        if self.api_mode == "codex_responses":
            # Codex streams internally via _run_codex_stream. The main dispatch
            # in _interruptible_api_call already calls it; we just need to
            # ensure on_first_delta reaches it. Store it on the instance
            # temporarily so _run_codex_stream can pick it up.
            self._codex_on_first_delta = on_first_delta
            try:
                return self._interruptible_api_call(api_kwargs)
            finally:
                self._codex_on_first_delta = None

        result = {"response": None, "error": None}
        request_client_holder = {"client": None}
        first_delta_fired = {"done": False}
        deltas_were_sent = {"yes": False}  # Track if any deltas were fired (for fallback)
        # Wall-clock timestamp of the last real streaming chunk.  The outer
        # poll loop uses this to detect stale connections that keep receiving
        # SSE keep-alive pings but no actual data.
        last_chunk_time = {"t": time.time()}

        def _fire_first_delta():
            if not first_delta_fired["done"] and on_first_delta:
                first_delta_fired["done"] = True
                try:
                    on_first_delta()
                except Exception:
                    pass

        def _call_chat_completions():
            """Stream a chat completions response."""
            import httpx as _httpx
            _base_timeout = float(os.getenv("HERMES_API_TIMEOUT", 1800.0))
            _stream_read_timeout = float(os.getenv("HERMES_STREAM_READ_TIMEOUT", 60.0))
            stream_kwargs = {
                **api_kwargs,
                "stream": True,
                "stream_options": {"include_usage": True},
                "timeout": _httpx.Timeout(
                    connect=30.0,
                    read=_stream_read_timeout,
                    write=_base_timeout,
                    pool=30.0,
                ),
            }
            request_client_holder["client"] = self._create_request_openai_client(
                reason="chat_completion_stream_request"
            )
            # Reset stale-stream timer so the detector measures from this
            # attempt's start, not a previous attempt's last chunk.
            last_chunk_time["t"] = time.time()
            stream = request_client_holder["client"].chat.completions.create(**stream_kwargs)

            content_parts: list = []
            tool_calls_acc: dict = {}
            tool_gen_notified: set = set()
            # Ollama-compatible endpoints reuse index 0 for every tool call
            # in a parallel batch, distinguishing them only by id.  Track
            # the last seen id per raw index so we can detect a new tool
            # call starting at the same index and redirect it to a fresh slot.
            _last_id_at_idx: dict = {}      # raw_index -> last seen non-empty id
            _active_slot_by_idx: dict = {}  # raw_index -> current slot in tool_calls_acc
            finish_reason = None
            model_name = None
            role = "assistant"
            reasoning_parts: list = []
            usage_obj = None
            # Reset per-call reasoning tracking so _build_assistant_message
            # knows whether reasoning was already displayed during streaming.
            self._reasoning_deltas_fired = False

            for chunk in stream:
                last_chunk_time["t"] = time.time()

                if self._interrupt_requested:
                    break

                if not chunk.choices:
                    if hasattr(chunk, "model") and chunk.model:
                        model_name = chunk.model
                    # Usage comes in the final chunk with empty choices
                    if hasattr(chunk, "usage") and chunk.usage:
                        usage_obj = chunk.usage
                    continue

                delta = chunk.choices[0].delta
                if hasattr(chunk, "model") and chunk.model:
                    model_name = chunk.model

                # Accumulate reasoning content
                reasoning_text = getattr(delta, "reasoning_content", None) or getattr(delta, "reasoning", None)
                if reasoning_text:
                    reasoning_parts.append(reasoning_text)
                    _fire_first_delta()
                    self._fire_reasoning_delta(reasoning_text)

                # Accumulate text content — fire callback only when no tool calls
                if delta and delta.content:
                    content_parts.append(delta.content)
                    if not tool_calls_acc:
                        _fire_first_delta()
                        self._fire_stream_delta(delta.content)
                        deltas_were_sent["yes"] = True
                    else:
                        # Tool calls suppress regular content streaming (avoids
                        # displaying chatty "I'll use the tool..." text alongside
                        # tool calls).  But reasoning tags embedded in suppressed
                        # content should still reach the display — otherwise the
                        # reasoning box only appears as a post-response fallback,
                        # rendering it confusingly after the already-streamed
                        # response.  Route suppressed content through the stream
                        # delta callback so its tag extraction can fire the
                        # reasoning display.  Non-reasoning text is harmlessly
                        # suppressed by the CLI's _stream_delta when the stream
                        # box is already closed (tool boundary flush).
                        if self.stream_delta_callback:
                            try:
                                self.stream_delta_callback(delta.content)
                            except Exception:
                                pass

                # Accumulate tool call deltas — notify display on first name
                if delta and delta.tool_calls:
                    for tc_delta in delta.tool_calls:
                        raw_idx = tc_delta.index if tc_delta.index is not None else 0
                        delta_id = tc_delta.id or ""

                        # Ollama fix: detect a new tool call reusing the same
                        # raw index (different id) and redirect to a fresh slot.
                        if raw_idx not in _active_slot_by_idx:
                            _active_slot_by_idx[raw_idx] = raw_idx
                        if (
                            delta_id
                            and raw_idx in _last_id_at_idx
                            and delta_id != _last_id_at_idx[raw_idx]
                        ):
                            new_slot = max(tool_calls_acc, default=-1) + 1
                            _active_slot_by_idx[raw_idx] = new_slot
                        if delta_id:
                            _last_id_at_idx[raw_idx] = delta_id
                        idx = _active_slot_by_idx[raw_idx]

                        if idx not in tool_calls_acc:
                            tool_calls_acc[idx] = {
                                "id": tc_delta.id or "",
                                "type": "function",
                                "function": {"name": "", "arguments": ""},
                                "extra_content": None,
                            }
                        entry = tool_calls_acc[idx]
                        if tc_delta.id:
                            entry["id"] = tc_delta.id
                        if tc_delta.function:
                            if tc_delta.function.name:
                                entry["function"]["name"] += tc_delta.function.name
                            if tc_delta.function.arguments:
                                entry["function"]["arguments"] += tc_delta.function.arguments
                        extra = getattr(tc_delta, "extra_content", None)
                        if extra is None and hasattr(tc_delta, "model_extra"):
                            extra = (tc_delta.model_extra or {}).get("extra_content")
                        if extra is not None:
                            if hasattr(extra, "model_dump"):
                                extra = extra.model_dump()
                            entry["extra_content"] = extra
                        # Fire once per tool when the full name is available
                        name = entry["function"]["name"]
                        if name and idx not in tool_gen_notified:
                            tool_gen_notified.add(idx)
                            _fire_first_delta()
                            self._fire_tool_gen_started(name)

                if chunk.choices[0].finish_reason:
                    finish_reason = chunk.choices[0].finish_reason

                # Usage in the final chunk
                if hasattr(chunk, "usage") and chunk.usage:
                    usage_obj = chunk.usage

            # Build mock response matching non-streaming shape
            full_content = "".join(content_parts) or None
            mock_tool_calls = None
            if tool_calls_acc:
                mock_tool_calls = []
                for idx in sorted(tool_calls_acc):
                    tc = tool_calls_acc[idx]
                    mock_tool_calls.append(SimpleNamespace(
                        id=tc["id"],
                        type=tc["type"],
                        extra_content=tc.get("extra_content"),
                        function=SimpleNamespace(
                            name=tc["function"]["name"],
                            arguments=tc["function"]["arguments"],
                        ),
                    ))

            full_reasoning = "".join(reasoning_parts) or None
            mock_message = SimpleNamespace(
                role=role,
                content=full_content,
                tool_calls=mock_tool_calls,
                reasoning_content=full_reasoning,
            )
            mock_choice = SimpleNamespace(
                index=0,
                message=mock_message,
                finish_reason=finish_reason or "stop",
            )
            return SimpleNamespace(
                id="stream-" + str(uuid.uuid4()),
                model=model_name,
                choices=[mock_choice],
                usage=usage_obj,
            )

        def _call_anthropic():
            """Stream an Anthropic Messages API response.

            Fires delta callbacks for real-time token delivery, but returns
            the native Anthropic Message object from get_final_message() so
            the rest of the agent loop (validation, tool extraction, etc.)
            works unchanged.
            """
            has_tool_use = False
            self._reasoning_deltas_fired = False

            # Reset stale-stream timer for this attempt
            last_chunk_time["t"] = time.time()
            # Use the Anthropic SDK's streaming context manager
            with self._anthropic_client.messages.stream(**api_kwargs) as stream:
                for event in stream:
                    if self._interrupt_requested:
                        break

                    event_type = getattr(event, "type", None)

                    if event_type == "content_block_start":
                        block = getattr(event, "content_block", None)
                        if block and getattr(block, "type", None) == "tool_use":
                            has_tool_use = True
                            tool_name = getattr(block, "name", None)
                            if tool_name:
                                _fire_first_delta()
                                self._fire_tool_gen_started(tool_name)

                    elif event_type == "content_block_delta":
                        delta = getattr(event, "delta", None)
                        if delta:
                            delta_type = getattr(delta, "type", None)
                            if delta_type == "text_delta":
                                text = getattr(delta, "text", "")
                                if text and not has_tool_use:
                                    _fire_first_delta()
                                    self._fire_stream_delta(text)
                            elif delta_type == "thinking_delta":
                                thinking_text = getattr(delta, "thinking", "")
                                if thinking_text:
                                    _fire_first_delta()
                                    self._fire_reasoning_delta(thinking_text)

                # Return the native Anthropic Message for downstream processing
                return stream.get_final_message()

        def _call():
            import httpx as _httpx

            _max_stream_retries = int(os.getenv("HERMES_STREAM_RETRIES", 2))

            try:
                for _stream_attempt in range(_max_stream_retries + 1):
                    try:
                        if self.api_mode == "anthropic_messages":
                            self._try_refresh_anthropic_client_credentials()
                            result["response"] = _call_anthropic()
                        else:
                            result["response"] = _call_chat_completions()
                        return  # success
                    except Exception as e:
                        if deltas_were_sent["yes"]:
                            # Streaming failed AFTER some tokens were already
                            # delivered.  Don't retry or fall back — partial
                            # content already reached the user.
                            logger.warning(
                                "Streaming failed after partial delivery, not retrying: %s", e
                            )
                            result["error"] = e
                            return

                        _is_timeout = isinstance(
                            e, (_httpx.ReadTimeout, _httpx.ConnectTimeout, _httpx.PoolTimeout)
                        )
                        _is_conn_err = isinstance(
                            e, (_httpx.ConnectError, _httpx.RemoteProtocolError, ConnectionError)
                        )

                        # SSE error events from proxies (e.g. OpenRouter sends
                        # {"error":{"message":"Network connection lost."}}) are
                        # raised as APIError by the OpenAI SDK.  These are
                        # semantically identical to httpx connection drops —
                        # the upstream stream died — and should be retried with
                        # a fresh connection.  Distinguish from HTTP errors:
                        # APIError from SSE has no status_code, while
                        # APIStatusError (4xx/5xx) always has one.
                        _is_sse_conn_err = False
                        if not _is_timeout and not _is_conn_err:
                            from openai import APIError as _APIError
                            if isinstance(e, _APIError) and not getattr(e, "status_code", None):
                                _err_lower_sse = str(e).lower()
                                _SSE_CONN_PHRASES = (
                                    "connection lost",
                                    "connection reset",
                                    "connection closed",
                                    "connection terminated",
                                    "network error",
                                    "network connection",
                                    "terminated",
                                    "peer closed",
                                    "broken pipe",
                                    "upstream connect error",
                                )
                                _is_sse_conn_err = any(
                                    phrase in _err_lower_sse
                                    for phrase in _SSE_CONN_PHRASES
                                )

                        if _is_timeout or _is_conn_err or _is_sse_conn_err:
                            # Transient network / timeout error. Retry the
                            # streaming request with a fresh connection first.
                            if _stream_attempt < _max_stream_retries:
                                logger.info(
                                    "Streaming attempt %s/%s failed (%s: %s), "
                                    "retrying with fresh connection...",
                                    _stream_attempt + 1,
                                    _max_stream_retries + 1,
                                    type(e).__name__,
                                    e,
                                )
                                self._emit_status(
                                    f"⚠️ Connection to provider dropped "
                                    f"({type(e).__name__}). Reconnecting… "
                                    f"(attempt {_stream_attempt + 2}/{_max_stream_retries + 1})"
                                )
                                # Close the stale request client before retry
                                stale = request_client_holder.get("client")
                                if stale is not None:
                                    self._close_request_openai_client(
                                        stale, reason="stream_retry_cleanup"
                                    )
                                    request_client_holder["client"] = None
                                # Also rebuild the primary client to purge
                                # any dead connections from the pool.
                                try:
                                    self._replace_primary_openai_client(
                                        reason="stream_retry_pool_cleanup"
                                    )
                                except Exception:
                                    pass
                                continue
                            self._emit_status(
                                "❌ Connection to provider failed after "
                                f"{_max_stream_retries + 1} attempts. "
                                "The provider may be experiencing issues — "
                                "try again in a moment."
                            )
                            logger.warning(
                                "Streaming exhausted %s retries on transient error, "
                                "falling back to non-streaming: %s",
                                _max_stream_retries + 1,
                                e,
                            )
                        else:
                            _err_lower = str(e).lower()
                            _is_stream_unsupported = (
                                "stream" in _err_lower
                                and "not supported" in _err_lower
                            )
                            if _is_stream_unsupported:
                                self._safe_print(
                                    "\n⚠  Streaming is not supported for this "
                                    "model/provider. Falling back to non-streaming.\n"
                                    "   To avoid this delay, set display.streaming: false "
                                    "in config.yaml\n"
                                )
                            logger.info(
                                "Streaming failed before delivery, falling back to non-streaming: %s",
                                e,
                            )

                        try:
                            # Reset stale timer — the non-streaming fallback
                            # uses its own client; prevent the stale detector
                            # from firing on stale timestamps from failed streams.
                            last_chunk_time["t"] = time.time()
                            result["response"] = self._interruptible_api_call(api_kwargs)
                        except Exception as fallback_err:
                            result["error"] = fallback_err
                        return
            finally:
                request_client = request_client_holder.get("client")
                if request_client is not None:
                    self._close_request_openai_client(request_client, reason="stream_request_complete")

        _stream_stale_timeout_base = float(os.getenv("HERMES_STREAM_STALE_TIMEOUT", 180.0))
        # Scale the stale timeout for large contexts: slow models (like Opus)
        # can legitimately think for minutes before producing the first token
        # when the context is large.  Without this, the stale detector kills
        # healthy connections during the model's thinking phase, producing
        # spurious RemoteProtocolError ("peer closed connection").
        _est_tokens = sum(len(str(v)) for v in api_kwargs.get("messages", [])) // 4
        if _est_tokens > 100_000:
            _stream_stale_timeout = max(_stream_stale_timeout_base, 300.0)
        elif _est_tokens > 50_000:
            _stream_stale_timeout = max(_stream_stale_timeout_base, 240.0)
        else:
            _stream_stale_timeout = _stream_stale_timeout_base

        t = threading.Thread(target=_call, daemon=True)
        t.start()
        while t.is_alive():
            t.join(timeout=0.3)

            # Detect stale streams: connections kept alive by SSE pings
            # but delivering no real chunks.  Kill the client so the
            # inner retry loop can start a fresh connection.
            if time.time() - last_chunk_time["t"] > _stream_stale_timeout:
                logger.warning(
                    "Stream stale for %.0fs — no chunks received. Killing connection.",
                    _stream_stale_timeout,
                )
                try:
                    rc = request_client_holder.get("client")
                    if rc is not None:
                        self._close_request_openai_client(rc, reason="stale_stream_kill")
                except Exception:
                    pass
                # Rebuild the primary client too — its connection pool
                # may hold dead sockets from the same provider outage.
                try:
                    self._replace_primary_openai_client(reason="stale_stream_pool_cleanup")
                except Exception:
                    pass
                # Reset the timer so we don't kill repeatedly while
                # the inner thread processes the closure.
                last_chunk_time["t"] = time.time()

            if self._interrupt_requested:
                try:
                    if self.api_mode == "anthropic_messages":
                        from agent.anthropic_adapter import build_anthropic_client

                        self._anthropic_client.close()
                        self._anthropic_client = build_anthropic_client(
                            self._anthropic_api_key,
                            getattr(self, "_anthropic_base_url", None),
                        )
                    else:
                        request_client = request_client_holder.get("client")
                        if request_client is not None:
                            self._close_request_openai_client(request_client, reason="stream_interrupt_abort")
                except Exception:
                    pass
                raise InterruptedError("Agent interrupted during streaming API call")
        if result["error"] is not None:
            raise result["error"]
        return result["response"]

    # ── Provider fallback ──────────────────────────────────────────────────

    def _try_activate_fallback(self) -> bool:
        """Switch to the next fallback model/provider in the chain.

        Called when the current model is failing after retries.  Swaps the
        OpenAI client, model slug, and provider in-place so the retry loop
        can continue with the new backend.  Advances through the chain on
        each call; returns False when exhausted.

        Uses the centralized provider router (resolve_provider_client) for
        auth resolution and client construction — no duplicated provider→key
        mappings.
        """
        if self._fallback_index >= len(self._fallback_chain):
            return False

        fb = self._fallback_chain[self._fallback_index]
        self._fallback_index += 1
        fb_provider = (fb.get("provider") or "").strip().lower()
        fb_model = (fb.get("model") or "").strip()
        if not fb_provider or not fb_model:
            return self._try_activate_fallback()  # skip invalid, try next

        # Use centralized router for client construction.
        # raw_codex=True because the main agent needs direct responses.stream()
        # access for Codex providers.
        try:
            from agent.auxiliary_client import resolve_provider_client
            fb_client, _ = resolve_provider_client(
                fb_provider, model=fb_model, raw_codex=True)
            if fb_client is None:
                logging.warning(
                    "Fallback to %s failed: provider not configured",
                    fb_provider)
                return self._try_activate_fallback()  # try next in chain

            # Determine api_mode from provider / base URL
            fb_api_mode = "chat_completions"
            fb_base_url = str(fb_client.base_url)
            if fb_provider == "openai-codex":
                fb_api_mode = "codex_responses"
            elif fb_provider == "anthropic" or fb_base_url.rstrip("/").lower().endswith("/anthropic"):
                fb_api_mode = "anthropic_messages"
            elif self._is_direct_openai_url(fb_base_url):
                fb_api_mode = "codex_responses"

            old_model = self.model
            self.model = fb_model
            self.provider = fb_provider
            self.base_url = fb_base_url
            self.api_mode = fb_api_mode
            self._fallback_activated = True

            if fb_api_mode == "anthropic_messages":
                # Build native Anthropic client instead of using OpenAI client
                from agent.anthropic_adapter import build_anthropic_client, resolve_anthropic_token, _is_oauth_token
                effective_key = (fb_client.api_key or resolve_anthropic_token() or "") if fb_provider == "anthropic" else (fb_client.api_key or "")
                self.api_key = effective_key
                self._anthropic_api_key = effective_key
                self._anthropic_base_url = getattr(fb_client, "base_url", None)
                self._anthropic_client = build_anthropic_client(effective_key, self._anthropic_base_url)
                self._is_anthropic_oauth = _is_oauth_token(effective_key)
                self.client = None
                self._client_kwargs = {}
            else:
                # Swap OpenAI client and config in-place
                self.api_key = fb_client.api_key
                self.client = fb_client
                self._client_kwargs = {
                    "api_key": fb_client.api_key,
                    "base_url": fb_base_url,
                }

            # Re-evaluate prompt caching for the new provider/model
            is_native_anthropic = fb_api_mode == "anthropic_messages"
            self._use_prompt_caching = (
                ("openrouter" in fb_base_url.lower() and "claude" in fb_model.lower())
                or is_native_anthropic
            )

            # Update context compressor limits for the fallback model.
            # Without this, compression decisions use the primary model's
            # context window (e.g. 200K) instead of the fallback's (e.g. 32K),
            # causing oversized sessions to overflow the fallback.
            if hasattr(self, 'context_compressor') and self.context_compressor:
                from agent.model_metadata import get_model_context_length
                fb_context_length = get_model_context_length(
                    self.model, base_url=self.base_url,
                    api_key=self.api_key, provider=self.provider,
                )
                self.context_compressor.model = self.model
                self.context_compressor.base_url = self.base_url
                self.context_compressor.api_key = self.api_key
                self.context_compressor.provider = self.provider
                self.context_compressor.context_length = fb_context_length
                self.context_compressor.threshold_tokens = int(
                    fb_context_length * self.context_compressor.threshold_percent
                )

            self._emit_status(
                f"🔄 Primary model failed — switching to fallback: "
                f"{fb_model} via {fb_provider}"
            )
            logging.info(
                "Fallback activated: %s → %s (%s)",
                old_model, fb_model, fb_provider,
            )
            return True
        except Exception as e:
            logging.error("Failed to activate fallback %s: %s", fb_model, e)
            return self._try_activate_fallback()  # try next in chain

    # ── Per-turn primary restoration ─────────────────────────────────────

    def _restore_primary_runtime(self) -> bool:
        """Restore the primary runtime at the start of a new turn.

        In long-lived CLI sessions a single AIAgent instance spans multiple
        turns.  Without restoration, one transient failure pins the session
        to the fallback provider for every subsequent turn.  Calling this at
        the top of ``run_conversation()`` makes fallback turn-scoped.

        The gateway creates a fresh agent per message so this is a no-op
        there (``_fallback_activated`` is always False at turn start).
        """
        if not self._fallback_activated:
            return False

        rt = self._primary_runtime
        try:
            # ── Core runtime state ──
            self.model = rt["model"]
            self.provider = rt["provider"]
            self.base_url = rt["base_url"]           # setter updates _base_url_lower
            self.api_mode = rt["api_mode"]
            self.api_key = rt["api_key"]
            self._client_kwargs = dict(rt["client_kwargs"])
            self._use_prompt_caching = rt["use_prompt_caching"]

            # ── Rebuild client for the primary provider ──
            if self.api_mode == "anthropic_messages":
                from agent.anthropic_adapter import build_anthropic_client
                self._anthropic_api_key = rt["anthropic_api_key"]
                self._anthropic_base_url = rt["anthropic_base_url"]
                self._anthropic_client = build_anthropic_client(
                    rt["anthropic_api_key"], rt["anthropic_base_url"],
                )
                self._is_anthropic_oauth = rt["is_anthropic_oauth"]
                self.client = None
            else:
                self.client = self._create_openai_client(
                    dict(rt["client_kwargs"]),
                    reason="restore_primary",
                    shared=True,
                )

            # ── Restore context compressor state ──
            cc = self.context_compressor
            cc.model = rt["compressor_model"]
            cc.base_url = rt["compressor_base_url"]
            cc.api_key = rt["compressor_api_key"]
            cc.provider = rt["compressor_provider"]
            cc.context_length = rt["compressor_context_length"]
            cc.threshold_tokens = rt["compressor_threshold_tokens"]

            # ── Reset fallback chain for the new turn ──
            self._fallback_activated = False
            self._fallback_index = 0

            logging.info(
                "Primary runtime restored for new turn: %s (%s)",
                self.model, self.provider,
            )
            return True
        except Exception as e:
            logging.warning("Failed to restore primary runtime: %s", e)
            return False

    # Which error types indicate a transient transport failure worth
    # one more attempt with a rebuilt client / connection pool.
    _TRANSIENT_TRANSPORT_ERRORS = frozenset({
        "ReadTimeout", "ConnectTimeout", "PoolTimeout",
        "ConnectError", "RemoteProtocolError",
    })

    def _try_recover_primary_transport(
        self, api_error: Exception, *, retry_count: int, max_retries: int,
    ) -> bool:
        """Attempt one extra primary-provider recovery cycle for transient transport failures.

        After ``max_retries`` exhaust, rebuild the primary client (clearing
        stale connection pools) and give it one more attempt before falling
        back.  This is most useful for direct endpoints (custom, Z.AI,
        Anthropic, OpenAI, local models) where a TCP-level hiccup does not
        mean the provider is down.

        Skipped for proxy/aggregator providers (OpenRouter, Nous) which
        already manage connection pools and retries server-side — if our
        retries through them are exhausted, one more rebuilt client won't help.
        """
        if self._fallback_activated:
            return False

        # Only for transient transport errors
        error_type = type(api_error).__name__
        if error_type not in self._TRANSIENT_TRANSPORT_ERRORS:
            return False

        # Skip for aggregator providers — they manage their own retry infra
        if self._is_openrouter_url():
            return False
        provider_lower = (self.provider or "").strip().lower()
        if provider_lower in ("nous", "nous-research"):
            return False

        try:
            # Close existing client to release stale connections
            if getattr(self, "client", None) is not None:
                try:
                    self._close_openai_client(
                        self.client, reason="primary_recovery", shared=True,
                    )
                except Exception:
                    pass

            # Rebuild from primary snapshot
            rt = self._primary_runtime
            self._client_kwargs = dict(rt["client_kwargs"])
            self.model = rt["model"]
            self.provider = rt["provider"]
            self.base_url = rt["base_url"]
            self.api_mode = rt["api_mode"]
            self.api_key = rt["api_key"]

            if self.api_mode == "anthropic_messages":
                from agent.anthropic_adapter import build_anthropic_client
                self._anthropic_api_key = rt["anthropic_api_key"]
                self._anthropic_base_url = rt["anthropic_base_url"]
                self._anthropic_client = build_anthropic_client(
                    rt["anthropic_api_key"], rt["anthropic_base_url"],
                )
                self._is_anthropic_oauth = rt["is_anthropic_oauth"]
                self.client = None
            else:
                self.client = self._create_openai_client(
                    dict(rt["client_kwargs"]),
                    reason="primary_recovery",
                    shared=True,
                )

            wait_time = min(3 + retry_count, 8)
            self._vprint(
                f"{self.log_prefix}🔁 Transient {error_type} on {self.provider} — "
                f"rebuilt client, waiting {wait_time}s before one last primary attempt.",
                force=True,
            )
            time.sleep(wait_time)
            return True
        except Exception as e:
            logging.warning("Primary transport recovery failed: %s", e)
            return False

    # ── End provider fallback ──────────────────────────────────────────────

    @staticmethod
    def _content_has_image_parts(content: Any) -> bool:
        if not isinstance(content, list):
            return False
        for part in content:
            if isinstance(part, dict) and part.get("type") in {"image_url", "input_image"}:
                return True
        return False

    @staticmethod
    def _materialize_data_url_for_vision(image_url: str) -> tuple[str, Optional[Path]]:
        header, _, data = str(image_url or "").partition(",")
        mime = "image/jpeg"
        if header.startswith("data:"):
            mime_part = header[len("data:"):].split(";", 1)[0].strip()
            if mime_part.startswith("image/"):
                mime = mime_part
        suffix = {
            "image/png": ".png",
            "image/gif": ".gif",
            "image/webp": ".webp",
            "image/jpeg": ".jpg",
            "image/jpg": ".jpg",
        }.get(mime, ".jpg")
        tmp = tempfile.NamedTemporaryFile(prefix="anthropic_image_", suffix=suffix, delete=False)
        with tmp:
            tmp.write(base64.b64decode(data))
        path = Path(tmp.name)
        return str(path), path

    def _describe_image_for_anthropic_fallback(self, image_url: str, role: str) -> str:
        cache_key = hashlib.sha256(str(image_url or "").encode("utf-8")).hexdigest()
        cached = self._anthropic_image_fallback_cache.get(cache_key)
        if cached:
            return cached

        role_label = {
            "assistant": "assistant",
            "tool": "tool result",
        }.get(role, "user")
        analysis_prompt = (
            "Describe everything visible in this image in thorough detail. "
            "Include any text, code, UI, data, objects, people, layout, colors, "
            "and any other notable visual information."
        )

        vision_source = str(image_url or "")
        cleanup_path: Optional[Path] = None
        if vision_source.startswith("data:"):
            vision_source, cleanup_path = self._materialize_data_url_for_vision(vision_source)

        description = ""
        try:
            from tools.vision_tools import vision_analyze_tool

            result_json = asyncio.run(
                vision_analyze_tool(image_url=vision_source, user_prompt=analysis_prompt)
            )
            result = json.loads(result_json) if isinstance(result_json, str) else {}
            description = (result.get("analysis") or "").strip()
        except Exception as e:
            description = f"Image analysis failed: {e}"
        finally:
            if cleanup_path and cleanup_path.exists():
                try:
                    cleanup_path.unlink()
                except OSError:
                    pass

        if not description:
            description = "Image analysis failed."

        note = f"[The {role_label} attached an image. Here's what it contains:\n{description}]"
        if vision_source and not str(image_url or "").startswith("data:"):
            note += (
                f"\n[If you need a closer look, use vision_analyze with image_url: {vision_source}]"
            )

        self._anthropic_image_fallback_cache[cache_key] = note
        return note

    def _preprocess_anthropic_content(self, content: Any, role: str) -> Any:
        if not self._content_has_image_parts(content):
            return content

        text_parts: List[str] = []
        image_notes: List[str] = []
        for part in content:
            if isinstance(part, str):
                if part.strip():
                    text_parts.append(part.strip())
                continue
            if not isinstance(part, dict):
                continue

            ptype = part.get("type")
            if ptype in {"text", "input_text"}:
                text = str(part.get("text", "") or "").strip()
                if text:
                    text_parts.append(text)
                continue

            if ptype in {"image_url", "input_image"}:
                image_data = part.get("image_url", {})
                image_url = image_data.get("url", "") if isinstance(image_data, dict) else str(image_data or "")
                if image_url:
                    image_notes.append(self._describe_image_for_anthropic_fallback(image_url, role))
                else:
                    image_notes.append("[An image was attached but no image source was available.]")
                continue

            text = str(part.get("text", "") or "").strip()
            if text:
                text_parts.append(text)

        prefix = "\n\n".join(note for note in image_notes if note).strip()
        suffix = "\n".join(text for text in text_parts if text).strip()
        if prefix and suffix:
            return f"{prefix}\n\n{suffix}"
        if prefix:
            return prefix
        if suffix:
            return suffix
        return "[A multimodal message was converted to text for Anthropic compatibility.]"

    def _prepare_anthropic_messages_for_api(self, api_messages: list) -> list:
        if not any(
            isinstance(msg, dict) and self._content_has_image_parts(msg.get("content"))
            for msg in api_messages
        ):
            return api_messages

        transformed = copy.deepcopy(api_messages)
        for msg in transformed:
            if not isinstance(msg, dict):
                continue
            msg["content"] = self._preprocess_anthropic_content(
                msg.get("content"),
                str(msg.get("role", "user") or "user"),
            )
        return transformed

    def _anthropic_preserve_dots(self) -> bool:
        """True when using Alibaba/DashScope anthropic-compatible endpoint (model names keep dots, e.g. qwen3.5-plus)."""
        if (getattr(self, "provider", "") or "").lower() == "alibaba":
            return True
        base = (getattr(self, "base_url", "") or "").lower()
        return "dashscope" in base or "aliyuncs" in base

    def _build_api_kwargs(self, api_messages: list) -> dict:
        """Build the keyword arguments dict for the active API mode."""
        if self.api_mode == "anthropic_messages":
            from agent.anthropic_adapter import build_anthropic_kwargs
            anthropic_messages = self._prepare_anthropic_messages_for_api(api_messages)
            # Pass context_length so the adapter can clamp max_tokens if the
            # user configured a smaller context window than the model's output limit.
            ctx_len = getattr(self, "context_compressor", None)
            ctx_len = ctx_len.context_length if ctx_len else None
            return build_anthropic_kwargs(
                model=self.model,
                messages=anthropic_messages,
                tools=self.tools,
                max_tokens=self.max_tokens,
                reasoning_config=self.reasoning_config,
                is_oauth=self._is_anthropic_oauth,
                preserve_dots=self._anthropic_preserve_dots(),
                context_length=ctx_len,
            )

        if self.api_mode == "codex_responses":
            instructions = ""
            payload_messages = api_messages
            if api_messages and api_messages[0].get("role") == "system":
                instructions = str(api_messages[0].get("content") or "").strip()
                payload_messages = api_messages[1:]
            if not instructions:
                instructions = DEFAULT_AGENT_IDENTITY

            is_github_responses = (
                "models.github.ai" in self.base_url.lower()
                or "api.githubcopilot.com" in self.base_url.lower()
            )

            # Resolve reasoning effort: config > default (medium)
            reasoning_effort = "medium"
            reasoning_enabled = True
            if self.reasoning_config and isinstance(self.reasoning_config, dict):
                if self.reasoning_config.get("enabled") is False:
                    reasoning_enabled = False
                elif self.reasoning_config.get("effort"):
                    reasoning_effort = self.reasoning_config["effort"]

            kwargs = {
                "model": self.model,
                "instructions": instructions,
                "input": self._chat_messages_to_responses_input(payload_messages),
                "tools": self._responses_tools(),
                "tool_choice": "auto",
                "parallel_tool_calls": True,
                "store": False,
            }

            if not is_github_responses:
                kwargs["prompt_cache_key"] = self.session_id

            if reasoning_enabled:
                if is_github_responses:
                    # Copilot's Responses route advertises reasoning-effort support,
                    # but not OpenAI-specific prompt cache or encrypted reasoning
                    # fields. Keep the payload to the documented subset.
                    github_reasoning = self._github_models_reasoning_extra_body()
                    if github_reasoning is not None:
                        kwargs["reasoning"] = github_reasoning
                else:
                    kwargs["reasoning"] = {"effort": reasoning_effort, "summary": "auto"}
                    kwargs["include"] = ["reasoning.encrypted_content"]
            elif not is_github_responses:
                kwargs["include"] = []

            if self.max_tokens is not None:
                kwargs["max_output_tokens"] = self.max_tokens

            return kwargs

        sanitized_messages = api_messages
        needs_sanitization = False
        for msg in api_messages:
            if not isinstance(msg, dict):
                continue
            if "codex_reasoning_items" in msg:
                needs_sanitization = True
                break

            tool_calls = msg.get("tool_calls")
            if isinstance(tool_calls, list):
                for tool_call in tool_calls:
                    if not isinstance(tool_call, dict):
                        continue
                    if "call_id" in tool_call or "response_item_id" in tool_call:
                        needs_sanitization = True
                        break
                if needs_sanitization:
                    break

        if needs_sanitization:
            sanitized_messages = copy.deepcopy(api_messages)
            for msg in sanitized_messages:
                if not isinstance(msg, dict):
                    continue

                # Codex-only replay state must not leak into strict chat-completions APIs.
                msg.pop("codex_reasoning_items", None)

                tool_calls = msg.get("tool_calls")
                if isinstance(tool_calls, list):
                    for tool_call in tool_calls:
                        if isinstance(tool_call, dict):
                            tool_call.pop("call_id", None)
                            tool_call.pop("response_item_id", None)

        # GPT-5 and Codex models respond better to 'developer' than 'system'
        # for instruction-following.  Swap the role at the API boundary so
        # internal message representation stays uniform ("system").
        _model_lower = (self.model or "").lower()
        if (
            sanitized_messages
            and sanitized_messages[0].get("role") == "system"
            and any(p in _model_lower for p in DEVELOPER_ROLE_MODELS)
        ):
            # Shallow-copy the list + first message only — rest stays shared.
            sanitized_messages = list(sanitized_messages)
            sanitized_messages[0] = {**sanitized_messages[0], "role": "developer"}

        provider_preferences = {}
        if self.providers_allowed:
            provider_preferences["only"] = self.providers_allowed
        if self.providers_ignored:
            provider_preferences["ignore"] = self.providers_ignored
        if self.providers_order:
            provider_preferences["order"] = self.providers_order
        if self.provider_sort:
            provider_preferences["sort"] = self.provider_sort
        if self.provider_require_parameters:
            provider_preferences["require_parameters"] = True
        if self.provider_data_collection:
            provider_preferences["data_collection"] = self.provider_data_collection

        api_kwargs = {
            "model": self.model,
            "messages": sanitized_messages,
            "timeout": float(os.getenv("HERMES_API_TIMEOUT", 1800.0)),
        }
        if self.tools:
            api_kwargs["tools"] = self.tools

        if self.max_tokens is not None:
            api_kwargs.update(self._max_tokens_param(self.max_tokens))
        elif self._is_openrouter_url() and "claude" in (self.model or "").lower():
            # OpenRouter translates requests to Anthropic's Messages API,
            # which requires max_tokens as a mandatory field.  When we omit
            # it, OpenRouter picks a default that can be too low — the model
            # spends its output budget on thinking and has almost nothing
            # left for the actual response (especially large tool calls like
            # write_file).  Sending the model's real output limit ensures
            # full capacity.  Other providers handle the default fine.
            try:
                from agent.anthropic_adapter import _get_anthropic_max_output
                _model_output_limit = _get_anthropic_max_output(self.model)
                api_kwargs["max_tokens"] = _model_output_limit
            except Exception:
                pass  # fail open — let OpenRouter pick its default

        extra_body = {}

        _is_openrouter = self._is_openrouter_url()
        _is_github_models = (
            "models.github.ai" in self._base_url_lower
            or "api.githubcopilot.com" in self._base_url_lower
        )

        # Provider preferences (only, ignore, order, sort) are OpenRouter-
        # specific.  Only send to OpenRouter-compatible endpoints.
        # TODO: Nous Portal will add transparent proxy support — re-enable
        # for _is_nous when their backend is updated.
        if provider_preferences and _is_openrouter:
            extra_body["provider"] = provider_preferences
        _is_nous = "nousresearch" in self._base_url_lower

        if self._supports_reasoning_extra_body():
            if _is_github_models:
                github_reasoning = self._github_models_reasoning_extra_body()
                if github_reasoning is not None:
                    extra_body["reasoning"] = github_reasoning
            else:
                if self.reasoning_config is not None:
                    rc = dict(self.reasoning_config)
                    # Nous Portal requires reasoning enabled — don't send
                    # enabled=false to it (would cause 400).
                    if _is_nous and rc.get("enabled") is False:
                        pass  # omit reasoning entirely for Nous when disabled
                    else:
                        extra_body["reasoning"] = rc
                else:
                    extra_body["reasoning"] = {
                        "enabled": True,
                        "effort": "medium"
                    }

        # Nous Portal product attribution
        if _is_nous:
            extra_body["tags"] = ["product=hermes-agent"]

        if extra_body:
            api_kwargs["extra_body"] = extra_body

        return api_kwargs

    def _supports_reasoning_extra_body(self) -> bool:
        """Return True when reasoning extra_body is safe to send for this route/model.

        OpenRouter forwards unknown extra_body fields to upstream providers.
        Some providers/routes reject `reasoning` with 400s, so gate it to
        known reasoning-capable model families and direct Nous Portal.
        """
        if "nousresearch" in self._base_url_lower:
            return True
        if "ai-gateway.vercel.sh" in self._base_url_lower:
            return True
        if "models.github.ai" in self._base_url_lower or "api.githubcopilot.com" in self._base_url_lower:
            try:
                from hermes_cli.models import github_model_reasoning_efforts

                return bool(github_model_reasoning_efforts(self.model))
            except Exception:
                return False
        if "openrouter" not in self._base_url_lower:
            return False
        if "api.mistral.ai" in self._base_url_lower:
            return False

        model = (self.model or "").lower()
        reasoning_model_prefixes = (
            "deepseek/",
            "anthropic/",
            "openai/",
            "x-ai/",
            "google/gemini-2",
            "qwen/qwen3",
        )
        return any(model.startswith(prefix) for prefix in reasoning_model_prefixes)

    def _github_models_reasoning_extra_body(self) -> dict | None:
        """Format reasoning payload for GitHub Models/OpenAI-compatible routes."""
        try:
            from hermes_cli.models import github_model_reasoning_efforts
        except Exception:
            return None

        supported_efforts = github_model_reasoning_efforts(self.model)
        if not supported_efforts:
            return None

        if self.reasoning_config and isinstance(self.reasoning_config, dict):
            if self.reasoning_config.get("enabled") is False:
                return None
            requested_effort = str(
                self.reasoning_config.get("effort", "medium")
            ).strip().lower()
        else:
            requested_effort = "medium"

        if requested_effort == "xhigh" and "high" in supported_efforts:
            requested_effort = "high"
        elif requested_effort not in supported_efforts:
            if requested_effort == "minimal" and "low" in supported_efforts:
                requested_effort = "low"
            elif "medium" in supported_efforts:
                requested_effort = "medium"
            else:
                requested_effort = supported_efforts[0]

        return {"effort": requested_effort}

    def _build_assistant_message(self, assistant_message, finish_reason: str) -> dict:
        """Build a normalized assistant message dict from an API response message.

        Handles reasoning extraction, reasoning_details, and optional tool_calls
        so both the tool-call path and the final-response path share one builder.
        """
        reasoning_text = self._extract_reasoning(assistant_message)
        _from_structured = bool(reasoning_text)

        # Fallback: extract inline <think> blocks from content when no structured
        # reasoning fields are present (some models/providers embed thinking
        # directly in the content rather than returning separate API fields).
        if not reasoning_text:
            content = assistant_message.content or ""
            think_blocks = re.findall(r'<think>(.*?)</think>', content, flags=re.DOTALL)
            if think_blocks:
                combined = "\n\n".join(b.strip() for b in think_blocks if b.strip())
                reasoning_text = combined or None

        if reasoning_text and self.verbose_logging:
            logging.debug(f"Captured reasoning ({len(reasoning_text)} chars): {reasoning_text}")

        if reasoning_text and self.reasoning_callback:
            # Skip callback when streaming is active — reasoning was already
            # displayed during the stream via one of two paths:
            #   (a) _fire_reasoning_delta (structured reasoning_content deltas)
            #   (b) _stream_delta tag extraction (<think>/<REASONING_SCRATCHPAD>)
            # When streaming is NOT active, always fire so non-streaming modes
            # (gateway, batch, quiet) still get reasoning.
            # Any reasoning that wasn't shown during streaming is caught by the
            # CLI post-response display fallback (cli.py _reasoning_shown_this_turn).
            if not self.stream_delta_callback:
                try:
                    self.reasoning_callback(reasoning_text)
                except Exception:
                    pass

        msg = {
            "role": "assistant",
            "content": assistant_message.content or "",
            "reasoning": reasoning_text,
            "finish_reason": finish_reason,
        }

        if hasattr(assistant_message, 'reasoning_details') and assistant_message.reasoning_details:
            # Pass reasoning_details back unmodified so providers (OpenRouter,
            # Anthropic, OpenAI) can maintain reasoning continuity across turns.
            # Each provider may include opaque fields (signature, encrypted_content)
            # that must be preserved exactly.
            raw_details = assistant_message.reasoning_details
            preserved = []
            for d in raw_details:
                if isinstance(d, dict):
                    preserved.append(d)
                elif hasattr(d, "__dict__"):
                    preserved.append(d.__dict__)
                elif hasattr(d, "model_dump"):
                    preserved.append(d.model_dump())
            if preserved:
                msg["reasoning_details"] = preserved

        # Codex Responses API: preserve encrypted reasoning items for
        # multi-turn continuity. These get replayed as input on the next turn.
        codex_items = getattr(assistant_message, "codex_reasoning_items", None)
        if codex_items:
            msg["codex_reasoning_items"] = codex_items

        if assistant_message.tool_calls:
            tool_calls = []
            for tool_call in assistant_message.tool_calls:
                raw_id = getattr(tool_call, "id", None)
                call_id = getattr(tool_call, "call_id", None)
                if not isinstance(call_id, str) or not call_id.strip():
                    embedded_call_id, _ = self._split_responses_tool_id(raw_id)
                    call_id = embedded_call_id
                if not isinstance(call_id, str) or not call_id.strip():
                    if isinstance(raw_id, str) and raw_id.strip():
                        call_id = raw_id.strip()
                    else:
                        _fn = getattr(tool_call, "function", None)
                        _fn_name = getattr(_fn, "name", "") if _fn else ""
                        _fn_args = getattr(_fn, "arguments", "{}") if _fn else "{}"
                        call_id = self._deterministic_call_id(_fn_name, _fn_args, len(tool_calls))
                call_id = call_id.strip()

                response_item_id = getattr(tool_call, "response_item_id", None)
                if not isinstance(response_item_id, str) or not response_item_id.strip():
                    _, embedded_response_item_id = self._split_responses_tool_id(raw_id)
                    response_item_id = embedded_response_item_id

                response_item_id = self._derive_responses_function_call_id(
                    call_id,
                    response_item_id if isinstance(response_item_id, str) else None,
                )

                tc_dict = {
                    "id": call_id,
                    "call_id": call_id,
                    "response_item_id": response_item_id,
                    "type": tool_call.type,
                    "function": {
                        "name": tool_call.function.name,
                        "arguments": tool_call.function.arguments
                    },
                }
                # Preserve extra_content (e.g. Gemini thought_signature) so it
                # is sent back on subsequent API calls.  Without this, Gemini 3
                # thinking models reject the request with a 400 error.
                extra = getattr(tool_call, "extra_content", None)
                if extra is not None:
                    if hasattr(extra, "model_dump"):
                        extra = extra.model_dump()
                    tc_dict["extra_content"] = extra
                tool_calls.append(tc_dict)
            msg["tool_calls"] = tool_calls

        return msg

    @staticmethod
    def _sanitize_tool_calls_for_strict_api(api_msg: dict) -> dict:
        """Strip Codex Responses API fields from tool_calls for strict providers.

        Providers like Mistral strictly validate the Chat Completions schema
        and reject unknown fields (call_id, response_item_id) with 422.
        These fields are preserved in the internal message history — this
        method only modifies the outgoing API copy.

        Creates new tool_call dicts rather than mutating in-place, so the
        original messages list retains call_id/response_item_id for Codex
        Responses API compatibility (e.g. if the session falls back to a
        Codex provider later).
        """
        tool_calls = api_msg.get("tool_calls")
        if not isinstance(tool_calls, list):
            return api_msg
        _STRIP_KEYS = {"call_id", "response_item_id"}
        api_msg["tool_calls"] = [
            {k: v for k, v in tc.items() if k not in _STRIP_KEYS}
            if isinstance(tc, dict) else tc
            for tc in tool_calls
        ]
        return api_msg

    def flush_memories(self, messages: list = None, min_turns: int = None):
        """Give the model one turn to persist memories before context is lost.

        Called before compression, session reset, or CLI exit. Injects a flush
        message, makes one API call, executes any memory tool calls, then
        strips all flush artifacts from the message list.

        Args:
            messages: The current conversation messages. If None, uses
                      self._session_messages (last run_conversation state).
            min_turns: Minimum user turns required to trigger the flush.
                       None = use config value (flush_min_turns).
                       0 = always flush (used for compression).
        """
        if self._memory_flush_min_turns == 0 and min_turns is None:
            return
        if "memory" not in self.valid_tool_names or not self._memory_store:
            return
        effective_min = min_turns if min_turns is not None else self._memory_flush_min_turns
        if self._user_turn_count < effective_min:
            return

        if messages is None:
            messages = getattr(self, '_session_messages', None)
        if not messages or len(messages) < 3:
            return

        flush_content = (
            "[System: The session is being compressed. "
            "Save anything worth remembering — prioritize user preferences, "
            "corrections, and recurring patterns over task-specific details.]"
        )
        _sentinel = f"__flush_{id(self)}_{time.monotonic()}"
        flush_msg = {"role": "user", "content": flush_content, "_flush_sentinel": _sentinel}
        messages.append(flush_msg)

        try:
            # Build API messages for the flush call
            _is_strict_api = "api.mistral.ai" in self._base_url_lower
            api_messages = []
            for msg in messages:
                api_msg = msg.copy()
                if msg.get("role") == "assistant":
                    reasoning = msg.get("reasoning")
                    if reasoning:
                        api_msg["reasoning_content"] = reasoning
                api_msg.pop("reasoning", None)
                api_msg.pop("finish_reason", None)
                api_msg.pop("_flush_sentinel", None)
                if _is_strict_api:
                    self._sanitize_tool_calls_for_strict_api(api_msg)
                api_messages.append(api_msg)

            if self._cached_system_prompt:
                api_messages = [{"role": "system", "content": self._cached_system_prompt}] + api_messages

            # Make one API call with only the memory tool available
            memory_tool_def = None
            for t in (self.tools or []):
                if t.get("function", {}).get("name") == "memory":
                    memory_tool_def = t
                    break

            if not memory_tool_def:
                messages.pop()  # remove flush msg
                return

            # Use auxiliary client for the flush call when available --
            # it's cheaper and avoids Codex Responses API incompatibility.
            from agent.auxiliary_client import call_llm as _call_llm
            _aux_available = True
            try:
                response = _call_llm(
                    task="flush_memories",
                    messages=api_messages,
                    tools=[memory_tool_def],
                    temperature=0.3,
                    max_tokens=5120,
                    timeout=30.0,
                )
            except RuntimeError:
                _aux_available = False
                response = None

            if not _aux_available and self.api_mode == "codex_responses":
                # No auxiliary client -- use the Codex Responses path directly
                codex_kwargs = self._build_api_kwargs(api_messages)
                codex_kwargs["tools"] = self._responses_tools([memory_tool_def])
                codex_kwargs["temperature"] = 0.3
                if "max_output_tokens" in codex_kwargs:
                    codex_kwargs["max_output_tokens"] = 5120
                response = self._run_codex_stream(codex_kwargs)
            elif not _aux_available and self.api_mode == "anthropic_messages":
                # Native Anthropic — use the Anthropic client directly
                from agent.anthropic_adapter import build_anthropic_kwargs as _build_ant_kwargs
                ant_kwargs = _build_ant_kwargs(
                    model=self.model, messages=api_messages,
                    tools=[memory_tool_def], max_tokens=5120,
                    reasoning_config=None,
                    preserve_dots=self._anthropic_preserve_dots(),
                )
                response = self._anthropic_messages_create(ant_kwargs)
            elif not _aux_available:
                api_kwargs = {
                    "model": self.model,
                    "messages": api_messages,
                    "tools": [memory_tool_def],
                    "temperature": 0.3,
                    **self._max_tokens_param(5120),
                }
                response = self._ensure_primary_openai_client(reason="flush_memories").chat.completions.create(**api_kwargs, timeout=30.0)

            # Extract tool calls from the response, handling all API formats
            tool_calls = []
            if self.api_mode == "codex_responses" and not _aux_available:
                assistant_msg, _ = self._normalize_codex_response(response)
                if assistant_msg and assistant_msg.tool_calls:
                    tool_calls = assistant_msg.tool_calls
            elif self.api_mode == "anthropic_messages" and not _aux_available:
                from agent.anthropic_adapter import normalize_anthropic_response as _nar_flush
                _flush_msg, _ = _nar_flush(response, strip_tool_prefix=self._is_anthropic_oauth)
                if _flush_msg and _flush_msg.tool_calls:
                    tool_calls = _flush_msg.tool_calls
            elif hasattr(response, "choices") and response.choices:
                assistant_message = response.choices[0].message
                if assistant_message.tool_calls:
                    tool_calls = assistant_message.tool_calls

            for tc in tool_calls:
                if tc.function.name == "memory":
                    try:
                        args = json.loads(tc.function.arguments)
                        flush_target = args.get("target", "memory")
                        from tools.memory_tool import memory_tool as _memory_tool
                        result = _memory_tool(
                            action=args.get("action"),
                            target=flush_target,
                            content=args.get("content"),
                            old_text=args.get("old_text"),
                            store=self._memory_store,
                        )
                        if not self.quiet_mode:
                            print(f"  🧠 Memory flush: saved to {args.get('target', 'memory')}")
                    except Exception as e:
                        logger.debug("Memory flush tool call failed: %s", e)
        except Exception as e:
            logger.debug("Memory flush API call failed: %s", e)
        finally:
            # Strip flush artifacts: remove everything from the flush message onward.
            # Use sentinel marker instead of identity check for robustness.
            while messages and messages[-1].get("_flush_sentinel") != _sentinel:
                messages.pop()
                if not messages:
                    break
            if messages and messages[-1].get("_flush_sentinel") == _sentinel:
                messages.pop()

    def _compress_context(self, messages: list, system_message: str, *, approx_tokens: int = None, task_id: str = "default") -> tuple:
        """Compress conversation context and split the session in SQLite.

        Returns:
            (compressed_messages, new_system_prompt) tuple
        """
        # Pre-compression memory flush: let the model save memories before they're lost
        self.flush_memories(messages, min_turns=0)

        # Notify external memory provider before compression discards context
        if self._memory_manager:
            try:
                self._memory_manager.on_pre_compress(messages)
            except Exception:
                pass

        compressed = self.context_compressor.compress(messages, current_tokens=approx_tokens)

        todo_snapshot = self._todo_store.format_for_injection()
        if todo_snapshot:
            compressed.append({"role": "user", "content": todo_snapshot})

        self._invalidate_system_prompt()
        new_system_prompt = self._build_system_prompt(system_message)
        self._cached_system_prompt = new_system_prompt

        if self._session_db:
            try:
                # Propagate title to the new session with auto-numbering
                old_title = self._session_db.get_session_title(self.session_id)
                self._session_db.end_session(self.session_id, "compression")
                old_session_id = self.session_id
                self.session_id = f"{datetime.now().strftime('%Y%m%d_%H%M%S')}_{uuid.uuid4().hex[:6]}"
                # Update session_log_file to point to the new session's JSON file
                self.session_log_file = self.logs_dir / f"session_{self.session_id}.json"
                self._session_db.create_session(
                    session_id=self.session_id,
                    source=self.platform or os.environ.get("HERMES_SESSION_SOURCE", "cli"),
                    model=self.model,
                    parent_session_id=old_session_id,
                )
                # Auto-number the title for the continuation session
                if old_title:
                    try:
                        new_title = self._session_db.get_next_title_in_lineage(old_title)
                        self._session_db.set_session_title(self.session_id, new_title)
                    except (ValueError, Exception) as e:
                        logger.debug("Could not propagate title on compression: %s", e)
                self._session_db.update_system_prompt(self.session_id, new_system_prompt)
                # Reset flush cursor — new session starts with no messages written
                self._last_flushed_db_idx = 0
            except Exception as e:
                logger.warning("Session DB compression split failed — new session will NOT be indexed: %s", e)

        # Update token estimate after compaction so pressure calculations
        # use the post-compression count, not the stale pre-compression one.
        _compressed_est = (
            estimate_tokens_rough(new_system_prompt)
            + estimate_messages_tokens_rough(compressed)
        )
        self.context_compressor.last_prompt_tokens = _compressed_est
        self.context_compressor.last_completion_tokens = 0

        # Only reset the pressure warning if compression actually brought
        # us below the warning level (85% of threshold).  When compression
        # can't reduce enough (e.g. threshold is very low, or system prompt
        # alone exceeds the warning level), keep the flag set to prevent
        # spamming the user with repeated warnings every loop iteration.
        if self.context_compressor.threshold_tokens > 0:
            _post_progress = _compressed_est / self.context_compressor.threshold_tokens
            if _post_progress < 0.85:
                self._context_pressure_warned = False

        # Clear the file-read dedup cache.  After compression the original
        # read content is summarised away — if the model re-reads the same
        # file it needs the full content, not a "file unchanged" stub.
        try:
            from tools.file_tools import reset_file_dedup
            reset_file_dedup(task_id)
        except Exception:
            pass

        return compressed, new_system_prompt

    def _execute_tool_calls(self, assistant_message, messages: list, effective_task_id: str, api_call_count: int = 0) -> None:
        """Execute tool calls from the assistant message and append results to messages.

        Dispatches to concurrent execution only for batches that look
        independent: read-only tools may always share the parallel path, while
        file reads/writes may do so only when their target paths do not overlap.
        """
        tool_calls = assistant_message.tool_calls

        # Allow _vprint during tool execution even with stream consumers
        self._executing_tools = True
        try:
            if not _should_parallelize_tool_batch(tool_calls):
                return self._execute_tool_calls_sequential(
                    assistant_message, messages, effective_task_id, api_call_count
                )

            return self._execute_tool_calls_concurrent(
                assistant_message, messages, effective_task_id, api_call_count
            )
        finally:
            self._executing_tools = False

    def _invoke_tool(self, function_name: str, function_args: dict, effective_task_id: str) -> str:
        """Invoke a single tool and return the result string. No display logic.

        Handles both agent-level tools (todo, memory, etc.) and registry-dispatched
        tools. Used by the concurrent execution path; the sequential path retains
        its own inline invocation for backward-compatible display handling.
        """
        if function_name == "todo":
            from tools.todo_tool import todo_tool as _todo_tool
            return _todo_tool(
                todos=function_args.get("todos"),
                merge=function_args.get("merge", False),
                store=self._todo_store,
            )
        elif function_name == "session_search":
            if not self._session_db:
                return json.dumps({"success": False, "error": "Session database not available."})
            from tools.session_search_tool import session_search as _session_search
            return _session_search(
                query=function_args.get("query", ""),
                role_filter=function_args.get("role_filter"),
                limit=function_args.get("limit", 3),
                db=self._session_db,
                current_session_id=self.session_id,
            )
        elif function_name == "memory":
            target = function_args.get("target", "memory")
            from tools.memory_tool import memory_tool as _memory_tool
            result = _memory_tool(
                action=function_args.get("action"),
                target=target,
                content=function_args.get("content"),
                old_text=function_args.get("old_text"),
                store=self._memory_store,
            )
            # Bridge: notify external memory provider of built-in memory writes
            if self._memory_manager and function_args.get("action") in ("add", "replace"):
                try:
                    self._memory_manager.on_memory_write(
                        function_args.get("action", ""),
                        target,
                        function_args.get("content", ""),
                    )
                except Exception:
                    pass
            return result
        elif self._memory_manager and self._memory_manager.has_tool(function_name):
            return self._memory_manager.handle_tool_call(function_name, function_args)
        elif function_name == "clarify":
            from tools.clarify_tool import clarify_tool as _clarify_tool
            return _clarify_tool(
                question=function_args.get("question", ""),
                choices=function_args.get("choices"),
                callback=self.clarify_callback,
            )
        elif function_name == "delegate_task":
            from tools.delegate_tool import delegate_task as _delegate_task
            return _delegate_task(
                goal=function_args.get("goal"),
                context=function_args.get("context"),
                toolsets=function_args.get("toolsets"),
                tasks=function_args.get("tasks"),
                max_iterations=function_args.get("max_iterations"),
                parent_agent=self,
            )
        else:
            return handle_function_call(
                function_name, function_args, effective_task_id,
                enabled_tools=list(self.valid_tool_names) if self.valid_tool_names else None,
            )

    def _execute_tool_calls_concurrent(self, assistant_message, messages: list, effective_task_id: str, api_call_count: int = 0) -> None:
        """Execute multiple tool calls concurrently using a thread pool.

        Results are collected in the original tool-call order and appended to
        messages so the API sees them in the expected sequence.
        """
        tool_calls = assistant_message.tool_calls
        num_tools = len(tool_calls)

        # ── Pre-flight: interrupt check ──────────────────────────────────
        if self._interrupt_requested:
            print(f"{self.log_prefix}⚡ Interrupt: skipping {num_tools} tool call(s)")
            for tc in tool_calls:
                messages.append({
                    "role": "tool",
                    "content": f"[Tool execution cancelled — {tc.function.name} was skipped due to user interrupt]",
                    "tool_call_id": tc.id,
                })
            return

        # ── Parse args + pre-execution bookkeeping ───────────────────────
        parsed_calls = []  # list of (tool_call, function_name, function_args)
        for tool_call in tool_calls:
            function_name = tool_call.function.name

            # Reset nudge counters
            if function_name == "memory":
                self._turns_since_memory = 0
            elif function_name == "skill_manage":
                self._iters_since_skill = 0

            try:
                function_args = json.loads(tool_call.function.arguments)
            except json.JSONDecodeError:
                function_args = {}
            if not isinstance(function_args, dict):
                function_args = {}

            # Checkpoint for file-mutating tools
            if function_name in ("write_file", "patch") and self._checkpoint_mgr.enabled:
                try:
                    file_path = function_args.get("path", "")
                    if file_path:
                        work_dir = self._checkpoint_mgr.get_working_dir_for_path(file_path)
                        self._checkpoint_mgr.ensure_checkpoint(work_dir, f"before {function_name}")
                except Exception:
                    pass

            # Checkpoint before destructive terminal commands
            if function_name == "terminal" and self._checkpoint_mgr.enabled:
                try:
                    cmd = function_args.get("command", "")
                    if _is_destructive_command(cmd):
                        cwd = function_args.get("workdir") or os.getenv("TERMINAL_CWD", os.getcwd())
                        self._checkpoint_mgr.ensure_checkpoint(
                            cwd, f"before terminal: {cmd[:60]}"
                        )
                except Exception:
                    pass

            parsed_calls.append((tool_call, function_name, function_args))

        # ── Logging / callbacks ──────────────────────────────────────────
        tool_names_str = ", ".join(name for _, name, _ in parsed_calls)
        if not self.quiet_mode:
            print(f"  ⚡ Concurrent: {num_tools} tool calls — {tool_names_str}")
            for i, (tc, name, args) in enumerate(parsed_calls, 1):
                args_str = json.dumps(args, ensure_ascii=False)
                if self.verbose_logging:
                    print(f"  📞 Tool {i}: {name}({list(args.keys())})")
                    print(f"     Args: {args_str}")
                else:
                    args_preview = args_str[:self.log_prefix_chars] + "..." if len(args_str) > self.log_prefix_chars else args_str
                    print(f"  📞 Tool {i}: {name}({list(args.keys())}) - {args_preview}")

        for tc, name, args in parsed_calls:
            if self.tool_progress_callback:
                try:
                    preview = _build_tool_preview(name, args)
                    self.tool_progress_callback(name, preview, args)
                except Exception as cb_err:
                    logging.debug(f"Tool progress callback error: {cb_err}")

        for tc, name, args in parsed_calls:
            if self.tool_start_callback:
                try:
                    self.tool_start_callback(tc.id, name, args)
                except Exception as cb_err:
                    logging.debug(f"Tool start callback error: {cb_err}")

        # ── Concurrent execution ─────────────────────────────────────────
        # Each slot holds (function_name, function_args, function_result, duration, error_flag)
        results = [None] * num_tools

        def _run_tool(index, tool_call, function_name, function_args):
            """Worker function executed in a thread."""
            start = time.time()
            try:
                result = self._invoke_tool(function_name, function_args, effective_task_id)
            except Exception as tool_error:
                result = f"Error executing tool '{function_name}': {tool_error}"
                logger.error("_invoke_tool raised for %s: %s", function_name, tool_error, exc_info=True)
            duration = time.time() - start
            is_error, _ = _detect_tool_failure(function_name, result)
            results[index] = (function_name, function_args, result, duration, is_error)

        # Start spinner for CLI mode (skip when TUI handles tool progress)
        spinner = None
        if self.quiet_mode and not self.tool_progress_callback:
            face = random.choice(KawaiiSpinner.KAWAII_WAITING)
            spinner = KawaiiSpinner(f"{face} ⚡ running {num_tools} tools concurrently", spinner_type='dots', print_fn=self._print_fn)
            spinner.start()

        try:
            max_workers = min(num_tools, _MAX_TOOL_WORKERS)
            with concurrent.futures.ThreadPoolExecutor(max_workers=max_workers) as executor:
                futures = []
                for i, (tc, name, args) in enumerate(parsed_calls):
                    f = executor.submit(_run_tool, i, tc, name, args)
                    futures.append(f)

                # Wait for all to complete (exceptions are captured inside _run_tool)
                concurrent.futures.wait(futures)
        finally:
            if spinner:
                # Build a summary message for the spinner stop
                completed = sum(1 for r in results if r is not None)
                total_dur = sum(r[3] for r in results if r is not None)
                spinner.stop(f"⚡ {completed}/{num_tools} tools completed in {total_dur:.1f}s total")

        # ── Post-execution: display per-tool results ─────────────────────
        for i, (tc, name, args) in enumerate(parsed_calls):
            r = results[i]
            if r is None:
                # Shouldn't happen, but safety fallback
                function_result = f"Error executing tool '{name}': thread did not return a result"
                tool_duration = 0.0
            else:
                function_name, function_args, function_result, tool_duration, is_error = r

                if is_error:
                    result_preview = function_result[:200] if len(function_result) > 200 else function_result
                    logger.warning("Tool %s returned error (%.2fs): %s", function_name, tool_duration, result_preview)

                if self.verbose_logging:
                    logging.debug(f"Tool {function_name} completed in {tool_duration:.2f}s")
                    logging.debug(f"Tool result ({len(function_result)} chars): {function_result}")

            # Print cute message per tool
            if self.quiet_mode:
                cute_msg = _get_cute_tool_message_impl(name, args, tool_duration, result=function_result)
                self._safe_print(f"  {cute_msg}")
            elif not self.quiet_mode:
                if self.verbose_logging:
                    print(f"  ✅ Tool {i+1} completed in {tool_duration:.2f}s")
                    print(f"     Result: {function_result}")
                else:
                    response_preview = function_result[:self.log_prefix_chars] + "..." if len(function_result) > self.log_prefix_chars else function_result
                    print(f"  ✅ Tool {i+1} completed in {tool_duration:.2f}s - {response_preview}")

            if self.tool_complete_callback:
                try:
                    self.tool_complete_callback(tc.id, name, args, function_result)
                except Exception as cb_err:
                    logging.debug(f"Tool complete callback error: {cb_err}")

            # Truncate oversized results
            MAX_TOOL_RESULT_CHARS = 100_000
            if len(function_result) > MAX_TOOL_RESULT_CHARS:
                original_len = len(function_result)
                function_result = (
                    function_result[:MAX_TOOL_RESULT_CHARS]
                    + f"\n\n[Truncated: tool response was {original_len:,} chars, "
                    f"exceeding the {MAX_TOOL_RESULT_CHARS:,} char limit]"
                )

            # Append tool result message in order
            tool_msg = {
                "role": "tool",
                "content": function_result,
                "tool_call_id": tc.id,
            }
            messages.append(tool_msg)

        # ── Budget pressure injection ────────────────────────────────────
        budget_warning = self._get_budget_warning(api_call_count)
        if budget_warning and messages and messages[-1].get("role") == "tool":
            last_content = messages[-1]["content"]
            try:
                parsed = json.loads(last_content)
                if isinstance(parsed, dict):
                    parsed["_budget_warning"] = budget_warning
                    messages[-1]["content"] = json.dumps(parsed, ensure_ascii=False)
                else:
                    messages[-1]["content"] = last_content + f"\n\n{budget_warning}"
            except (json.JSONDecodeError, TypeError):
                messages[-1]["content"] = last_content + f"\n\n{budget_warning}"
            if not self.quiet_mode:
                remaining = self.max_iterations - api_call_count
                tier = "⚠️  WARNING" if remaining <= self.max_iterations * 0.1 else "💡 CAUTION"
                print(f"{self.log_prefix}{tier}: {remaining} iterations remaining")

    def _execute_tool_calls_sequential(self, assistant_message, messages: list, effective_task_id: str, api_call_count: int = 0) -> None:
        """Execute tool calls sequentially (original behavior). Used for single calls or interactive tools."""
        for i, tool_call in enumerate(assistant_message.tool_calls, 1):
            # SAFETY: check interrupt BEFORE starting each tool.
            # If the user sent "stop" during a previous tool's execution,
            # do NOT start any more tools -- skip them all immediately.
            if self._interrupt_requested:
                remaining_calls = assistant_message.tool_calls[i-1:]
                if remaining_calls:
                    self._vprint(f"{self.log_prefix}⚡ Interrupt: skipping {len(remaining_calls)} tool call(s)", force=True)
                for skipped_tc in remaining_calls:
                    skipped_name = skipped_tc.function.name
                    skip_msg = {
                        "role": "tool",
                        "content": f"[Tool execution cancelled — {skipped_name} was skipped due to user interrupt]",
                        "tool_call_id": skipped_tc.id,
                    }
                    messages.append(skip_msg)
                break

            function_name = tool_call.function.name

            # Reset nudge counters when the relevant tool is actually used
            if function_name == "memory":
                self._turns_since_memory = 0
            elif function_name == "skill_manage":
                self._iters_since_skill = 0

            try:
                function_args = json.loads(tool_call.function.arguments)
            except json.JSONDecodeError as e:
                logging.warning(f"Unexpected JSON error after validation: {e}")
                function_args = {}
            if not isinstance(function_args, dict):
                function_args = {}

            if not self.quiet_mode:
                args_str = json.dumps(function_args, ensure_ascii=False)
                if self.verbose_logging:
                    print(f"  📞 Tool {i}: {function_name}({list(function_args.keys())})")
                    print(f"     Args: {args_str}")
                else:
                    args_preview = args_str[:self.log_prefix_chars] + "..." if len(args_str) > self.log_prefix_chars else args_str
                    print(f"  📞 Tool {i}: {function_name}({list(function_args.keys())}) - {args_preview}")

            if self.tool_progress_callback:
                try:
                    preview = _build_tool_preview(function_name, function_args)
                    self.tool_progress_callback(function_name, preview, function_args)
                except Exception as cb_err:
                    logging.debug(f"Tool progress callback error: {cb_err}")

            if self.tool_start_callback:
                try:
                    self.tool_start_callback(tool_call.id, function_name, function_args)
                except Exception as cb_err:
                    logging.debug(f"Tool start callback error: {cb_err}")

            # Checkpoint: snapshot working dir before file-mutating tools
            if function_name in ("write_file", "patch") and self._checkpoint_mgr.enabled:
                try:
                    file_path = function_args.get("path", "")
                    if file_path:
                        work_dir = self._checkpoint_mgr.get_working_dir_for_path(file_path)
                        self._checkpoint_mgr.ensure_checkpoint(
                            work_dir, f"before {function_name}"
                        )
                except Exception:
                    pass  # never block tool execution

            # Checkpoint before destructive terminal commands
            if function_name == "terminal" and self._checkpoint_mgr.enabled:
                try:
                    cmd = function_args.get("command", "")
                    if _is_destructive_command(cmd):
                        cwd = function_args.get("workdir") or os.getenv("TERMINAL_CWD", os.getcwd())
                        self._checkpoint_mgr.ensure_checkpoint(
                            cwd, f"before terminal: {cmd[:60]}"
                        )
                except Exception:
                    pass  # never block tool execution

            tool_start_time = time.time()

            if function_name == "todo":
                from tools.todo_tool import todo_tool as _todo_tool
                function_result = _todo_tool(
                    todos=function_args.get("todos"),
                    merge=function_args.get("merge", False),
                    store=self._todo_store,
                )
                tool_duration = time.time() - tool_start_time
                if self.quiet_mode:
                    self._vprint(f"  {_get_cute_tool_message_impl('todo', function_args, tool_duration, result=function_result)}")
            elif function_name == "session_search":
                if not self._session_db:
                    function_result = json.dumps({"success": False, "error": "Session database not available."})
                else:
                    from tools.session_search_tool import session_search as _session_search
                    function_result = _session_search(
                        query=function_args.get("query", ""),
                        role_filter=function_args.get("role_filter"),
                        limit=function_args.get("limit", 3),
                        db=self._session_db,
                        current_session_id=self.session_id,
                    )
                tool_duration = time.time() - tool_start_time
                if self.quiet_mode:
                    self._vprint(f"  {_get_cute_tool_message_impl('session_search', function_args, tool_duration, result=function_result)}")
            elif function_name == "memory":
                target = function_args.get("target", "memory")
                from tools.memory_tool import memory_tool as _memory_tool
                function_result = _memory_tool(
                    action=function_args.get("action"),
                    target=target,
                    content=function_args.get("content"),
                    old_text=function_args.get("old_text"),
                    store=self._memory_store,
                )
                tool_duration = time.time() - tool_start_time
                if self.quiet_mode:
                    self._vprint(f"  {_get_cute_tool_message_impl('memory', function_args, tool_duration, result=function_result)}")
            elif function_name == "clarify":
                from tools.clarify_tool import clarify_tool as _clarify_tool
                function_result = _clarify_tool(
                    question=function_args.get("question", ""),
                    choices=function_args.get("choices"),
                    callback=self.clarify_callback,
                )
                tool_duration = time.time() - tool_start_time
                if self.quiet_mode:
                    self._vprint(f"  {_get_cute_tool_message_impl('clarify', function_args, tool_duration, result=function_result)}")
            elif function_name == "delegate_task":
                from tools.delegate_tool import delegate_task as _delegate_task
                tasks_arg = function_args.get("tasks")
                if tasks_arg and isinstance(tasks_arg, list):
                    spinner_label = f"🔀 delegating {len(tasks_arg)} tasks"
                else:
                    goal_preview = (function_args.get("goal") or "")[:30]
                    spinner_label = f"🔀 {goal_preview}" if goal_preview else "🔀 delegating"
                spinner = None
                if self.quiet_mode and not self.tool_progress_callback:
                    face = random.choice(KawaiiSpinner.KAWAII_WAITING)
                    spinner = KawaiiSpinner(f"{face} {spinner_label}", spinner_type='dots', print_fn=self._print_fn)
                    spinner.start()
                self._delegate_spinner = spinner
                _delegate_result = None
                try:
                    function_result = _delegate_task(
                        goal=function_args.get("goal"),
                        context=function_args.get("context"),
                        toolsets=function_args.get("toolsets"),
                        tasks=tasks_arg,
                        max_iterations=function_args.get("max_iterations"),
                        parent_agent=self,
                    )
                    _delegate_result = function_result
                finally:
                    self._delegate_spinner = None
                    tool_duration = time.time() - tool_start_time
                    cute_msg = _get_cute_tool_message_impl('delegate_task', function_args, tool_duration, result=_delegate_result)
                    if spinner:
                        spinner.stop(cute_msg)
                    elif self.quiet_mode:
                        self._vprint(f"  {cute_msg}")
            elif self.quiet_mode:
                spinner = None
                if not self.tool_progress_callback:
                    face = random.choice(KawaiiSpinner.KAWAII_WAITING)
                    emoji = _get_tool_emoji(function_name)
                    preview = _build_tool_preview(function_name, function_args) or function_name
                    spinner = KawaiiSpinner(f"{face} {emoji} {preview}", spinner_type='dots', print_fn=self._print_fn)
                    spinner.start()
                _spinner_result = None
                try:
                    function_result = handle_function_call(
                        function_name, function_args, effective_task_id,
                        enabled_tools=list(self.valid_tool_names) if self.valid_tool_names else None,
                    )
                    _spinner_result = function_result
                except Exception as tool_error:
                    function_result = f"Error executing tool '{function_name}': {tool_error}"
                    logger.error("handle_function_call raised for %s: %s", function_name, tool_error, exc_info=True)
                finally:
                    tool_duration = time.time() - tool_start_time
                    cute_msg = _get_cute_tool_message_impl(function_name, function_args, tool_duration, result=_spinner_result)
                    if spinner:
                        spinner.stop(cute_msg)
                    else:
                        self._vprint(f"  {cute_msg}")
            else:
                try:
                    function_result = handle_function_call(
                        function_name, function_args, effective_task_id,
                        enabled_tools=list(self.valid_tool_names) if self.valid_tool_names else None,
                    )
                except Exception as tool_error:
                    function_result = f"Error executing tool '{function_name}': {tool_error}"
                    logger.error("handle_function_call raised for %s: %s", function_name, tool_error, exc_info=True)
                tool_duration = time.time() - tool_start_time

            result_preview = function_result if self.verbose_logging else (
                function_result[:200] if len(function_result) > 200 else function_result
            )

            # Log tool errors to the persistent error log so [error] tags
            # in the UI always have a corresponding detailed entry on disk.
            _is_error_result, _ = _detect_tool_failure(function_name, function_result)
            if _is_error_result:
                logger.warning("Tool %s returned error (%.2fs): %s", function_name, tool_duration, result_preview)

            if self.verbose_logging:
                logging.debug(f"Tool {function_name} completed in {tool_duration:.2f}s")
                logging.debug(f"Tool result ({len(function_result)} chars): {function_result}")

            if self.tool_complete_callback:
                try:
                    self.tool_complete_callback(tool_call.id, function_name, function_args, function_result)
                except Exception as cb_err:
                    logging.debug(f"Tool complete callback error: {cb_err}")

            # Guard against tools returning absurdly large content that would
            # blow up the context window. 100K chars ≈ 25K tokens — generous
            # enough for any reasonable tool output but prevents catastrophic
            # context explosions (e.g. accidental base64 image dumps).
            MAX_TOOL_RESULT_CHARS = 100_000
            if len(function_result) > MAX_TOOL_RESULT_CHARS:
                original_len = len(function_result)
                function_result = (
                    function_result[:MAX_TOOL_RESULT_CHARS]
                    + f"\n\n[Truncated: tool response was {original_len:,} chars, "
                    f"exceeding the {MAX_TOOL_RESULT_CHARS:,} char limit]"
                )

            tool_msg = {
                "role": "tool",
                "content": function_result,
                "tool_call_id": tool_call.id
            }
            messages.append(tool_msg)

            if not self.quiet_mode:
                if self.verbose_logging:
                    print(f"  ✅ Tool {i} completed in {tool_duration:.2f}s")
                    print(f"     Result: {function_result}")
                else:
                    response_preview = function_result[:self.log_prefix_chars] + "..." if len(function_result) > self.log_prefix_chars else function_result
                    print(f"  ✅ Tool {i} completed in {tool_duration:.2f}s - {response_preview}")

            if self._interrupt_requested and i < len(assistant_message.tool_calls):
                remaining = len(assistant_message.tool_calls) - i
                self._vprint(f"{self.log_prefix}⚡ Interrupt: skipping {remaining} remaining tool call(s)", force=True)
                for skipped_tc in assistant_message.tool_calls[i:]:
                    skipped_name = skipped_tc.function.name
                    skip_msg = {
                        "role": "tool",
                        "content": f"[Tool execution skipped — {skipped_name} was not started. User sent a new message]",
                        "tool_call_id": skipped_tc.id
                    }
                    messages.append(skip_msg)
                break

            if self.tool_delay > 0 and i < len(assistant_message.tool_calls):
                time.sleep(self.tool_delay)

        # ── Budget pressure injection ─────────────────────────────────
        # After all tool calls in this turn are processed, check if we're
        # approaching max_iterations. If so, inject a warning into the LAST
        # tool result's JSON so the LLM sees it naturally when reading results.
        budget_warning = self._get_budget_warning(api_call_count)
        if budget_warning and messages and messages[-1].get("role") == "tool":
            last_content = messages[-1]["content"]
            try:
                parsed = json.loads(last_content)
                if isinstance(parsed, dict):
                    parsed["_budget_warning"] = budget_warning
                    messages[-1]["content"] = json.dumps(parsed, ensure_ascii=False)
                else:
                    messages[-1]["content"] = last_content + f"\n\n{budget_warning}"
            except (json.JSONDecodeError, TypeError):
                messages[-1]["content"] = last_content + f"\n\n{budget_warning}"
            if not self.quiet_mode:
                remaining = self.max_iterations - api_call_count
                tier = "⚠️  WARNING" if remaining <= self.max_iterations * 0.1 else "💡 CAUTION"
                print(f"{self.log_prefix}{tier}: {remaining} iterations remaining")

    def _get_budget_warning(self, api_call_count: int) -> Optional[str]:
        """Return a budget pressure string, or None if not yet needed.

        Two-tier system:
          - Caution (70%): nudge to consolidate work
          - Warning (90%): urgent, must respond now
        """
        if not self._budget_pressure_enabled or self.max_iterations <= 0:
            return None
        progress = api_call_count / self.max_iterations
        remaining = self.max_iterations - api_call_count
        if progress >= self._budget_warning_threshold:
            return (
                f"[BUDGET WARNING: Iteration {api_call_count}/{self.max_iterations}. "
                f"Only {remaining} iteration(s) left. "
                "Provide your final response NOW. No more tool calls unless absolutely critical.]"
            )
        if progress >= self._budget_caution_threshold:
            return (
                f"[BUDGET: Iteration {api_call_count}/{self.max_iterations}. "
                f"{remaining} iterations left. Start consolidating your work.]"
            )
        return None

    def _emit_context_pressure(self, compaction_progress: float, compressor) -> None:
        """Notify the user that context is approaching the compaction threshold.

        Args:
            compaction_progress: How close to compaction (0.0–1.0, where 1.0 = fires).
            compressor: The ContextCompressor instance (for threshold/context info).

        Purely user-facing — does NOT modify the message stream.
        For CLI: prints a formatted line with a progress bar.
        For gateway: fires status_callback so the platform can send a chat message.
        """
        from agent.display import format_context_pressure, format_context_pressure_gateway

        threshold_pct = compressor.threshold_tokens / compressor.context_length if compressor.context_length else 0.5

        # CLI output — always shown (these are user-facing status notifications,
        # not verbose debug output, so they bypass quiet_mode).
        # Gateway users also get the callback below.
        if self.platform in (None, "cli"):
            line = format_context_pressure(
                compaction_progress=compaction_progress,
                threshold_tokens=compressor.threshold_tokens,
                threshold_percent=threshold_pct,
                compression_enabled=self.compression_enabled,
            )
            self._safe_print(line)

        # Gateway / external consumers
        if self.status_callback:
            try:
                msg = format_context_pressure_gateway(
                    compaction_progress=compaction_progress,
                    threshold_percent=threshold_pct,
                    compression_enabled=self.compression_enabled,
                )
                self.status_callback("context_pressure", msg)
            except Exception:
                logger.debug("status_callback error in context pressure", exc_info=True)

    def _handle_max_iterations(self, messages: list, api_call_count: int) -> str:
        """Request a summary when max iterations are reached. Returns the final response text."""
        print(f"⚠️  Reached maximum iterations ({self.max_iterations}). Requesting summary...")

        summary_request = (
            "You've reached the maximum number of tool-calling iterations allowed. "
            "Please provide a final response summarizing what you've found and accomplished so far, "
            "without calling any more tools."
        )
        messages.append({"role": "user", "content": summary_request})

        try:
            # Build API messages, stripping internal-only fields
            # (finish_reason, reasoning) that strict APIs like Mistral reject with 422
            _is_strict_api = "api.mistral.ai" in self._base_url_lower
            api_messages = []
            for msg in messages:
                api_msg = msg.copy()
                for internal_field in ("reasoning", "finish_reason"):
                    api_msg.pop(internal_field, None)
                if _is_strict_api:
                    self._sanitize_tool_calls_for_strict_api(api_msg)
                api_messages.append(api_msg)

            effective_system = self._cached_system_prompt or ""
            if self.ephemeral_system_prompt:
                effective_system = (effective_system + "\n\n" + self.ephemeral_system_prompt).strip()
            if effective_system:
                api_messages = [{"role": "system", "content": effective_system}] + api_messages
            if self.prefill_messages:
                sys_offset = 1 if effective_system else 0
                for idx, pfm in enumerate(self.prefill_messages):
                    api_messages.insert(sys_offset + idx, pfm.copy())

            summary_extra_body = {}
            _is_nous = "nousresearch" in self._base_url_lower
            if self._supports_reasoning_extra_body():
                if self.reasoning_config is not None:
                    summary_extra_body["reasoning"] = self.reasoning_config
                else:
                    summary_extra_body["reasoning"] = {
                        "enabled": True,
                        "effort": "medium"
                    }
            if _is_nous:
                summary_extra_body["tags"] = ["product=hermes-agent"]

            if self.api_mode == "codex_responses":
                codex_kwargs = self._build_api_kwargs(api_messages)
                codex_kwargs.pop("tools", None)
                summary_response = self._run_codex_stream(codex_kwargs)
                assistant_message, _ = self._normalize_codex_response(summary_response)
                final_response = (assistant_message.content or "").strip() if assistant_message else ""
            else:
                summary_kwargs = {
                    "model": self.model,
                    "messages": api_messages,
                }
                if self.max_tokens is not None:
                    summary_kwargs.update(self._max_tokens_param(self.max_tokens))

                # Include provider routing preferences
                provider_preferences = {}
                if self.providers_allowed:
                    provider_preferences["only"] = self.providers_allowed
                if self.providers_ignored:
                    provider_preferences["ignore"] = self.providers_ignored
                if self.providers_order:
                    provider_preferences["order"] = self.providers_order
                if self.provider_sort:
                    provider_preferences["sort"] = self.provider_sort
                if provider_preferences:
                    summary_extra_body["provider"] = provider_preferences

                if summary_extra_body:
                    summary_kwargs["extra_body"] = summary_extra_body

                if self.api_mode == "anthropic_messages":
                    from agent.anthropic_adapter import build_anthropic_kwargs as _bak, normalize_anthropic_response as _nar
                    _ant_kw = _bak(model=self.model, messages=api_messages, tools=None,
                                   max_tokens=self.max_tokens, reasoning_config=self.reasoning_config,
                                   is_oauth=self._is_anthropic_oauth,
                                   preserve_dots=self._anthropic_preserve_dots())
                    summary_response = self._anthropic_messages_create(_ant_kw)
                    _msg, _ = _nar(summary_response, strip_tool_prefix=self._is_anthropic_oauth)
                    final_response = (_msg.content or "").strip()
                else:
                    summary_response = self._ensure_primary_openai_client(reason="iteration_limit_summary").chat.completions.create(**summary_kwargs)

                    if summary_response.choices and summary_response.choices[0].message.content:
                        final_response = summary_response.choices[0].message.content
                    else:
                        final_response = ""

            if final_response:
                if "<think>" in final_response:
                    final_response = re.sub(r'<think>.*?</think>\s*', '', final_response, flags=re.DOTALL).strip()
                if final_response:
                    messages.append({"role": "assistant", "content": final_response})
                else:
                    final_response = "I reached the iteration limit and couldn't generate a summary."
            else:
                # Retry summary generation
                if self.api_mode == "codex_responses":
                    codex_kwargs = self._build_api_kwargs(api_messages)
                    codex_kwargs.pop("tools", None)
                    retry_response = self._run_codex_stream(codex_kwargs)
                    retry_msg, _ = self._normalize_codex_response(retry_response)
                    final_response = (retry_msg.content or "").strip() if retry_msg else ""
                elif self.api_mode == "anthropic_messages":
                    from agent.anthropic_adapter import build_anthropic_kwargs as _bak2, normalize_anthropic_response as _nar2
                    _ant_kw2 = _bak2(model=self.model, messages=api_messages, tools=None,
                                    is_oauth=self._is_anthropic_oauth,
                                    max_tokens=self.max_tokens, reasoning_config=self.reasoning_config,
                                    preserve_dots=self._anthropic_preserve_dots())
                    retry_response = self._anthropic_messages_create(_ant_kw2)
                    _retry_msg, _ = _nar2(retry_response, strip_tool_prefix=self._is_anthropic_oauth)
                    final_response = (_retry_msg.content or "").strip()
                else:
                    summary_kwargs = {
                        "model": self.model,
                        "messages": api_messages,
                    }
                    if self.max_tokens is not None:
                        summary_kwargs.update(self._max_tokens_param(self.max_tokens))
                    if summary_extra_body:
                        summary_kwargs["extra_body"] = summary_extra_body

                    summary_response = self._ensure_primary_openai_client(reason="iteration_limit_summary_retry").chat.completions.create(**summary_kwargs)

                    if summary_response.choices and summary_response.choices[0].message.content:
                        final_response = summary_response.choices[0].message.content
                    else:
                        final_response = ""

                if final_response:
                    if "<think>" in final_response:
                        final_response = re.sub(r'<think>.*?</think>\s*', '', final_response, flags=re.DOTALL).strip()
                    if final_response:
                        messages.append({"role": "assistant", "content": final_response})
                    else:
                        final_response = "I reached the iteration limit and couldn't generate a summary."
                else:
                    final_response = "I reached the iteration limit and couldn't generate a summary."

        except Exception as e:
            logging.warning(f"Failed to get summary response: {e}")
            final_response = f"I reached the maximum iterations ({self.max_iterations}) but couldn't summarize. Error: {str(e)}"

        return final_response

    def run_conversation(
        self,
        user_message: str,
        system_message: str = None,
        conversation_history: List[Dict[str, Any]] = None,
        task_id: str = None,
        stream_callback: Optional[callable] = None,
        persist_user_message: Optional[str] = None,
    ) -> Dict[str, Any]:
        """
        Run a complete conversation with tool calling until completion.

        Args:
            user_message (str): The user's message/question
            system_message (str): Custom system message (optional, overrides ephemeral_system_prompt if provided)
            conversation_history (List[Dict]): Previous conversation messages (optional)
            task_id (str): Unique identifier for this task to isolate VMs between concurrent tasks (optional, auto-generated if not provided)
            stream_callback: Optional callback invoked with each text delta during streaming.
                Used by the TTS pipeline to start audio generation before the full response.
                When None (default), API calls use the standard non-streaming path.
            persist_user_message: Optional clean user message to store in
                transcripts/history when user_message contains API-only
                synthetic prefixes.
                    or queuing follow-up prefetch work.

        Returns:
            Dict: Complete conversation result with final response and message history
        """
        # Guard stdio against OSError from broken pipes (systemd/headless/daemon).
        # Installed once, transparent when streams are healthy, prevents crash on write.
        _install_safe_stdio()

        # If the previous turn activated fallback, restore the primary
        # runtime so this turn gets a fresh attempt with the preferred model.
        # No-op when _fallback_activated is False (gateway, first turn, etc.).
        self._restore_primary_runtime()

        # Sanitize surrogate characters from user input.  Clipboard paste from
        # rich-text editors (Google Docs, Word, etc.) can inject lone surrogates
        # that are invalid UTF-8 and crash JSON serialization in the OpenAI SDK.
        if isinstance(user_message, str):
            user_message = _sanitize_surrogates(user_message)
        if isinstance(persist_user_message, str):
            persist_user_message = _sanitize_surrogates(persist_user_message)

        # Store stream callback for _interruptible_api_call to pick up
        self._stream_callback = stream_callback
        self._persist_user_message_idx = None
        self._persist_user_message_override = persist_user_message
        # Generate unique task_id if not provided to isolate VMs between concurrent tasks
        effective_task_id = task_id or str(uuid.uuid4())
        
        # Reset retry counters and iteration budget at the start of each turn
        # so subagent usage from a previous turn doesn't eat into the next one.
        self._invalid_tool_retries = 0
        self._invalid_json_retries = 0
        self._empty_content_retries = 0
        self._incomplete_scratchpad_retries = 0
        self._codex_incomplete_retries = 0
        self._last_content_with_tools = None
        self._mute_post_response = False
        self._surrogate_sanitized = False

        # Pre-turn connection health check: detect and clean up dead TCP
        # connections left over from provider outages or dropped streams.
        # This prevents the next API call from hanging on a zombie socket.
        if self.api_mode != "anthropic_messages":
            try:
                if self._cleanup_dead_connections():
                    self._emit_status(
                        "🔌 Detected stale connections from a previous provider "
                        "issue — cleaned up automatically. Proceeding with fresh "
                        "connection."
                    )
            except Exception:
                pass
        # NOTE: _turns_since_memory and _iters_since_skill are NOT reset here.
        # They are initialized in __init__ and must persist across run_conversation
        # calls so that nudge logic accumulates correctly in CLI mode.
        self.iteration_budget = IterationBudget(self.max_iterations)
        
        # Initialize conversation (copy to avoid mutating the caller's list)
        messages = list(conversation_history) if conversation_history else []

        # Strip budget pressure warnings from previous turns.  These are
        # turn-scoped signals injected by _get_budget_warning() into tool
        # result content.  If left in the replayed history, models (especially
        # GPT-family) interpret them as still-active instructions and avoid
        # making tool calls in ALL subsequent turns.
        if messages:
            _strip_budget_warnings_from_history(messages)
        
        # Hydrate todo store from conversation history (gateway creates a fresh
        # AIAgent per message, so the in-memory store is empty -- we need to
        # recover the todo state from the most recent todo tool response in history)
        if conversation_history and not self._todo_store.has_items():
            self._hydrate_todo_store(conversation_history)
        
        # Prefill messages (few-shot priming) are injected at API-call time only,
        # never stored in the messages list. This keeps them ephemeral: they won't
        # be saved to session DB, session logs, or batch trajectories, but they're
        # automatically re-applied on every API call (including session continuations).
        
        # Track user turns for memory flush and periodic nudge logic
        self._user_turn_count += 1

        # Preserve the original user message (no nudge injection).
        original_user_message = persist_user_message if persist_user_message is not None else user_message

        # Track memory nudge trigger (turn-based, checked here).
        # Skill trigger is checked AFTER the agent loop completes, based on
        # how many tool iterations THIS turn used.
        _should_review_memory = False
        if (self._memory_nudge_interval > 0
                and "memory" in self.valid_tool_names
                and self._memory_store):
            self._turns_since_memory += 1
            if self._turns_since_memory >= self._memory_nudge_interval:
                _should_review_memory = True
                self._turns_since_memory = 0

        # Add user message
        user_msg = {"role": "user", "content": user_message}
        messages.append(user_msg)
        current_turn_user_idx = len(messages) - 1
        self._persist_user_message_idx = current_turn_user_idx
        
        if not self.quiet_mode:
            self._safe_print(f"💬 Starting conversation: '{user_message[:60]}{'...' if len(user_message) > 60 else ''}'")
        
        # ── System prompt (cached per session for prefix caching) ──
        # Built once on first call, reused for all subsequent calls.
        # Only rebuilt after context compression events (which invalidate
        # the cache and reload memory from disk).
        #
        # For continuing sessions (gateway creates a fresh AIAgent per
        # message), we load the stored system prompt from the session DB
        # instead of rebuilding.  Rebuilding would pick up memory changes
        # from disk that the model already knows about (it wrote them!),
        # producing a different system prompt and breaking the Anthropic
        # prefix cache.
        if self._cached_system_prompt is None:
            stored_prompt = None
            if conversation_history and self._session_db:
                try:
                    session_row = self._session_db.get_session(self.session_id)
                    if session_row:
                        stored_prompt = session_row.get("system_prompt") or None
                except Exception:
                    pass  # Fall through to build fresh

            if stored_prompt:
                # Continuing session — reuse the exact system prompt from
                # the previous turn so the Anthropic cache prefix matches.
                self._cached_system_prompt = stored_prompt
            else:
                # First turn of a new session — build from scratch.
                self._cached_system_prompt = self._build_system_prompt(system_message)
                # Plugin hook: on_session_start
                # Fired once when a brand-new session is created (not on
                # continuation).  Plugins can use this to initialise
                # session-scoped state (e.g. warm a memory cache).
                try:
                    from hermes_cli.plugins import invoke_hook as _invoke_hook
                    _invoke_hook(
                        "on_session_start",
                        session_id=self.session_id,
                        model=self.model,
                        platform=getattr(self, "platform", None) or "",
                    )
                except Exception as exc:
                    logger.warning("on_session_start hook failed: %s", exc)

                # Store the system prompt snapshot in SQLite
                if self._session_db:
                    try:
                        self._session_db.update_system_prompt(self.session_id, self._cached_system_prompt)
                    except Exception as e:
                        logger.debug("Session DB update_system_prompt failed: %s", e)

        active_system_prompt = self._cached_system_prompt

        # ── Preflight context compression ──
        # Before entering the main loop, check if the loaded conversation
        # history already exceeds the model's context threshold.  This handles
        # cases where a user switches to a model with a smaller context window
        # while having a large existing session — compress proactively rather
        # than waiting for an API error (which might be caught as a non-retryable
        # 4xx and abort the request entirely).
        if (
            self.compression_enabled
            and len(messages) > self.context_compressor.protect_first_n
                                + self.context_compressor.protect_last_n + 1
        ):
            # Include tool schema tokens — with many tools these can add
            # 20-30K+ tokens that the old sys+msg estimate missed entirely.
            _preflight_tokens = estimate_request_tokens_rough(
                messages,
                system_prompt=active_system_prompt or "",
                tools=self.tools or None,
            )

            if _preflight_tokens >= self.context_compressor.threshold_tokens:
                logger.info(
                    "Preflight compression: ~%s tokens >= %s threshold (model %s, ctx %s)",
                    f"{_preflight_tokens:,}",
                    f"{self.context_compressor.threshold_tokens:,}",
                    self.model,
                    f"{self.context_compressor.context_length:,}",
                )
                if not self.quiet_mode:
                    self._safe_print(
                        f"📦 Preflight compression: ~{_preflight_tokens:,} tokens "
                        f">= {self.context_compressor.threshold_tokens:,} threshold"
                    )
                # May need multiple passes for very large sessions with small
                # context windows (each pass summarises the middle N turns).
                for _pass in range(3):
                    _orig_len = len(messages)
                    messages, active_system_prompt = self._compress_context(
                        messages, system_message, approx_tokens=_preflight_tokens,
                        task_id=effective_task_id,
                    )
                    if len(messages) >= _orig_len:
                        break  # Cannot compress further
                    # Compression created a new session — clear the history
                    # reference so _flush_messages_to_session_db writes ALL
                    # compressed messages to the new session's SQLite, not
                    # skipping them because conversation_history is still the
                    # pre-compression length.
                    conversation_history = None
                    # Re-estimate after compression
                    _preflight_tokens = estimate_request_tokens_rough(
                        messages,
                        system_prompt=active_system_prompt or "",
                        tools=self.tools or None,
                    )
                    if _preflight_tokens < self.context_compressor.threshold_tokens:
                        break  # Under threshold

        # Plugin hook: pre_llm_call
        # Fired once per turn before the tool-calling loop.  Plugins can
        # return a dict with a ``context`` key whose value is a string
        # that will be appended to the ephemeral system prompt for every
        # API call in this turn (not persisted to session DB or cache).
        _plugin_turn_context = ""
        try:
            from hermes_cli.plugins import invoke_hook as _invoke_hook
            _pre_results = _invoke_hook(
                "pre_llm_call",
                session_id=self.session_id,
                user_message=original_user_message,
                conversation_history=list(messages),
                is_first_turn=(not bool(conversation_history)),
                model=self.model,
                platform=getattr(self, "platform", None) or "",
            )
            _ctx_parts = []
            for r in _pre_results:
                if isinstance(r, dict) and r.get("context"):
                    _ctx_parts.append(str(r["context"]))
                elif isinstance(r, str) and r.strip():
                    _ctx_parts.append(r)
            if _ctx_parts:
                _plugin_turn_context = "\n\n".join(_ctx_parts)
        except Exception as exc:
            logger.warning("pre_llm_call hook failed: %s", exc)

        # Main conversation loop
        api_call_count = 0
        final_response = None
        interrupted = False
        codex_ack_continuations = 0
        length_continue_retries = 0
        truncated_response_prefix = ""
        compression_attempts = 0
        
        # Clear any stale interrupt state at start
        self.clear_interrupt()

        # External memory provider: prefetch once before the tool loop.
        # Reuse the cached result on every iteration to avoid re-calling
        # prefetch_all() on each tool call (10 tool calls = 10x latency + cost).
        _ext_prefetch_cache = ""
        if self._memory_manager:
            try:
                _query = user_message if isinstance(user_message, str) else ""
                _ext_prefetch_cache = self._memory_manager.prefetch_all(_query) or ""
            except Exception:
                pass

        while api_call_count < self.max_iterations and self.iteration_budget.remaining > 0:
            # Reset per-turn checkpoint dedup so each iteration can take one snapshot
            self._checkpoint_mgr.new_turn()

            # Check for interrupt request (e.g., user sent new message)
            if self._interrupt_requested:
                interrupted = True
                if not self.quiet_mode:
                    self._safe_print("\n⚡ Breaking out of tool loop due to interrupt...")
                break
            
            api_call_count += 1
            if not self.iteration_budget.consume():
                if not self.quiet_mode:
                    self._safe_print(f"\n⚠️  Iteration budget exhausted ({self.iteration_budget.used}/{self.iteration_budget.max_total} iterations used)")
                break

            # Fire step_callback for gateway hooks (agent:step event)
            if self.step_callback is not None:
                try:
                    prev_tools = []
                    for _idx, _m in enumerate(reversed(messages)):
                        if _m.get("role") == "assistant" and _m.get("tool_calls"):
                            _fwd_start = len(messages) - _idx
                            _results_by_id = {}
                            for _tm in messages[_fwd_start:]:
                                if _tm.get("role") != "tool":
                                    break
                                _tcid = _tm.get("tool_call_id")
                                if _tcid:
                                    _results_by_id[_tcid] = _tm.get("content", "")
                            prev_tools = [
                                {
                                    "name": tc["function"]["name"],
                                    "result": _results_by_id.get(tc.get("id")),
                                }
                                for tc in _m["tool_calls"]
                                if isinstance(tc, dict)
                            ]
                            break
                    self.step_callback(api_call_count, prev_tools)
                except Exception as _step_err:
                    logger.debug("step_callback error (iteration %s): %s", api_call_count, _step_err)

            # Track tool-calling iterations for skill nudge.
            # Counter resets whenever skill_manage is actually used.
            if (self._skill_nudge_interval > 0
                    and "skill_manage" in self.valid_tool_names):
                self._iters_since_skill += 1
            
            # Prepare messages for API call
            # If we have an ephemeral system prompt, prepend it to the messages
            # Note: Reasoning is embedded in content via <think> tags for trajectory storage.
            # However, providers like Moonshot AI require a separate 'reasoning_content' field
            # on assistant messages with tool_calls. We handle both cases here.
            api_messages = []
            for idx, msg in enumerate(messages):
                api_msg = msg.copy()

                # External memory provider prefetch: inject cached recalled context
                if idx == current_turn_user_idx and msg.get("role") == "user" and _ext_prefetch_cache:
                    _base = api_msg.get("content", "")
                    if isinstance(_base, str):
                        api_msg["content"] = _base + "\n\n" + _ext_prefetch_cache

                # For ALL assistant messages, pass reasoning back to the API
                # This ensures multi-turn reasoning context is preserved
                if msg.get("role") == "assistant":
                    reasoning_text = msg.get("reasoning")
                    if reasoning_text:
                        # Add reasoning_content for API compatibility (Moonshot AI, Novita, OpenRouter)
                        api_msg["reasoning_content"] = reasoning_text

                # Remove 'reasoning' field - it's for trajectory storage only
                # We've copied it to 'reasoning_content' for the API above
                if "reasoning" in api_msg:
                    api_msg.pop("reasoning")
                # Remove finish_reason - not accepted by strict APIs (e.g. Mistral)
                if "finish_reason" in api_msg:
                    api_msg.pop("finish_reason")
                # Strip Codex Responses API fields (call_id, response_item_id) for
                # strict providers like Mistral that reject unknown fields with 422.
                # Uses new dicts so the internal messages list retains the fields
                # for Codex Responses compatibility.
                if "api.mistral.ai" in self._base_url_lower:
                    self._sanitize_tool_calls_for_strict_api(api_msg)
                # Keep 'reasoning_details' - OpenRouter uses this for multi-turn reasoning context
                # The signature field helps maintain reasoning continuity
                api_messages.append(api_msg)

            # Build the final system message: cached prompt + ephemeral system prompt.
            # Ephemeral additions are API-call-time only (not persisted to session DB).
            # External recall context is injected into the user message, not the system
            # prompt, so the stable cache prefix remains unchanged.
            effective_system = active_system_prompt or ""
            if self.ephemeral_system_prompt:
                effective_system = (effective_system + "\n\n" + self.ephemeral_system_prompt).strip()
            # Plugin context from pre_llm_call hooks — ephemeral, not cached.
            if _plugin_turn_context:
                effective_system = (effective_system + "\n\n" + _plugin_turn_context).strip()
            if effective_system:
                api_messages = [{"role": "system", "content": effective_system}] + api_messages

            # Inject ephemeral prefill messages right after the system prompt
            # but before conversation history. Same API-call-time-only pattern.
            if self.prefill_messages:
                sys_offset = 1 if effective_system else 0
                for idx, pfm in enumerate(self.prefill_messages):
                    api_messages.insert(sys_offset + idx, pfm.copy())

            # Apply Anthropic prompt caching for Claude models via OpenRouter.
            # Auto-detected: if model name contains "claude" and base_url is OpenRouter,
            # inject cache_control breakpoints (system + last 3 messages) to reduce
            # input token costs by ~75% on multi-turn conversations.
            if self._use_prompt_caching:
                api_messages = apply_anthropic_cache_control(api_messages, cache_ttl=self._cache_ttl, native_anthropic=(self.api_mode == 'anthropic_messages'))

            # Safety net: strip orphaned tool results / add stubs for missing
            # results before sending to the API.  Runs unconditionally — not
            # gated on context_compressor — so orphans from session loading or
            # manual message manipulation are always caught.
            api_messages = self._sanitize_api_messages(api_messages)

            # Calculate approximate request size for logging
            total_chars = sum(len(str(msg)) for msg in api_messages)
            approx_tokens = total_chars // 4  # Rough estimate: 4 chars per token
            
            # Thinking spinner for quiet mode (animated during API call)
            thinking_spinner = None
            
            if not self.quiet_mode:
                self._vprint(f"\n{self.log_prefix}🔄 Making API call #{api_call_count}/{self.max_iterations}...")
                self._vprint(f"{self.log_prefix}   📊 Request size: {len(api_messages)} messages, ~{approx_tokens:,} tokens (~{total_chars:,} chars)")
                self._vprint(f"{self.log_prefix}   🔧 Available tools: {len(self.tools) if self.tools else 0}")
            else:
                # Animated thinking spinner in quiet mode
                face = random.choice(KawaiiSpinner.KAWAII_THINKING)
                verb = random.choice(KawaiiSpinner.THINKING_VERBS)
                if self.thinking_callback:
                    # CLI TUI mode: use prompt_toolkit widget instead of raw spinner
                    # (works in both streaming and non-streaming modes)
                    self.thinking_callback(f"{face} {verb}...")
                elif not self._has_stream_consumers():
                    # Raw KawaiiSpinner only when no streaming consumers
                    # (would conflict with streamed token output)
                    spinner_type = random.choice(['brain', 'sparkle', 'pulse', 'moon', 'star'])
                    thinking_spinner = KawaiiSpinner(f"{face} {verb}...", spinner_type=spinner_type, print_fn=self._print_fn)
                    thinking_spinner.start()
            
            # Log request details if verbose
            if self.verbose_logging:
                logging.debug(f"API Request - Model: {self.model}, Messages: {len(messages)}, Tools: {len(self.tools) if self.tools else 0}")
                logging.debug(f"Last message role: {messages[-1]['role'] if messages else 'none'}")
                logging.debug(f"Total message size: ~{approx_tokens:,} tokens")
            
            api_start_time = time.time()
            retry_count = 0
            max_retries = 3
            primary_recovery_attempted = False
            max_compression_attempts = 3
            codex_auth_retry_attempted=False
            anthropic_auth_retry_attempted=False
            nous_auth_retry_attempted=False
            has_retried_429 = False
            restart_with_compressed_messages = False
            restart_with_length_continuation = False

            finish_reason = "stop"
            response = None  # Guard against UnboundLocalError if all retries fail

            while retry_count < max_retries:
                try:
                    api_kwargs = self._build_api_kwargs(api_messages)
                    if self.api_mode == "codex_responses":
                        api_kwargs = self._preflight_codex_api_kwargs(api_kwargs, allow_stream=False)

                    if env_var_enabled("HERMES_DUMP_REQUESTS"):
                        self._dump_api_request_debug(api_kwargs, reason="preflight")

                    # Always prefer the streaming path — even without stream
                    # consumers.  Streaming gives us fine-grained health
                    # checking (90s stale-stream detection, 60s read timeout)
                    # that the non-streaming path lacks.  Without this,
                    # subagents and other quiet-mode callers can hang
                    # indefinitely when the provider keeps the connection
                    # alive with SSE pings but never delivers a response.
                    # The streaming path is a no-op for callbacks when no
                    # consumers are registered, and falls back to non-
                    # streaming automatically if the provider doesn't
                    # support it.
                    def _stop_spinner():
                        nonlocal thinking_spinner
                        if thinking_spinner:
                            thinking_spinner.stop("")
                            thinking_spinner = None
                        if self.thinking_callback:
                            self.thinking_callback("")

                    _use_streaming = True
                    if not self._has_stream_consumers():
                        # No display/TTS consumer. Still prefer streaming for
                        # health checking, but skip for Mock clients in tests
                        # (mocks return SimpleNamespace, not stream iterators).
                        from unittest.mock import Mock
                        if isinstance(getattr(self, "client", None), Mock):
                            _use_streaming = False

                    if _use_streaming:
                        response = self._interruptible_streaming_api_call(
                            api_kwargs, on_first_delta=_stop_spinner
                        )
                    else:
                        response = self._interruptible_api_call(api_kwargs)
                    
                    api_duration = time.time() - api_start_time
                    
                    # Stop thinking spinner silently -- the response box or tool
                    # execution messages that follow are more informative.
                    if thinking_spinner:
                        thinking_spinner.stop("")
                        thinking_spinner = None
                    if self.thinking_callback:
                        self.thinking_callback("")
                    
                    if not self.quiet_mode:
                        self._vprint(f"{self.log_prefix}⏱️  API call completed in {api_duration:.2f}s")
                    
                    if self.verbose_logging:
                        # Log response with provider info if available
                        resp_model = getattr(response, 'model', 'N/A') if response else 'N/A'
                        logging.debug(f"API Response received - Model: {resp_model}, Usage: {response.usage if hasattr(response, 'usage') else 'N/A'}")
                    
                    # Validate response shape before proceeding
                    response_invalid = False
                    error_details = []
                    if self.api_mode == "codex_responses":
                        output_items = getattr(response, "output", None) if response is not None else None
                        if response is None:
                            response_invalid = True
                            error_details.append("response is None")
                        elif not isinstance(output_items, list):
                            response_invalid = True
                            error_details.append("response.output is not a list")
                        elif len(output_items) == 0:
                            response_invalid = True
                            error_details.append("response.output is empty")
                    elif self.api_mode == "anthropic_messages":
                        content_blocks = getattr(response, "content", None) if response is not None else None
                        if response is None:
                            response_invalid = True
                            error_details.append("response is None")
                        elif not isinstance(content_blocks, list):
                            response_invalid = True
                            error_details.append("response.content is not a list")
                        elif len(content_blocks) == 0:
                            response_invalid = True
                            error_details.append("response.content is empty")
                    else:
                        if response is None or not hasattr(response, 'choices') or response.choices is None or len(response.choices) == 0:
                            response_invalid = True
                            if response is None:
                                error_details.append("response is None")
                            elif not hasattr(response, 'choices'):
                                error_details.append("response has no 'choices' attribute")
                            elif response.choices is None:
                                error_details.append("response.choices is None")
                            else:
                                error_details.append("response.choices is empty")

                    if response_invalid:
                        # Stop spinner before printing error messages
                        if thinking_spinner:
                            thinking_spinner.stop("(´;ω;`) oops, retrying...")
                            thinking_spinner = None
                        if self.thinking_callback:
                            self.thinking_callback("")
                        
                        # This is often rate limiting or provider returning malformed response
                        retry_count += 1
                        
                        # Eager fallback: empty/malformed responses are a common
                        # rate-limit symptom.  Switch to fallback immediately
                        # rather than retrying with extended backoff.
                        if self._fallback_index < len(self._fallback_chain):
                            self._emit_status("⚠️ Empty/malformed response — switching to fallback...")
                        if self._try_activate_fallback():
                            retry_count = 0
                            continue

                        # Check for error field in response (some providers include this)
                        error_msg = "Unknown"
                        provider_name = "Unknown"
                        if response and hasattr(response, 'error') and response.error:
                            error_msg = str(response.error)
                            # Try to extract provider from error metadata
                            if hasattr(response.error, 'metadata') and response.error.metadata:
                                provider_name = response.error.metadata.get('provider_name', 'Unknown')
                        elif response and hasattr(response, 'message') and response.message:
                            error_msg = str(response.message)
                        
                        # Try to get provider from model field (OpenRouter often returns actual model used)
                        if provider_name == "Unknown" and response and hasattr(response, 'model') and response.model:
                            provider_name = f"model={response.model}"
                        
                        # Check for x-openrouter-provider or similar metadata
                        if provider_name == "Unknown" and response:
                            # Log all response attributes for debugging
                            resp_attrs = {k: str(v)[:100] for k, v in vars(response).items() if not k.startswith('_')}
                            if self.verbose_logging:
                                logging.debug(f"Response attributes for invalid response: {resp_attrs}")
                        
                        self._vprint(f"{self.log_prefix}⚠️  Invalid API response (attempt {retry_count}/{max_retries}): {', '.join(error_details)}", force=True)
                        self._vprint(f"{self.log_prefix}   🏢 Provider: {provider_name}", force=True)
                        cleaned_provider_error = self._clean_error_message(error_msg)
                        self._vprint(f"{self.log_prefix}   📝 Provider message: {cleaned_provider_error}", force=True)
                        self._vprint(f"{self.log_prefix}   ⏱️  Response time: {api_duration:.2f}s (fast response often indicates rate limiting)", force=True)
                        
                        if retry_count >= max_retries:
                            # Try fallback before giving up
                            self._emit_status(f"⚠️ Max retries ({max_retries}) for invalid responses — trying fallback...")
                            if self._try_activate_fallback():
                                retry_count = 0
                                continue
                            self._emit_status(f"❌ Max retries ({max_retries}) exceeded for invalid responses. Giving up.")
                            logging.error(f"{self.log_prefix}Invalid API response after {max_retries} retries.")
                            self._persist_session(messages, conversation_history)
                            return {
                                "messages": messages,
                                "completed": False,
                                "api_calls": api_call_count,
                                "error": "Invalid API response shape. Likely rate limited or malformed provider response.",
                                "failed": True  # Mark as failure for filtering
                            }
                        
                        # Longer backoff for rate limiting (likely cause of None choices)
                        wait_time = min(5 * (2 ** (retry_count - 1)), 120)  # 5s, 10s, 20s, 40s, 80s, 120s
                        self._vprint(f"{self.log_prefix}⏳ Retrying in {wait_time}s (extended backoff for possible rate limit)...", force=True)
                        logging.warning(f"Invalid API response (retry {retry_count}/{max_retries}): {', '.join(error_details)} | Provider: {provider_name}")
                        
                        # Sleep in small increments to stay responsive to interrupts
                        sleep_end = time.time() + wait_time
                        while time.time() < sleep_end:
                            if self._interrupt_requested:
                                self._vprint(f"{self.log_prefix}⚡ Interrupt detected during retry wait, aborting.", force=True)
                                self._persist_session(messages, conversation_history)
                                self.clear_interrupt()
                                return {
                                    "final_response": f"Operation interrupted: retrying API call after rate limit (retry {retry_count}/{max_retries}).",
                                    "messages": messages,
                                    "api_calls": api_call_count,
                                    "completed": False,
                                    "interrupted": True,
                                }
                            time.sleep(0.2)
                        continue  # Retry the API call

                    # Check finish_reason before proceeding
                    if self.api_mode == "codex_responses":
                        status = getattr(response, "status", None)
                        incomplete_details = getattr(response, "incomplete_details", None)
                        incomplete_reason = None
                        if isinstance(incomplete_details, dict):
                            incomplete_reason = incomplete_details.get("reason")
                        else:
                            incomplete_reason = getattr(incomplete_details, "reason", None)
                        if status == "incomplete" and incomplete_reason in {"max_output_tokens", "length"}:
                            finish_reason = "length"
                        else:
                            finish_reason = "stop"
                    elif self.api_mode == "anthropic_messages":
                        stop_reason_map = {"end_turn": "stop", "tool_use": "tool_calls", "max_tokens": "length", "stop_sequence": "stop"}
                        finish_reason = stop_reason_map.get(response.stop_reason, "stop")
                    else:
                        finish_reason = response.choices[0].finish_reason

                    if finish_reason == "length":
                        self._vprint(f"{self.log_prefix}⚠️  Response truncated (finish_reason='length') - model hit max output tokens", force=True)

                        # ── Detect thinking-budget exhaustion ──────────────
                        # When the model spends ALL output tokens on reasoning
                        # and has none left for the response, continuation
                        # retries are pointless.  Detect this early and give a
                        # targeted error instead of wasting 3 API calls.
                        _trunc_content = None
                        if self.api_mode == "chat_completions":
                            _trunc_msg = response.choices[0].message if (hasattr(response, "choices") and response.choices) else None
                            _trunc_content = getattr(_trunc_msg, "content", None) if _trunc_msg else None
                        elif self.api_mode == "anthropic_messages":
                            # Anthropic response.content is a list of blocks
                            _text_parts = []
                            for _blk in getattr(response, "content", []):
                                if getattr(_blk, "type", None) == "text":
                                    _text_parts.append(getattr(_blk, "text", ""))
                            _trunc_content = "\n".join(_text_parts) if _text_parts else None

                        _thinking_exhausted = (
                            _trunc_content is not None
                            and not self._has_content_after_think_block(_trunc_content)
                        ) or _trunc_content is None

                        if _thinking_exhausted:
                            _exhaust_error = (
                                "Model used all output tokens on reasoning with none left "
                                "for the response. Try lowering reasoning effort or "
                                "increasing max_tokens."
                            )
                            self._vprint(
                                f"{self.log_prefix}💭 Reasoning exhausted the output token budget — "
                                f"no visible response was produced.",
                                force=True,
                            )
                            # Return a user-friendly message as the response so
                            # CLI (response box) and gateway (chat message) both
                            # display it naturally instead of a suppressed error.
                            _exhaust_response = (
                                "⚠️ **Thinking Budget Exhausted**\n\n"
                                "The model used all its output tokens on reasoning "
                                "and had none left for the actual response.\n\n"
                                "To fix this:\n"
                                "→ Lower reasoning effort: `/thinkon low` or `/thinkon minimal`\n"
                                "→ Increase the output token limit: "
                                "set `model.max_tokens` in config.yaml"
                            )
                            self._cleanup_task_resources(effective_task_id)
                            self._persist_session(messages, conversation_history)
                            return {
                                "final_response": _exhaust_response,
                                "messages": messages,
                                "api_calls": api_call_count,
                                "completed": False,
                                "partial": True,
                                "error": _exhaust_error,
                            }

                        if self.api_mode == "chat_completions":
                            assistant_message = response.choices[0].message
                            if not assistant_message.tool_calls:
                                length_continue_retries += 1
                                interim_msg = self._build_assistant_message(assistant_message, finish_reason)
                                messages.append(interim_msg)
                                if assistant_message.content:
                                    truncated_response_prefix += assistant_message.content

                                if length_continue_retries < 3:
                                    self._vprint(
                                        f"{self.log_prefix}↻ Requesting continuation "
                                        f"({length_continue_retries}/3)..."
                                    )
                                    continue_msg = {
                                        "role": "user",
                                        "content": (
                                            "[System: Your previous response was truncated by the output "
                                            "length limit. Continue exactly where you left off. Do not "
                                            "restart or repeat prior text. Finish the answer directly.]"
                                        ),
                                    }
                                    messages.append(continue_msg)
                                    self._session_messages = messages
                                    self._save_session_log(messages)
                                    restart_with_length_continuation = True
                                    break

                                partial_response = self._strip_think_blocks(truncated_response_prefix).strip()
                                self._cleanup_task_resources(effective_task_id)
                                self._persist_session(messages, conversation_history)
                                return {
                                    "final_response": partial_response or None,
                                    "messages": messages,
                                    "api_calls": api_call_count,
                                    "completed": False,
                                    "partial": True,
                                    "error": "Response remained truncated after 3 continuation attempts",
                                }

                        # If we have prior messages, roll back to last complete state
                        if len(messages) > 1:
                            self._vprint(f"{self.log_prefix}   ⏪ Rolling back to last complete assistant turn")
                            rolled_back_messages = self._get_messages_up_to_last_assistant(messages)

                            self._cleanup_task_resources(effective_task_id)
                            self._persist_session(messages, conversation_history)

                            return {
                                "final_response": None,
                                "messages": rolled_back_messages,
                                "api_calls": api_call_count,
                                "completed": False,
                                "partial": True,
                                "error": "Response truncated due to output length limit"
                            }
                        else:
                            # First message was truncated - mark as failed
                            self._vprint(f"{self.log_prefix}❌ First response truncated - cannot recover", force=True)
                            self._persist_session(messages, conversation_history)
                            return {
                                "final_response": None,
                                "messages": messages,
                                "api_calls": api_call_count,
                                "completed": False,
                                "failed": True,
                                "error": "First response truncated due to output length limit"
                            }
                    
                    # Track actual token usage from response for context management
                    if hasattr(response, 'usage') and response.usage:
                        canonical_usage = normalize_usage(
                            response.usage,
                            provider=self.provider,
                            api_mode=self.api_mode,
                        )
                        prompt_tokens = canonical_usage.prompt_tokens
                        completion_tokens = canonical_usage.output_tokens
                        total_tokens = canonical_usage.total_tokens
                        usage_dict = {
                            "prompt_tokens": prompt_tokens,
                            "completion_tokens": completion_tokens,
                            "total_tokens": total_tokens,
                        }
                        self.context_compressor.update_from_response(usage_dict)

                        # Cache discovered context length after successful call.
                        # Only persist limits confirmed by the provider (parsed
                        # from the error message), not guessed probe tiers.
                        if self.context_compressor._context_probed:
                            ctx = self.context_compressor.context_length
                            if getattr(self.context_compressor, "_context_probe_persistable", False):
                                save_context_length(self.model, self.base_url, ctx)
                                self._safe_print(f"{self.log_prefix}💾 Cached context length: {ctx:,} tokens for {self.model}")
                            self.context_compressor._context_probed = False
                            self.context_compressor._context_probe_persistable = False

                        self.session_prompt_tokens += prompt_tokens
                        self.session_completion_tokens += completion_tokens
                        self.session_total_tokens += total_tokens
                        self.session_api_calls += 1
                        self.session_input_tokens += canonical_usage.input_tokens
                        self.session_output_tokens += canonical_usage.output_tokens
                        self.session_cache_read_tokens += canonical_usage.cache_read_tokens
                        self.session_cache_write_tokens += canonical_usage.cache_write_tokens
                        self.session_reasoning_tokens += canonical_usage.reasoning_tokens

                        cost_result = estimate_usage_cost(
                            self.model,
                            canonical_usage,
                            provider=self.provider,
                            base_url=self.base_url,
                            api_key=getattr(self, "api_key", ""),
                        )
                        if cost_result.amount_usd is not None:
                            self.session_estimated_cost_usd += float(cost_result.amount_usd)
                        self.session_cost_status = cost_result.status
                        self.session_cost_source = cost_result.source

                        # Persist token counts to session DB for /insights.
                        # Do this for every platform with a session_id so non-CLI
                        # sessions (gateway, cron, delegated runs) cannot lose
                        # token/accounting data if a higher-level persistence path
                        # is skipped or fails. Gateway/session-store writes use
                        # absolute totals, so they safely overwrite these per-call
                        # deltas instead of double-counting them.
                        if self._session_db and self.session_id:
                            try:
                                self._session_db.update_token_counts(
                                    self.session_id,
                                    input_tokens=canonical_usage.input_tokens,
                                    output_tokens=canonical_usage.output_tokens,
                                    cache_read_tokens=canonical_usage.cache_read_tokens,
                                    cache_write_tokens=canonical_usage.cache_write_tokens,
                                    reasoning_tokens=canonical_usage.reasoning_tokens,
                                    estimated_cost_usd=float(cost_result.amount_usd)
                                    if cost_result.amount_usd is not None else None,
                                    cost_status=cost_result.status,
                                    cost_source=cost_result.source,
                                    billing_provider=self.provider,
                                    billing_base_url=self.base_url,
                                    billing_mode="subscription_included"
                                    if cost_result.status == "included" else None,
                                    model=self.model,
                                )
                            except Exception:
                                pass  # never block the agent loop
                        
                        if self.verbose_logging:
                            logging.debug(f"Token usage: prompt={usage_dict['prompt_tokens']:,}, completion={usage_dict['completion_tokens']:,}, total={usage_dict['total_tokens']:,}")
                        
                        # Log cache hit stats when prompt caching is active
                        if self._use_prompt_caching:
                            if self.api_mode == "anthropic_messages":
                                # Anthropic uses cache_read_input_tokens / cache_creation_input_tokens
                                cached = getattr(response.usage, 'cache_read_input_tokens', 0) or 0
                                written = getattr(response.usage, 'cache_creation_input_tokens', 0) or 0
                            else:
                                # OpenRouter uses prompt_tokens_details.cached_tokens
                                details = getattr(response.usage, 'prompt_tokens_details', None)
                                cached = getattr(details, 'cached_tokens', 0) or 0 if details else 0
                                written = getattr(details, 'cache_write_tokens', 0) or 0 if details else 0
                            prompt = usage_dict["prompt_tokens"]
                            hit_pct = (cached / prompt * 100) if prompt > 0 else 0
                            if not self.quiet_mode:
                                self._vprint(f"{self.log_prefix}   💾 Cache: {cached:,}/{prompt:,} tokens ({hit_pct:.0f}% hit, {written:,} written)")
                    
                    has_retried_429 = False  # Reset on success
                    break  # Success, exit retry loop

                except InterruptedError:
                    if thinking_spinner:
                        thinking_spinner.stop("")
                        thinking_spinner = None
                    if self.thinking_callback:
                        self.thinking_callback("")
                    api_elapsed = time.time() - api_start_time
                    self._vprint(f"{self.log_prefix}⚡ Interrupted during API call.", force=True)
                    self._persist_session(messages, conversation_history)
                    interrupted = True
                    final_response = f"Operation interrupted: waiting for model response ({api_elapsed:.1f}s elapsed)."
                    break

                except Exception as api_error:
                    # Stop spinner before printing error messages
                    if thinking_spinner:
                        thinking_spinner.stop("(╥_╥) error, retrying...")
                        thinking_spinner = None
                    if self.thinking_callback:
                        self.thinking_callback("")

                    # -----------------------------------------------------------
                    # Surrogate character recovery.  UnicodeEncodeError happens
                    # when the messages contain lone surrogates (U+D800..U+DFFF)
                    # that are invalid UTF-8.  Common source: clipboard paste
                    # from Google Docs or similar rich-text editors.  We sanitize
                    # the entire messages list in-place and retry once.
                    # -----------------------------------------------------------
                    if isinstance(api_error, UnicodeEncodeError) and not getattr(self, '_surrogate_sanitized', False):
                        self._surrogate_sanitized = True
                        if _sanitize_messages_surrogates(messages):
                            self._vprint(
                                f"{self.log_prefix}⚠️  Stripped invalid surrogate characters from messages. Retrying...",
                                force=True,
                            )
                            continue
                        # Surrogates weren't in messages — might be in system
                        # prompt or prefill.  Fall through to normal error path.

                    status_code = getattr(api_error, "status_code", None)
                    recovered_with_pool, has_retried_429 = self._recover_with_credential_pool(
                        status_code=status_code,
                        has_retried_429=has_retried_429,
                    )
                    if recovered_with_pool:
                        continue
                    if (
                        self.api_mode == "codex_responses"
                        and self.provider == "openai-codex"
                        and status_code == 401
                        and not codex_auth_retry_attempted
                    ):
                        codex_auth_retry_attempted = True
                        if self._try_refresh_codex_client_credentials(force=True):
                            self._vprint(f"{self.log_prefix}🔐 Codex auth refreshed after 401. Retrying request...")
                            continue
                    if (
                        self.api_mode == "chat_completions"
                        and self.provider == "nous"
                        and status_code == 401
                        and not nous_auth_retry_attempted
                    ):
                        nous_auth_retry_attempted = True
                        if self._try_refresh_nous_client_credentials(force=True):
                            print(f"{self.log_prefix}🔐 Nous agent key refreshed after 401. Retrying request...")
                            continue
                    if (
                        self.api_mode == "anthropic_messages"
                        and status_code == 401
                        and hasattr(self, '_anthropic_api_key')
                        and not anthropic_auth_retry_attempted
                    ):
                        anthropic_auth_retry_attempted = True
                        from agent.anthropic_adapter import _is_oauth_token
                        if self._try_refresh_anthropic_client_credentials():
                            print(f"{self.log_prefix}🔐 Anthropic credentials refreshed after 401. Retrying request...")
                            continue
                        # Credential refresh didn't help — show diagnostic info
                        key = self._anthropic_api_key
                        auth_method = "Bearer (OAuth/setup-token)" if _is_oauth_token(key) else "x-api-key (API key)"
                        print(f"{self.log_prefix}🔐 Anthropic 401 — authentication failed.")
                        print(f"{self.log_prefix}   Auth method: {auth_method}")
                        print(f"{self.log_prefix}   Token prefix: {key[:12]}..." if key and len(key) > 12 else f"{self.log_prefix}   Token: (empty or short)")
                        print(f"{self.log_prefix}   Troubleshooting:")
                        from hermes_constants import display_hermes_home as _dhh_fn
                        _dhh = _dhh_fn()
                        print(f"{self.log_prefix}     • Check ANTHROPIC_TOKEN in {_dhh}/.env for Hermes-managed OAuth/setup tokens")
                        print(f"{self.log_prefix}     • Check ANTHROPIC_API_KEY in {_dhh}/.env for API keys or legacy token values")
                        print(f"{self.log_prefix}     • For API keys: verify at https://console.anthropic.com/settings/keys")
                        print(f"{self.log_prefix}     • For Claude Code: run 'claude /login' to refresh, then retry")
                        print(f"{self.log_prefix}     • Clear stale keys: hermes config set ANTHROPIC_TOKEN \"\"")
                        print(f"{self.log_prefix}     • Legacy cleanup: hermes config set ANTHROPIC_API_KEY \"\"")

                    retry_count += 1
                    elapsed_time = time.time() - api_start_time
                    
                    error_type = type(api_error).__name__
                    error_msg = str(api_error).lower()
                    _error_summary = self._summarize_api_error(api_error)
                    logger.warning(
                        "API call failed (attempt %s/%s) error_type=%s %s summary=%s",
                        retry_count,
                        max_retries,
                        error_type,
                        self._client_log_context(),
                        _error_summary,
                    )

                    _provider = getattr(self, "provider", "unknown")
                    _base = getattr(self, "base_url", "unknown")
                    _model = getattr(self, "model", "unknown")
                    _status_code_str = f" [HTTP {status_code}]" if status_code else ""
                    self._vprint(f"{self.log_prefix}⚠️  API call failed (attempt {retry_count}/{max_retries}): {error_type}{_status_code_str}", force=True)
                    self._vprint(f"{self.log_prefix}   🔌 Provider: {_provider}  Model: {_model}", force=True)
                    self._vprint(f"{self.log_prefix}   🌐 Endpoint: {_base}", force=True)
                    self._vprint(f"{self.log_prefix}   📝 Error: {_error_summary}", force=True)
                    if status_code and status_code < 500:
                        _err_body = getattr(api_error, "body", None)
                        _err_body_str = str(_err_body)[:300] if _err_body else None
                        if _err_body_str:
                            self._vprint(f"{self.log_prefix}   📋 Details: {_err_body_str}", force=True)
                    self._vprint(f"{self.log_prefix}   ⏱️  Elapsed: {elapsed_time:.2f}s  Context: {len(api_messages)} msgs, ~{approx_tokens:,} tokens")
                    
                    # Check for interrupt before deciding to retry
                    if self._interrupt_requested:
                        self._vprint(f"{self.log_prefix}⚡ Interrupt detected during error handling, aborting retries.", force=True)
                        self._persist_session(messages, conversation_history)
                        self.clear_interrupt()
                        return {
                            "final_response": f"Operation interrupted: handling API error ({error_type}: {self._clean_error_message(str(api_error))}).",
                            "messages": messages,
                            "api_calls": api_call_count,
                            "completed": False,
                            "interrupted": True,
                        }
                    
                    # Check for 413 payload-too-large BEFORE generic 4xx handler.
                    # A 413 is a payload-size error — the correct response is to
                    # compress history and retry, not abort immediately.
                    status_code = getattr(api_error, "status_code", None)

                    # ── Anthropic long-context tier gate ──────────────────
                    # Anthropic returns HTTP 429 "Extra usage is required for
                    # long context requests" when a Claude Max (or similar)
                    # subscription doesn't include the 1M-context tier.  This
                    # is NOT a transient rate limit — retrying or switching
                    # credentials won't help.  Reduce context to 200k (the
                    # standard tier) and compress.
                    _is_long_context_tier_error = (
                        status_code == 429
                        and "extra usage" in error_msg
                        and "long context" in error_msg
                    )
                    if _is_long_context_tier_error:
                        _reduced_ctx = 200000
                        compressor = self.context_compressor
                        old_ctx = compressor.context_length
                        if old_ctx > _reduced_ctx:
                            compressor.context_length = _reduced_ctx
                            compressor.threshold_tokens = int(
                                _reduced_ctx * compressor.threshold_percent
                            )
                            compressor._context_probed = True
                            # Don't persist — this is a subscription-tier
                            # limitation, not a model capability.  If the user
                            # later enables extra usage the 1M limit should
                            # come back automatically.
                            compressor._context_probe_persistable = False
                            self._vprint(
                                f"{self.log_prefix}⚠️  Anthropic long-context tier "
                                f"requires extra usage — reducing context: "
                                f"{old_ctx:,} → {_reduced_ctx:,} tokens",
                                force=True,
                            )

                        compression_attempts += 1
                        if compression_attempts <= max_compression_attempts:
                            original_len = len(messages)
                            messages, active_system_prompt = self._compress_context(
                                messages, system_message,
                                approx_tokens=approx_tokens,
                                task_id=effective_task_id,
                            )
                            if len(messages) < original_len or old_ctx > _reduced_ctx:
                                self._emit_status(
                                    f"🗜️ Context reduced to {_reduced_ctx:,} tokens "
                                    f"(was {old_ctx:,}), retrying..."
                                )
                                time.sleep(2)
                                restart_with_compressed_messages = True
                                break
                        # Fall through to normal error handling if compression
                        # is exhausted or didn't help.

                    # Eager fallback for rate-limit errors (429 or quota exhaustion).
                    # When a fallback model is configured, switch immediately instead
                    # of burning through retries with exponential backoff -- the
                    # primary provider won't recover within the retry window.
                    is_rate_limited = (
                        status_code == 429
                        or "rate limit" in error_msg
                        or "too many requests" in error_msg
                        or "rate_limit" in error_msg
                        or "usage limit" in error_msg
                        or "quota" in error_msg
                    )
                    if is_rate_limited and self._fallback_index < len(self._fallback_chain):
                        # Don't eagerly fallback if credential pool rotation may
                        # still recover.  The pool's retry-then-rotate cycle needs
                        # at least one more attempt to fire — jumping to a fallback
                        # provider here short-circuits it.
                        pool = self._credential_pool
                        pool_may_recover = pool is not None and pool.has_available()
                        if not pool_may_recover:
                            self._emit_status("⚠️ Rate limited — switching to fallback provider...")
                            if self._try_activate_fallback():
                                retry_count = 0
                                continue

                    is_payload_too_large = (
                        status_code == 413
                        or 'request entity too large' in error_msg
                        or 'payload too large' in error_msg
                        or 'error code: 413' in error_msg
                    )

                    if is_payload_too_large:
                        compression_attempts += 1
                        if compression_attempts > max_compression_attempts:
                            self._vprint(f"{self.log_prefix}❌ Max compression attempts ({max_compression_attempts}) reached for payload-too-large error.", force=True)
                            self._vprint(f"{self.log_prefix}   💡 Try /new to start a fresh conversation, or /compress to retry compression.", force=True)
                            logging.error(f"{self.log_prefix}413 compression failed after {max_compression_attempts} attempts.")
                            self._persist_session(messages, conversation_history)
                            return {
                                "messages": messages,
                                "completed": False,
                                "api_calls": api_call_count,
                                "error": f"Request payload too large: max compression attempts ({max_compression_attempts}) reached.",
                                "partial": True
                            }
                        self._emit_status(f"⚠️  Request payload too large (413) — compression attempt {compression_attempts}/{max_compression_attempts}...")

                        original_len = len(messages)
                        messages, active_system_prompt = self._compress_context(
                            messages, system_message, approx_tokens=approx_tokens,
                            task_id=effective_task_id,
                        )

                        if len(messages) < original_len:
                            self._emit_status(f"🗜️ Compressed {original_len} → {len(messages)} messages, retrying...")
                            time.sleep(2)  # Brief pause between compression retries
                            restart_with_compressed_messages = True
                            break
                        else:
                            self._vprint(f"{self.log_prefix}❌ Payload too large and cannot compress further.", force=True)
                            self._vprint(f"{self.log_prefix}   💡 Try /new to start a fresh conversation, or /compress to retry compression.", force=True)
                            logging.error(f"{self.log_prefix}413 payload too large. Cannot compress further.")
                            self._persist_session(messages, conversation_history)
                            return {
                                "messages": messages,
                                "completed": False,
                                "api_calls": api_call_count,
                                "error": "Request payload too large (413). Cannot compress further.",
                                "partial": True
                            }

                    # Check for context-length errors BEFORE generic 4xx handler.
                    # Local backends (LM Studio, Ollama, llama.cpp) often return
                    # HTTP 400 with messages like "Context size has been exceeded"
                    # which must trigger compression, not an immediate abort.
                    is_context_length_error = any(phrase in error_msg for phrase in [
                        'context length', 'context size', 'maximum context',
                        'token limit', 'too many tokens', 'reduce the length',
                        'exceeds the limit', 'context window',
                        'request entity too large',  # OpenRouter/Nous 413 safety net
                        'prompt is too long',  # Anthropic: "prompt is too long: N tokens > M maximum"
                        'prompt exceeds max length',  # Z.AI / GLM: generic 400 overflow wording
                    ])

                    # Fallback heuristic: Anthropic sometimes returns a generic
                    # 400 invalid_request_error with just "Error" as the message
                    # when the context is too large.  If the error message is very
                    # short/generic AND the session is large, treat it as a
                    # probable context-length error and attempt compression rather
                    # than aborting.  This prevents an infinite failure loop where
                    # each failed message gets persisted, making the session even
                    # larger. (#1630)
                    if not is_context_length_error and status_code == 400:
                        ctx_len = getattr(getattr(self, 'context_compressor', None), 'context_length', 200000)
                        is_large_session = approx_tokens > ctx_len * 0.4 or len(api_messages) > 80
                        is_generic_error = len(error_msg.strip()) < 30  # e.g. just "error"
                        if is_large_session and is_generic_error:
                            is_context_length_error = True
                            self._vprint(
                                f"{self.log_prefix}⚠️  Generic 400 with large session "
                                f"(~{approx_tokens:,} tokens, {len(api_messages)} msgs) — "
                                f"treating as probable context overflow.",
                                force=True,
                            )
                    
                    if is_context_length_error:
                        compressor = self.context_compressor
                        old_ctx = compressor.context_length

                        # Try to parse the actual limit from the error message
                        parsed_limit = parse_context_limit_from_error(error_msg)
                        if parsed_limit and parsed_limit < old_ctx:
                            new_ctx = parsed_limit
                            self._vprint(f"{self.log_prefix}⚠️  Context limit detected from API: {new_ctx:,} tokens (was {old_ctx:,})", force=True)
                        else:
                            # Step down to the next probe tier
                            new_ctx = get_next_probe_tier(old_ctx)

                        if new_ctx and new_ctx < old_ctx:
                            compressor.context_length = new_ctx
                            compressor.threshold_tokens = int(new_ctx * compressor.threshold_percent)
                            compressor._context_probed = True
                            # Only persist limits parsed from the provider's
                            # error message (a real number).  Guessed fallback
                            # tiers from get_next_probe_tier() should stay
                            # in-memory only — persisting them pollutes the
                            # cache with wrong values.
                            compressor._context_probe_persistable = bool(
                                parsed_limit and parsed_limit == new_ctx
                            )
                            self._vprint(f"{self.log_prefix}⚠️  Context length exceeded — stepping down: {old_ctx:,} → {new_ctx:,} tokens", force=True)
                        else:
                            self._vprint(f"{self.log_prefix}⚠️  Context length exceeded at minimum tier — attempting compression...", force=True)

                        compression_attempts += 1
                        if compression_attempts > max_compression_attempts:
                            self._vprint(f"{self.log_prefix}❌ Max compression attempts ({max_compression_attempts}) reached.", force=True)
                            self._vprint(f"{self.log_prefix}   💡 Try /new to start a fresh conversation, or /compress to retry compression.", force=True)
                            logging.error(f"{self.log_prefix}Context compression failed after {max_compression_attempts} attempts.")
                            self._persist_session(messages, conversation_history)
                            return {
                                "messages": messages,
                                "completed": False,
                                "api_calls": api_call_count,
                                "error": f"Context length exceeded: max compression attempts ({max_compression_attempts}) reached.",
                                "partial": True
                            }
                        self._vprint(f"{self.log_prefix}   🗜️  Context compression attempt {compression_attempts}/{max_compression_attempts}...")

                        original_len = len(messages)
                        messages, active_system_prompt = self._compress_context(
                            messages, system_message, approx_tokens=approx_tokens,
                            task_id=effective_task_id,
                        )

                        if len(messages) < original_len or new_ctx and new_ctx < old_ctx:
                            if len(messages) < original_len:
                                self._emit_status(f"🗜️ Compressed {original_len} → {len(messages)} messages, retrying...")
                            time.sleep(2)  # Brief pause between compression retries
                            restart_with_compressed_messages = True
                            break
                        else:
                            # Can't compress further and already at minimum tier
                            self._vprint(f"{self.log_prefix}❌ Context length exceeded and cannot compress further.", force=True)
                            self._vprint(f"{self.log_prefix}   💡 The conversation has accumulated too much content. Try /new to start fresh, or /compress to manually trigger compression.", force=True)
                            logging.error(f"{self.log_prefix}Context length exceeded: {approx_tokens:,} tokens. Cannot compress further.")
                            self._persist_session(messages, conversation_history)
                            return {
                                "messages": messages,
                                "completed": False,
                                "api_calls": api_call_count,
                                "error": f"Context length exceeded ({approx_tokens:,} tokens). Cannot compress further.",
                                "partial": True
                            }

                    # Check for non-retryable client errors (4xx HTTP status codes).
                    # These indicate a problem with the request itself (bad model ID,
                    # invalid API key, forbidden, etc.) and will never succeed on retry.
                    # Note: 413 and context-length errors are excluded — handled above.
                    # 429 (rate limit) is transient and MUST be retried with backoff.
                    # 529 (Anthropic overloaded) is also transient.
                    # Also catch local validation errors (ValueError, TypeError) — these
                    # are programming bugs, not transient failures.
                    # Exclude UnicodeEncodeError — it's a ValueError subclass but is
                    # handled separately by the surrogate sanitization path above.
                    _RETRYABLE_STATUS_CODES = {413, 429, 529}
                    is_local_validation_error = (
                        isinstance(api_error, (ValueError, TypeError))
                        and not isinstance(api_error, UnicodeEncodeError)
                    )
                    # Detect generic 400s from Anthropic OAuth (transient server-side failures).
                    # Real invalid_request_error responses include a descriptive message;
                    # transient ones contain only "Error" or are empty. (ref: issue #1608)
                    _err_body = getattr(api_error, "body", None) or {}
                    _err_message = (_err_body.get("error", {}).get("message", "") if isinstance(_err_body, dict) else "")
                    _is_generic_400 = (status_code == 400 and _err_message.strip().lower() in ("error", ""))
                    is_client_status_error = isinstance(status_code, int) and 400 <= status_code < 500 and status_code not in _RETRYABLE_STATUS_CODES and not _is_generic_400
                    is_client_error = (is_local_validation_error or is_client_status_error or any(phrase in error_msg for phrase in [
                        'error code: 401', 'error code: 403',
                        'error code: 404', 'error code: 422',
                        'is not a valid model', 'invalid model', 'model not found',
                        'invalid api key', 'invalid_api_key', 'authentication',
                        'unauthorized', 'forbidden', 'not found',
                    ])) and not is_context_length_error

                    if is_client_error:
                        # Try fallback before aborting — a different provider
                        # may not have the same issue (rate limit, auth, etc.)
                        self._emit_status(f"⚠️ Non-retryable error (HTTP {status_code}) — trying fallback...")
                        if self._try_activate_fallback():
                            retry_count = 0
                            continue
                        self._dump_api_request_debug(
                            api_kwargs, reason="non_retryable_client_error", error=api_error,
                        )
                        self._vprint(f"{self.log_prefix}❌ Non-retryable client error (HTTP {status_code}). Aborting.", force=True)
                        self._vprint(f"{self.log_prefix}   🔌 Provider: {_provider}  Model: {_model}", force=True)
                        self._vprint(f"{self.log_prefix}   🌐 Endpoint: {_base}", force=True)
                        # Actionable guidance for common auth errors
                        if status_code in (401, 403) or "unauthorized" in error_msg or "forbidden" in error_msg or "permission" in error_msg:
                            self._vprint(f"{self.log_prefix}   💡 Your API key was rejected by the provider. Check:", force=True)
                            self._vprint(f"{self.log_prefix}      • Is the key valid? Run: hermes setup", force=True)
                            self._vprint(f"{self.log_prefix}      • Does your account have access to {_model}?", force=True)
                            if "openrouter" in str(_base).lower():
                                self._vprint(f"{self.log_prefix}      • Check credits: https://openrouter.ai/settings/credits", force=True)
                        else:
                            self._vprint(f"{self.log_prefix}   💡 This type of error won't be fixed by retrying.", force=True)
                        logging.error(f"{self.log_prefix}Non-retryable client error: {api_error}")
                        # Skip session persistence when the error is likely
                        # context-overflow related (status 400 + large session).
                        # Persisting the failed user message would make the
                        # session even larger, causing the same failure on the
                        # next attempt. (#1630)
                        if status_code == 400 and (approx_tokens > 50000 or len(api_messages) > 80):
                            self._vprint(
                                f"{self.log_prefix}⚠️  Skipping session persistence "
                                f"for large failed session to prevent growth loop.",
                                force=True,
                            )
                        else:
                            self._persist_session(messages, conversation_history)
                        return {
                            "final_response": None,
                            "messages": messages,
                            "api_calls": api_call_count,
                            "completed": False,
                            "failed": True,
                            "error": str(api_error),
                        }

                    if retry_count >= max_retries:
                        # Before falling back, try rebuilding the primary
                        # client once for transient transport errors (stale
                        # connection pool, TCP reset).  Only attempted once
                        # per API call block.
                        if not primary_recovery_attempted and self._try_recover_primary_transport(
                            api_error, retry_count=retry_count, max_retries=max_retries,
                        ):
                            primary_recovery_attempted = True
                            retry_count = 0
                            continue
                        # Try fallback before giving up entirely
                        self._emit_status(f"⚠️ Max retries ({max_retries}) exhausted — trying fallback...")
                        if self._try_activate_fallback():
                            retry_count = 0
                            continue
                        _final_summary = self._summarize_api_error(api_error)
                        if is_rate_limited:
                            self._vprint(f"{self.log_prefix}❌ Rate limit persisted after {max_retries} retries. Please try again later.", force=True)
                        else:
                            self._vprint(f"{self.log_prefix}❌ Max retries ({max_retries}) exceeded. Giving up.", force=True)
                        self._vprint(f"{self.log_prefix}   💀 Final error: {_final_summary}", force=True)

                        # Detect SSE stream-drop pattern (e.g. "Network
                        # connection lost") and surface actionable guidance.
                        # This typically happens when the model generates a
                        # very large tool call (write_file with huge content)
                        # and the proxy/CDN drops the stream mid-response.
                        _is_stream_drop = (
                            not getattr(api_error, "status_code", None)
                            and any(p in error_msg for p in (
                                "connection lost", "connection reset",
                                "connection closed", "network connection",
                                "network error", "terminated",
                            ))
                        )
                        if _is_stream_drop:
                            self._vprint(
                                f"{self.log_prefix}   💡 The provider's stream "
                                f"connection keeps dropping. This often happens "
                                f"when the model tries to write a very large "
                                f"file in a single tool call.",
                                force=True,
                            )
                            self._vprint(
                                f"{self.log_prefix}      Try asking the model "
                                f"to use execute_code with Python's open() for "
                                f"large files, or to write the file in smaller "
                                f"sections.",
                                force=True,
                            )

                        logging.error(
                            "%sAPI call failed after %s retries. %s | provider=%s model=%s msgs=%s tokens=~%s",
                            self.log_prefix, max_retries, _final_summary,
                            _provider, _model, len(api_messages), f"{approx_tokens:,}",
                        )
                        self._dump_api_request_debug(
                            api_kwargs, reason="max_retries_exhausted", error=api_error,
                        )
                        self._persist_session(messages, conversation_history)
                        _final_response = f"API call failed after {max_retries} retries: {_final_summary}"
                        if _is_stream_drop:
                            _final_response += (
                                "\n\nThe provider's stream connection keeps "
                                "dropping — this often happens when generating "
                                "very large tool call responses (e.g. write_file "
                                "with long content). Try asking me to use "
                                "execute_code with Python's open() for large "
                                "files, or to write in smaller sections."
                            )
                        return {
                            "final_response": _final_response,
                            "messages": messages,
                            "api_calls": api_call_count,
                            "completed": False,
                            "failed": True,
                            "error": _final_summary,
                        }

                    # For rate limits, respect the Retry-After header if present
                    _retry_after = None
                    if is_rate_limited:
                        _resp_headers = getattr(getattr(api_error, "response", None), "headers", None)
                        if _resp_headers and hasattr(_resp_headers, "get"):
                            _ra_raw = _resp_headers.get("retry-after") or _resp_headers.get("Retry-After")
                            if _ra_raw:
                                try:
                                    _retry_after = min(int(_ra_raw), 120)  # Cap at 2 minutes
                                except (TypeError, ValueError):
                                    pass
                    wait_time = _retry_after if _retry_after else min(2 ** retry_count, 60)
                    if is_rate_limited:
                        self._emit_status(f"⏱️ Rate limit reached. Waiting {wait_time}s before retry (attempt {retry_count + 1}/{max_retries})...")
                    else:
                        self._emit_status(f"⏳ Retrying in {wait_time}s (attempt {retry_count}/{max_retries})...")
                    logger.warning(
                        "Retrying API call in %ss (attempt %s/%s) %s error=%s",
                        wait_time,
                        retry_count,
                        max_retries,
                        self._client_log_context(),
                        api_error,
                    )
                    # Sleep in small increments so we can respond to interrupts quickly
                    # instead of blocking the entire wait_time in one sleep() call
                    sleep_end = time.time() + wait_time
                    while time.time() < sleep_end:
                        if self._interrupt_requested:
                            self._vprint(f"{self.log_prefix}⚡ Interrupt detected during retry wait, aborting.", force=True)
                            self._persist_session(messages, conversation_history)
                            self.clear_interrupt()
                            return {
                                "final_response": f"Operation interrupted: retrying API call after error (retry {retry_count}/{max_retries}).",
                                "messages": messages,
                                "api_calls": api_call_count,
                                "completed": False,
                                "interrupted": True,
                            }
                        time.sleep(0.2)  # Check interrupt every 200ms
            
            # If the API call was interrupted, skip response processing
            if interrupted:
                break

            if restart_with_compressed_messages:
                api_call_count -= 1
                self.iteration_budget.refund()
                # Count compression restarts toward the retry limit to prevent
                # infinite loops when compression reduces messages but not enough
                # to fit the context window.
                retry_count += 1
                restart_with_compressed_messages = False
                continue

            if restart_with_length_continuation:
                continue

            # Guard: if all retries exhausted without a successful response
            # (e.g. repeated context-length errors that exhausted retry_count),
            # the `response` variable is still None. Break out cleanly.
            if response is None:
                print(f"{self.log_prefix}❌ All API retries exhausted with no successful response.")
                self._persist_session(messages, conversation_history)
                break

            try:
                if self.api_mode == "codex_responses":
                    assistant_message, finish_reason = self._normalize_codex_response(response)
                elif self.api_mode == "anthropic_messages":
                    from agent.anthropic_adapter import normalize_anthropic_response
                    assistant_message, finish_reason = normalize_anthropic_response(
                        response, strip_tool_prefix=self._is_anthropic_oauth
                    )
                else:
                    assistant_message = response.choices[0].message
                
                # Normalize content to string — some OpenAI-compatible servers
                # (llama-server, etc.) return content as a dict or list instead
                # of a plain string, which crashes downstream .strip() calls.
                if assistant_message.content is not None and not isinstance(assistant_message.content, str):
                    raw = assistant_message.content
                    if isinstance(raw, dict):
                        assistant_message.content = raw.get("text", "") or raw.get("content", "") or json.dumps(raw)
                    elif isinstance(raw, list):
                        # Multimodal content list — extract text parts
                        parts = []
                        for part in raw:
                            if isinstance(part, str):
                                parts.append(part)
                            elif isinstance(part, dict) and part.get("type") == "text":
                                parts.append(part.get("text", ""))
                            elif isinstance(part, dict) and "text" in part:
                                parts.append(str(part["text"]))
                        assistant_message.content = "\n".join(parts)
                    else:
                        assistant_message.content = str(raw)

                # Handle assistant response
                if assistant_message.content and not self.quiet_mode:
                    if self.verbose_logging:
                        self._vprint(f"{self.log_prefix}🤖 Assistant: {assistant_message.content}")
                    else:
                        self._vprint(f"{self.log_prefix}🤖 Assistant: {assistant_message.content[:100]}{'...' if len(assistant_message.content) > 100 else ''}")

                # Notify progress callback of model's thinking (used by subagent
                # delegation to relay the child's reasoning to the parent display).
                # Guard: only fire for subagents (_delegate_depth >= 1) to avoid
                # spamming gateway platforms with the main agent's every thought.
                if (assistant_message.content and self.tool_progress_callback
                        and getattr(self, '_delegate_depth', 0) > 0):
                    _think_text = assistant_message.content.strip()
                    # Strip reasoning XML tags that shouldn't leak to parent display
                    _think_text = re.sub(
                        r'</?(?:REASONING_SCRATCHPAD|think|reasoning)>', '', _think_text
                    ).strip()
                    first_line = _think_text.split('\n')[0][:80] if _think_text else ""
                    if first_line:
                        try:
                            self.tool_progress_callback("_thinking", first_line)
                        except Exception:
                            pass
                
                # Check for incomplete <REASONING_SCRATCHPAD> (opened but never closed)
                # This means the model ran out of output tokens mid-reasoning — retry up to 2 times
                if has_incomplete_scratchpad(assistant_message.content or ""):
                    if not hasattr(self, '_incomplete_scratchpad_retries'):
                        self._incomplete_scratchpad_retries = 0
                    self._incomplete_scratchpad_retries += 1
                    
                    self._vprint(f"{self.log_prefix}⚠️  Incomplete <REASONING_SCRATCHPAD> detected (opened but never closed)")
                    
                    if self._incomplete_scratchpad_retries <= 2:
                        self._vprint(f"{self.log_prefix}🔄 Retrying API call ({self._incomplete_scratchpad_retries}/2)...")
                        # Don't add the broken message, just retry
                        continue
                    else:
                        # Max retries - discard this turn and save as partial
                        self._vprint(f"{self.log_prefix}❌ Max retries (2) for incomplete scratchpad. Saving as partial.", force=True)
                        self._incomplete_scratchpad_retries = 0
                        
                        rolled_back_messages = self._get_messages_up_to_last_assistant(messages)
                        self._cleanup_task_resources(effective_task_id)
                        self._persist_session(messages, conversation_history)
                        
                        return {
                            "final_response": None,
                            "messages": rolled_back_messages,
                            "api_calls": api_call_count,
                            "completed": False,
                            "partial": True,
                            "error": "Incomplete REASONING_SCRATCHPAD after 2 retries"
                        }
                
                # Reset incomplete scratchpad counter on clean response
                if hasattr(self, '_incomplete_scratchpad_retries'):
                    self._incomplete_scratchpad_retries = 0

                if self.api_mode == "codex_responses" and finish_reason == "incomplete":
                    if not hasattr(self, "_codex_incomplete_retries"):
                        self._codex_incomplete_retries = 0
                    self._codex_incomplete_retries += 1

                    interim_msg = self._build_assistant_message(assistant_message, finish_reason)
                    interim_has_content = bool((interim_msg.get("content") or "").strip())
                    interim_has_reasoning = bool(interim_msg.get("reasoning", "").strip()) if isinstance(interim_msg.get("reasoning"), str) else False
                    interim_has_codex_reasoning = bool(interim_msg.get("codex_reasoning_items"))

                    if interim_has_content or interim_has_reasoning or interim_has_codex_reasoning:
                        last_msg = messages[-1] if messages else None
                        # Duplicate detection: two consecutive incomplete assistant
                        # messages with identical content AND reasoning are collapsed.
                        # For reasoning-only messages (codex_reasoning_items differ but
                        # visible content/reasoning are both empty), we also compare
                        # the encrypted items to avoid silently dropping new state.
                        last_codex_items = last_msg.get("codex_reasoning_items") if isinstance(last_msg, dict) else None
                        interim_codex_items = interim_msg.get("codex_reasoning_items")
                        duplicate_interim = (
                            isinstance(last_msg, dict)
                            and last_msg.get("role") == "assistant"
                            and last_msg.get("finish_reason") == "incomplete"
                            and (last_msg.get("content") or "") == (interim_msg.get("content") or "")
                            and (last_msg.get("reasoning") or "") == (interim_msg.get("reasoning") or "")
                            and last_codex_items == interim_codex_items
                        )
                        if not duplicate_interim:
                            messages.append(interim_msg)

                    if self._codex_incomplete_retries < 3:
                        if not self.quiet_mode:
                            self._vprint(f"{self.log_prefix}↻ Codex response incomplete; continuing turn ({self._codex_incomplete_retries}/3)")
                        self._session_messages = messages
                        self._save_session_log(messages)
                        continue

                    self._codex_incomplete_retries = 0
                    self._persist_session(messages, conversation_history)
                    return {
                        "final_response": None,
                        "messages": messages,
                        "api_calls": api_call_count,
                        "completed": False,
                        "partial": True,
                        "error": "Codex response remained incomplete after 3 continuation attempts",
                    }
                elif hasattr(self, "_codex_incomplete_retries"):
                    self._codex_incomplete_retries = 0
                
                # Check for tool calls
                if assistant_message.tool_calls:
                    if not self.quiet_mode:
                        self._vprint(f"{self.log_prefix}🔧 Processing {len(assistant_message.tool_calls)} tool call(s)...")
                    
                    if self.verbose_logging:
                        for tc in assistant_message.tool_calls:
                            logging.debug(f"Tool call: {tc.function.name} with args: {tc.function.arguments[:200]}...")
                    
                    # Validate tool call names - detect model hallucinations
                    # Repair mismatched tool names before validating
                    for tc in assistant_message.tool_calls:
                        if tc.function.name not in self.valid_tool_names:
                            repaired = self._repair_tool_call(tc.function.name)
                            if repaired:
                                print(f"{self.log_prefix}🔧 Auto-repaired tool name: '{tc.function.name}' -> '{repaired}'")
                                tc.function.name = repaired
                    invalid_tool_calls = [
                        tc.function.name for tc in assistant_message.tool_calls
                        if tc.function.name not in self.valid_tool_names
                    ]
                    if invalid_tool_calls:
                        # Track retries for invalid tool calls
                        if not hasattr(self, '_invalid_tool_retries'):
                            self._invalid_tool_retries = 0
                        self._invalid_tool_retries += 1

                        # Return helpful error to model — model can self-correct next turn
                        available = ", ".join(sorted(self.valid_tool_names))
                        invalid_name = invalid_tool_calls[0]
                        invalid_preview = invalid_name[:80] + "..." if len(invalid_name) > 80 else invalid_name
                        self._vprint(f"{self.log_prefix}⚠️  Unknown tool '{invalid_preview}' — sending error to model for self-correction ({self._invalid_tool_retries}/3)")

                        if self._invalid_tool_retries >= 3:
                            self._vprint(f"{self.log_prefix}❌ Max retries (3) for invalid tool calls exceeded. Stopping as partial.", force=True)
                            self._invalid_tool_retries = 0
                            self._persist_session(messages, conversation_history)
                            return {
                                "final_response": None,
                                "messages": messages,
                                "api_calls": api_call_count,
                                "completed": False,
                                "partial": True,
                                "error": f"Model generated invalid tool call: {invalid_preview}"
                            }

                        assistant_msg = self._build_assistant_message(assistant_message, finish_reason)
                        messages.append(assistant_msg)
                        for tc in assistant_message.tool_calls:
                            if tc.function.name not in self.valid_tool_names:
                                content = f"Tool '{tc.function.name}' does not exist. Available tools: {available}"
                            else:
                                content = "Skipped: another tool call in this turn used an invalid name. Please retry this tool call."
                            messages.append({
                                "role": "tool",
                                "tool_call_id": tc.id,
                                "content": content,
                            })
                        continue
                    # Reset retry counter on successful tool call validation
                    if hasattr(self, '_invalid_tool_retries'):
                        self._invalid_tool_retries = 0
                    
                    # Validate tool call arguments are valid JSON
                    # Handle empty strings as empty objects (common model quirk)
                    invalid_json_args = []
                    for tc in assistant_message.tool_calls:
                        args = tc.function.arguments
                        if isinstance(args, (dict, list)):
                            tc.function.arguments = json.dumps(args)
                            continue
                        if args is not None and not isinstance(args, str):
                            tc.function.arguments = str(args)
                            args = tc.function.arguments
                        # Treat empty/whitespace strings as empty object
                        if not args or not args.strip():
                            tc.function.arguments = "{}"
                            continue
                        try:
                            json.loads(args)
                        except json.JSONDecodeError as e:
                            invalid_json_args.append((tc.function.name, str(e)))
                    
                    if invalid_json_args:
                        # Track retries for invalid JSON arguments
                        self._invalid_json_retries += 1
                        
                        tool_name, error_msg = invalid_json_args[0]
                        self._vprint(f"{self.log_prefix}⚠️  Invalid JSON in tool call arguments for '{tool_name}': {error_msg}")
                        
                        if self._invalid_json_retries < 3:
                            self._vprint(f"{self.log_prefix}🔄 Retrying API call ({self._invalid_json_retries}/3)...")
                            # Don't add anything to messages, just retry the API call
                            continue
                        else:
                            # Instead of returning partial, inject tool error results so the model can recover.
                            # Using tool results (not user messages) preserves role alternation.
                            self._vprint(f"{self.log_prefix}⚠️  Injecting recovery tool results for invalid JSON...")
                            self._invalid_json_retries = 0  # Reset for next attempt
                            
                            # Append the assistant message with its (broken) tool_calls
                            recovery_assistant = self._build_assistant_message(assistant_message, finish_reason)
                            messages.append(recovery_assistant)
                            
                            # Respond with tool error results for each tool call
                            invalid_names = {name for name, _ in invalid_json_args}
                            for tc in assistant_message.tool_calls:
                                if tc.function.name in invalid_names:
                                    err = next(e for n, e in invalid_json_args if n == tc.function.name)
                                    tool_result = (
                                        f"Error: Invalid JSON arguments. {err}. "
                                        f"For tools with no required parameters, use an empty object: {{}}. "
                                        f"Please retry with valid JSON."
                                    )
                                else:
                                    tool_result = "Skipped: other tool call in this response had invalid JSON."
                                messages.append({
                                    "role": "tool",
                                    "tool_call_id": tc.id,
                                    "content": tool_result,
                                })
                            continue
                    
                    # Reset retry counter on successful JSON validation
                    self._invalid_json_retries = 0

                    # ── Post-call guardrails ──────────────────────────
                    assistant_message.tool_calls = self._cap_delegate_task_calls(
                        assistant_message.tool_calls
                    )
                    assistant_message.tool_calls = self._deduplicate_tool_calls(
                        assistant_message.tool_calls
                    )

                    assistant_msg = self._build_assistant_message(assistant_message, finish_reason)
                    
                    # If this turn has both content AND tool_calls, capture the content
                    # as a fallback final response. Common pattern: model delivers its
                    # answer and calls memory/skill tools as a side-effect in the same
                    # turn. If the follow-up turn after tools is empty, we use this.
                    turn_content = assistant_message.content or ""
                    if turn_content and self._has_content_after_think_block(turn_content):
                        self._last_content_with_tools = turn_content
                        # Only mute subsequent output when EVERY tool call in
                        # this turn is post-response housekeeping (memory, todo,
                        # skill_manage, etc.).  If any substantive tool is present
                        # (search_files, read_file, write_file, terminal, ...),
                        # keep output visible so the user sees progress.
                        _HOUSEKEEPING_TOOLS = frozenset({
                            "memory", "todo", "skill_manage", "session_search",
                        })
                        _all_housekeeping = all(
                            tc.function.name in _HOUSEKEEPING_TOOLS
                            for tc in assistant_message.tool_calls
                        )
                        if _all_housekeeping and self._has_stream_consumers():
                            self._mute_post_response = True
                        elif self.quiet_mode:
                            clean = self._strip_think_blocks(turn_content).strip()
                            if clean:
                                self._vprint(f"  ┊ 💬 {clean}")
                    
                    messages.append(assistant_msg)

                    # Close any open streaming display (response box, reasoning
                    # box) before tool execution begins.  Intermediate turns may
                    # have streamed early content that opened the response box;
                    # flushing here prevents it from wrapping tool feed lines.
                    # Only signal the display callback — TTS (_stream_callback)
                    # should NOT receive None (it uses None as end-of-stream).
                    if self.stream_delta_callback:
                        try:
                            self.stream_delta_callback(None)
                        except Exception:
                            pass

                    self._execute_tool_calls(assistant_message, messages, effective_task_id, api_call_count)

                    # Signal that a paragraph break is needed before the next
                    # streamed text.  We don't emit it immediately because
                    # multiple consecutive tool iterations would stack up
                    # redundant blank lines.  Instead, _fire_stream_delta()
                    # will prepend a single "\n\n" the next time real text
                    # arrives.
                    self._stream_needs_break = True

                    # Refund the iteration if the ONLY tool(s) called were
                    # execute_code (programmatic tool calling).  These are
                    # cheap RPC-style calls that shouldn't eat the budget.
                    _tc_names = {tc.function.name for tc in assistant_message.tool_calls}
                    if _tc_names == {"execute_code"}:
                        self.iteration_budget.refund()
                    
                    # Use real token counts from the API response to decide
                    # compression.  prompt_tokens + completion_tokens is the
                    # actual context size the provider reported plus the
                    # assistant turn — a tight lower bound for the next prompt.
                    # Tool results appended above aren't counted yet, but the
                    # threshold (default 50%) leaves ample headroom; if tool
                    # results push past it, the next API call will report the
                    # real total and trigger compression then.
                    _compressor = self.context_compressor
                    _real_tokens = (
                        _compressor.last_prompt_tokens
                        + _compressor.last_completion_tokens
                    )

                    # ── Context pressure warnings (user-facing only) ──────────
                    # Notify the user (NOT the LLM) as context approaches the
                    # compaction threshold.  Thresholds are relative to where
                    # compaction fires, not the raw context window.
                    # Does not inject into messages — just prints to CLI output
                    # and fires status_callback for gateway platforms.
                    if _compressor.threshold_tokens > 0:
                        _compaction_progress = _real_tokens / _compressor.threshold_tokens
                        if _compaction_progress >= 0.85 and not self._context_pressure_warned:
                            self._context_pressure_warned = True
                            self._emit_context_pressure(_compaction_progress, _compressor)

                    if self.compression_enabled and _compressor.should_compress(_real_tokens):
                        messages, active_system_prompt = self._compress_context(
                            messages, system_message,
                            approx_tokens=self.context_compressor.last_prompt_tokens,
                            task_id=effective_task_id,
                        )
                        # Compression created a new session — clear history so
                        # _flush_messages_to_session_db writes compressed messages
                        # to the new session (see preflight compression comment).
                        conversation_history = None
                    
                    # Save session log incrementally (so progress is visible even if interrupted)
                    self._session_messages = messages
                    self._save_session_log(messages)
                    
                    # Continue loop for next response
                    continue
                
                else:
                    # No tool calls - this is the final response
                    final_response = assistant_message.content or ""
                    
                    # Check if response only has think block with no actual content after it
                    if not self._has_content_after_think_block(final_response):
                        # If the previous turn already delivered real content alongside
                        # tool calls (e.g. "You're welcome!" + memory save), the model
                        # has nothing more to say. Use the earlier content immediately
                        # instead of wasting API calls on retries that won't help.
                        fallback = getattr(self, '_last_content_with_tools', None)
                        if fallback:
                            logger.debug("Empty follow-up after tool calls — using prior turn content as final response")
                            self._last_content_with_tools = None
                            self._empty_content_retries = 0
                            for i in range(len(messages) - 1, -1, -1):
                                msg = messages[i]
                                if msg.get("role") == "assistant" and msg.get("tool_calls"):
                                    tool_names = []
                                    for tc in msg["tool_calls"]:
                                        if not tc or not isinstance(tc, dict): continue
                                        fn = tc.get("function", {})
                                        tool_names.append(fn.get("name", "unknown"))
                                    msg["content"] = f"Calling the {', '.join(tool_names)} tool{'s' if len(tool_names) > 1 else ''}..."
                                    break
                            final_response = self._strip_think_blocks(fallback).strip()
                            self._response_was_previewed = True
                            break

                        # No fallback available — classify the empty response before
                        # blindly spending retries. Some local/custom backends surface
                        # implicit context pressure as reasoning-only output rather than
                        # an explicit overflow error.
                        if not hasattr(self, '_empty_content_retries'):
                            self._empty_content_retries = 0
                        self._empty_content_retries += 1

                        empty_response_info = self._classify_empty_content_response(
                            assistant_message,
                            finish_reason=finish_reason,
                            approx_tokens=approx_tokens,
                            api_messages=api_messages,
                            conversation_history=conversation_history,
                        )
                        reasoning_text = empty_response_info["reasoning_text"]
                        self._vprint(f"{self.log_prefix}⚠️  Response only contains think block with no content after it")
                        if reasoning_text:
                            reasoning_preview = reasoning_text[:500] + "..." if len(reasoning_text) > 500 else reasoning_text
                            self._vprint(f"{self.log_prefix}   Reasoning: {reasoning_preview}")
                        else:
                            content_preview = final_response[:80] + "..." if len(final_response) > 80 else final_response
                            self._vprint(f"{self.log_prefix}   Content: '{content_preview}'")

                        if empty_response_info["should_compress"]:
                            compression_attempts += 1
                            if compression_attempts > max_compression_attempts:
                                self._vprint(f"{self.log_prefix}❌ Max compression attempts ({max_compression_attempts}) reached.", force=True)
                                self._vprint(f"{self.log_prefix}   💡 Local/custom backend returned reasoning-only output with no visible content. This often means the resumed/large session exceeds the runtime context window. Try /new or lower model.context_length to the actual runtime limit.", force=True)
                            else:
                                self._vprint(f"{self.log_prefix}🗜️  Reasoning-only response looks like implicit context pressure — attempting compression ({compression_attempts}/{max_compression_attempts})...", force=True)
                                original_len = len(messages)
                                messages, active_system_prompt = self._compress_context(
                                    messages, system_message, approx_tokens=approx_tokens,
                                    task_id=effective_task_id,
                                )
                                if len(messages) < original_len:
                                    conversation_history = None
                                    self._emit_status(f"🗜️ Compressed {original_len} → {len(messages)} messages after reasoning-only response, retrying...")
                                    time.sleep(2)
                                    api_call_count -= 1
                                    self.iteration_budget.refund()
                                    retry_count += 1
                                    continue
                                self._vprint(f"{self.log_prefix}   Compression could not shrink the session; falling back to retry/salvage logic.")

                        if (
                            reasoning_text
                            and empty_response_info["repeated_signature"]
                            and empty_response_info["has_structured_reasoning"]
                        ):
                            self._vprint(f"{self.log_prefix}ℹ️  Structured reasoning-only response repeated unchanged — using reasoning text directly.", force=True)
                            self._empty_content_retries = 0
                            final_response = reasoning_text
                            empty_msg = {
                                "role": "assistant",
                                "content": final_response,
                                "reasoning": reasoning_text,
                                "finish_reason": finish_reason,
                            }
                            messages.append(empty_msg)
                            break
                        
                        if self._empty_content_retries < 3:
                            self._vprint(f"{self.log_prefix}🔄 Retrying API call ({self._empty_content_retries}/3)...")
                            continue
                        else:
                            self._vprint(f"{self.log_prefix}❌ Max retries (3) for empty content exceeded.", force=True)
                            self._empty_content_retries = 0
                            
                            # If a prior tool_calls turn had real content, salvage it:
                            # rewrite that turn's content to a brief tool description,
                            # and use the original content as the final response here.
                            fallback = getattr(self, '_last_content_with_tools', None)
                            if fallback:
                                self._last_content_with_tools = None
                                # Find the last assistant message with tool_calls and rewrite it
                                for i in range(len(messages) - 1, -1, -1):
                                    msg = messages[i]
                                    if msg.get("role") == "assistant" and msg.get("tool_calls"):
                                        tool_names = []
                                        for tc in msg["tool_calls"]:
                                            if not tc or not isinstance(tc, dict): continue
                                            fn = tc.get("function", {})
                                            tool_names.append(fn.get("name", "unknown"))
                                        msg["content"] = f"Calling the {', '.join(tool_names)} tool{'s' if len(tool_names) > 1 else ''}..."
                                        break
                                # Strip <think> blocks from fallback content for user display
                                final_response = self._strip_think_blocks(fallback).strip()
                                self._response_was_previewed = True
                                break
                            
                            # No fallback -- if reasoning_text exists, the model put its
                            # entire response inside <think> tags; use that as the content.
                            if reasoning_text:
                                self._vprint(f"{self.log_prefix}Using reasoning as response content (model wrapped entire response in think tags).", force=True)
                                final_response = reasoning_text
                                empty_msg = {
                                    "role": "assistant",
                                    "content": final_response,
                                    "reasoning": reasoning_text,
                                    "finish_reason": finish_reason,
                                }
                                messages.append(empty_msg)
                                break

                            # Truly empty -- no reasoning and no content
                            empty_msg = {
                                "role": "assistant",
                                "content": final_response,
                                "reasoning": reasoning_text,
                                "finish_reason": finish_reason,
                            }
                            messages.append(empty_msg)

                            self._cleanup_task_resources(effective_task_id)
                            self._persist_session(messages, conversation_history)

                            error_message = "Model generated only think blocks with no actual response after 3 retries"
                            if empty_response_info["is_local_custom"]:
                                error_message = (
                                    "Local/custom backend returned reasoning-only output with no visible response after 3 retries. "
                                    "Likely causes: wrong /v1 endpoint, runtime context window smaller than Hermes expects, "
                                    "or a resumed/large session exceeding the backend's actual context limit."
                                )

                            return {
                                "final_response": final_response or None,
                                "messages": messages,
                                "api_calls": api_call_count,
                                "completed": False,
                                "partial": True,
                                "error": error_message
                            }
                    
                    # Reset retry counter/signature on successful content
                    if hasattr(self, '_empty_content_retries'):
                        self._empty_content_retries = 0
                    self._last_empty_content_signature = None

                    if (
                        self.api_mode == "codex_responses"
                        and self.valid_tool_names
                        and codex_ack_continuations < 2
                        and self._looks_like_codex_intermediate_ack(
                            user_message=user_message,
                            assistant_content=final_response,
                            messages=messages,
                        )
                    ):
                        codex_ack_continuations += 1
                        interim_msg = self._build_assistant_message(assistant_message, "incomplete")
                        messages.append(interim_msg)

                        continue_msg = {
                            "role": "user",
                            "content": (
                                "[System: Continue now. Execute the required tool calls and only "
                                "send your final answer after completing the task.]"
                            ),
                        }
                        messages.append(continue_msg)
                        self._session_messages = messages
                        self._save_session_log(messages)
                        continue

                    codex_ack_continuations = 0

                    if truncated_response_prefix:
                        final_response = truncated_response_prefix + final_response
                        truncated_response_prefix = ""
                        length_continue_retries = 0
                    
                    # Strip <think> blocks from user-facing response (keep raw in messages for trajectory)
                    final_response = self._strip_think_blocks(final_response).strip()
                    
                    final_msg = self._build_assistant_message(assistant_message, finish_reason)
                    
                    messages.append(final_msg)
                    
                    if not self.quiet_mode:
                        self._safe_print(f"🎉 Conversation completed after {api_call_count} OpenAI-compatible API call(s)")
                    break
                
            except Exception as e:
                error_msg = f"Error during OpenAI-compatible API call #{api_call_count}: {str(e)}"
                try:
                    print(f"❌ {error_msg}")
                except (OSError, ValueError):
                    logger.error(error_msg)
                
                if self.verbose_logging:
                    logging.exception("Detailed error information:")
                
                # If an assistant message with tool_calls was already appended,
                # the API expects a role="tool" result for every tool_call_id.
                # Fill in error results for any that weren't answered yet.
                pending_handled = False
                for idx in range(len(messages) - 1, -1, -1):
                    msg = messages[idx]
                    if not isinstance(msg, dict):
                        break
                    if msg.get("role") == "tool":
                        continue
                    if msg.get("role") == "assistant" and msg.get("tool_calls"):
                        answered_ids = {
                            m["tool_call_id"]
                            for m in messages[idx + 1:]
                            if isinstance(m, dict) and m.get("role") == "tool"
                        }
                        for tc in msg["tool_calls"]:
                            if not tc or not isinstance(tc, dict): continue
                            if tc["id"] not in answered_ids:
                                err_msg = {
                                    "role": "tool",
                                    "tool_call_id": tc["id"],
                                    "content": f"Error executing tool: {error_msg}",
                                }
                                messages.append(err_msg)
                        pending_handled = True
                    break
                
                # Non-tool errors don't need a synthetic message injected.
                # The error is already printed to the user (line above), and
                # the retry loop continues.  Injecting a fake user/assistant
                # message pollutes history, burns tokens, and risks violating
                # role-alternation invariants.

                # If we're near the limit, break to avoid infinite loops
                if api_call_count >= self.max_iterations - 1:
                    final_response = f"I apologize, but I encountered repeated errors: {error_msg}"
                    # Append as assistant so the history stays valid for
                    # session resume (avoids consecutive user messages).
                    messages.append({"role": "assistant", "content": final_response})
                    break
        
        if final_response is None and (
            api_call_count >= self.max_iterations
            or self.iteration_budget.remaining <= 0
        ):
            if self.iteration_budget.remaining <= 0 and not self.quiet_mode:
                print(f"\n⚠️  Iteration budget exhausted ({self.iteration_budget.used}/{self.iteration_budget.max_total} iterations used)")
            final_response = self._handle_max_iterations(messages, api_call_count)
        
        # Determine if conversation completed successfully
        completed = final_response is not None and api_call_count < self.max_iterations

        # Save trajectory if enabled
        self._save_trajectory(messages, user_message, completed)

        # Clean up VM and browser for this task after conversation completes
        self._cleanup_task_resources(effective_task_id)

        # Persist session to both JSON log and SQLite
        self._persist_session(messages, conversation_history)


        # Plugin hook: post_llm_call
        # Fired once per turn after the tool-calling loop completes.
        # Plugins can use this to persist conversation data (e.g. sync
        # to an external memory system).
        if final_response and not interrupted:
            try:
                from hermes_cli.plugins import invoke_hook as _invoke_hook
                _invoke_hook(
                    "post_llm_call",
                    session_id=self.session_id,
                    user_message=original_user_message,
                    assistant_response=final_response,
                    conversation_history=list(messages),
                    model=self.model,
                    platform=getattr(self, "platform", None) or "",
                )
            except Exception as exc:
                logger.warning("post_llm_call hook failed: %s", exc)

        # Extract reasoning from the last assistant message (if any)
        last_reasoning = None
        for msg in reversed(messages):
            if msg.get("role") == "assistant" and msg.get("reasoning"):
                last_reasoning = msg["reasoning"]
                break

        # Build result with interrupt info if applicable
        result = {
            "final_response": final_response,
            "last_reasoning": last_reasoning,
            "messages": messages,
            "api_calls": api_call_count,
            "completed": completed,
            "partial": False,  # True only when stopped due to invalid tool calls
            "interrupted": interrupted,
            "response_previewed": getattr(self, "_response_was_previewed", False),
            "model": self.model,
            "provider": self.provider,
            "base_url": self.base_url,
            "input_tokens": self.session_input_tokens,
            "output_tokens": self.session_output_tokens,
            "cache_read_tokens": self.session_cache_read_tokens,
            "cache_write_tokens": self.session_cache_write_tokens,
            "reasoning_tokens": self.session_reasoning_tokens,
            "prompt_tokens": self.session_prompt_tokens,
            "completion_tokens": self.session_completion_tokens,
            "total_tokens": self.session_total_tokens,
            "last_prompt_tokens": getattr(self.context_compressor, "last_prompt_tokens", 0) or 0,
            "estimated_cost_usd": self.session_estimated_cost_usd,
            "cost_status": self.session_cost_status,
            "cost_source": self.session_cost_source,
        }
        self._response_was_previewed = False
        
        # Include interrupt message if one triggered the interrupt
        if interrupted and self._interrupt_message:
            result["interrupt_message"] = self._interrupt_message
        
        # Clear interrupt state after handling
        self.clear_interrupt()

        # Clear stream callback so it doesn't leak into future calls
        self._stream_callback = None

        # Check skill trigger NOW — based on how many tool iterations THIS turn used.
        _should_review_skills = False
        if (self._skill_nudge_interval > 0
                and self._iters_since_skill >= self._skill_nudge_interval
                and "skill_manage" in self.valid_tool_names):
            _should_review_skills = True
            self._iters_since_skill = 0

        # External memory provider: sync the completed turn + queue next prefetch
        if self._memory_manager and final_response and user_message:
            try:
                self._memory_manager.sync_all(user_message, final_response)
                self._memory_manager.queue_prefetch_all(user_message)
            except Exception:
                pass

        # Background memory/skill review — runs AFTER the response is delivered
        # so it never competes with the user's task for model attention.
        if final_response and not interrupted and (_should_review_memory or _should_review_skills):
            try:
                self._spawn_background_review(
                    messages_snapshot=list(messages),
                    review_memory=_should_review_memory,
                    review_skills=_should_review_skills,
                )
            except Exception:
                pass  # Background review is best-effort

        # Note: Memory provider on_session_end() + shutdown_all() are NOT
        # called here — run_conversation() is called once per user message in
        # multi-turn sessions. Shutting down after every turn would kill the
        # provider before the second message. Actual session-end cleanup is
        # handled by the CLI (atexit / /reset) and gateway (session expiry /
        # _reset_session).

        # Plugin hook: on_session_end
        # Fired at the very end of every run_conversation call.
        # Plugins can use this for cleanup, flushing buffers, etc.
        try:
            from hermes_cli.plugins import invoke_hook as _invoke_hook
            _invoke_hook(
                "on_session_end",
                session_id=self.session_id,
                completed=completed,
                interrupted=interrupted,
                model=self.model,
                platform=getattr(self, "platform", None) or "",
            )
        except Exception as exc:
            logger.warning("on_session_end hook failed: %s", exc)

        return result

    def chat(self, message: str, stream_callback: Optional[callable] = None) -> str:
        """
        Simple chat interface that returns just the final response.

        Args:
            message (str): User message
            stream_callback: Optional callback invoked with each text delta during streaming.

        Returns:
            str: Final assistant response
        """
        result = self.run_conversation(message, stream_callback=stream_callback)
        return result["final_response"]


def main(
    query: str = None,
    model: str = "",
    api_key: str = None,
    base_url: str = "",
    max_turns: int = 10,
    enabled_toolsets: str = None,
    disabled_toolsets: str = None,
    list_tools: bool = False,
    save_trajectories: bool = False,
    save_sample: bool = False,
    verbose: bool = False,
    log_prefix_chars: int = 20
):
    """
    Main function for running the agent directly.

    Args:
        query (str): Natural language query for the agent. Defaults to Python 3.13 example.
        model (str): Model name to use (OpenRouter format: provider/model). Defaults to anthropic/claude-sonnet-4.6.
        api_key (str): API key for authentication. Uses OPENROUTER_API_KEY env var if not provided.
        base_url (str): Base URL for the model API. Defaults to https://openrouter.ai/api/v1
        max_turns (int): Maximum number of API call iterations. Defaults to 10.
        enabled_toolsets (str): Comma-separated list of toolsets to enable. Supports predefined
                              toolsets (e.g., "research", "development", "safe").
                              Multiple toolsets can be combined: "web,vision"
        disabled_toolsets (str): Comma-separated list of toolsets to disable (e.g., "terminal")
        list_tools (bool): Just list available tools and exit
        save_trajectories (bool): Save conversation trajectories to JSONL files (appends to trajectory_samples.jsonl). Defaults to False.
        save_sample (bool): Save a single trajectory sample to a UUID-named JSONL file for inspection. Defaults to False.
        verbose (bool): Enable verbose logging for debugging. Defaults to False.
        log_prefix_chars (int): Number of characters to show in log previews for tool calls/responses. Defaults to 20.

    Toolset Examples:
        - "research": Web search, extract, crawl + vision tools
    """
    print("🤖 AI Agent with Tool Calling")
    print("=" * 50)
    
    # Handle tool listing
    if list_tools:
        from model_tools import get_all_tool_names, get_toolset_for_tool, get_available_toolsets
        from toolsets import get_all_toolsets, get_toolset_info
        
        print("📋 Available Tools & Toolsets:")
        print("-" * 50)
        
        # Show new toolsets system
        print("\n🎯 Predefined Toolsets (New System):")
        print("-" * 40)
        all_toolsets = get_all_toolsets()
        
        # Group by category
        basic_toolsets = []
        composite_toolsets = []
        scenario_toolsets = []
        
        for name, toolset in all_toolsets.items():
            info = get_toolset_info(name)
            if info:
                entry = (name, info)
                if name in ["web", "terminal", "vision", "creative", "reasoning"]:
                    basic_toolsets.append(entry)
                elif name in ["research", "development", "analysis", "content_creation", "full_stack"]:
                    composite_toolsets.append(entry)
                else:
                    scenario_toolsets.append(entry)
        
        # Print basic toolsets
        print("\n📌 Basic Toolsets:")
        for name, info in basic_toolsets:
            tools_str = ', '.join(info['resolved_tools']) if info['resolved_tools'] else 'none'
            print(f"  • {name:15} - {info['description']}")
            print(f"    Tools: {tools_str}")
        
        # Print composite toolsets
        print("\n📂 Composite Toolsets (built from other toolsets):")
        for name, info in composite_toolsets:
            includes_str = ', '.join(info['includes']) if info['includes'] else 'none'
            print(f"  • {name:15} - {info['description']}")
            print(f"    Includes: {includes_str}")
            print(f"    Total tools: {info['tool_count']}")
        
        # Print scenario-specific toolsets
        print("\n🎭 Scenario-Specific Toolsets:")
        for name, info in scenario_toolsets:
            print(f"  • {name:20} - {info['description']}")
            print(f"    Total tools: {info['tool_count']}")
        
        
        # Show legacy toolset compatibility
        print("\n📦 Legacy Toolsets (for backward compatibility):")
        legacy_toolsets = get_available_toolsets()
        for name, info in legacy_toolsets.items():
            status = "✅" if info["available"] else "❌"
            print(f"  {status} {name}: {info['description']}")
            if not info["available"]:
                print(f"    Requirements: {', '.join(info['requirements'])}")
        
        # Show individual tools
        all_tools = get_all_tool_names()
        print(f"\n🔧 Individual Tools ({len(all_tools)} available):")
        for tool_name in sorted(all_tools):
            toolset = get_toolset_for_tool(tool_name)
            print(f"  📌 {tool_name} (from {toolset})")
        
        print("\n💡 Usage Examples:")
        print("  # Use predefined toolsets")
        print("  python run_agent.py --enabled_toolsets=research --query='search for Python news'")
        print("  python run_agent.py --enabled_toolsets=development --query='debug this code'")
        print("  python run_agent.py --enabled_toolsets=safe --query='analyze without terminal'")
        print("  ")
        print("  # Combine multiple toolsets")
        print("  python run_agent.py --enabled_toolsets=web,vision --query='analyze website'")
        print("  ")
        print("  # Disable toolsets")
        print("  python run_agent.py --disabled_toolsets=terminal --query='no command execution'")
        print("  ")
        print("  # Run with trajectory saving enabled")
        print("  python run_agent.py --save_trajectories --query='your question here'")
        return
    
    # Parse toolset selection arguments
    enabled_toolsets_list = None
    disabled_toolsets_list = None
    
    if enabled_toolsets:
        enabled_toolsets_list = [t.strip() for t in enabled_toolsets.split(",")]
        print(f"🎯 Enabled toolsets: {enabled_toolsets_list}")
    
    if disabled_toolsets:
        disabled_toolsets_list = [t.strip() for t in disabled_toolsets.split(",")]
        print(f"🚫 Disabled toolsets: {disabled_toolsets_list}")
    
    if save_trajectories:
        print("💾 Trajectory saving: ENABLED")
        print("   - Successful conversations → trajectory_samples.jsonl")
        print("   - Failed conversations → failed_trajectories.jsonl")
    
    # Initialize agent with provided parameters
    try:
        agent = AIAgent(
            base_url=base_url,
            model=model,
            api_key=api_key,
            max_iterations=max_turns,
            enabled_toolsets=enabled_toolsets_list,
            disabled_toolsets=disabled_toolsets_list,
            save_trajectories=save_trajectories,
            verbose_logging=verbose,
            log_prefix_chars=log_prefix_chars
        )
    except RuntimeError as e:
        print(f"❌ Failed to initialize agent: {e}")
        return
    
    # Use provided query or default to Python 3.13 example
    if query is None:
        user_query = (
            "Tell me about the latest developments in Python 3.13 and what new features "
            "developers should know about. Please search for current information and try it out."
        )
    else:
        user_query = query
    
    print(f"\n📝 User Query: {user_query}")
    print("\n" + "=" * 50)
    
    # Run conversation
    result = agent.run_conversation(user_query)
    
    print("\n" + "=" * 50)
    print("📋 CONVERSATION SUMMARY")
    print("=" * 50)
    print(f"✅ Completed: {result['completed']}")
    print(f"📞 API Calls: {result['api_calls']}")
    print(f"💬 Messages: {len(result['messages'])}")
    
    if result['final_response']:
        print("\n🎯 FINAL RESPONSE:")
        print("-" * 30)
        print(result['final_response'])
    
    # Save sample trajectory to UUID-named file if requested
    if save_sample:
        sample_id = str(uuid.uuid4())[:8]
        sample_filename = f"sample_{sample_id}.json"
        
        # Convert messages to trajectory format (same as batch_runner)
        trajectory = agent._convert_to_trajectory_format(
            result['messages'], 
            user_query, 
            result['completed']
        )
        
        entry = {
            "conversations": trajectory,
            "timestamp": datetime.now().isoformat(),
            "model": model,
            "completed": result['completed'],
            "query": user_query
        }
        
        try:
            with open(sample_filename, "w", encoding="utf-8") as f:
                # Pretty-print JSON with indent for readability
                f.write(json.dumps(entry, ensure_ascii=False, indent=2))
            print(f"\n💾 Sample trajectory saved to: {sample_filename}")
        except Exception as e:
            print(f"\n⚠️ Failed to save sample: {e}")
    
    print("\n👋 Agent execution completed!")


if __name__ == "__main__":
    fire.Fire(main)