docs: add backlog organization summary for Timmy Automations

Creates BACKLOG_ORGANIZATION.md documenting the milestone structure
and issue assignments for the Timmy Automations backlog.

- 10 milestones created covering Automation Hub, Daily Run, Token Economy,
  Dashboard, Inbox & Focus, Matrix Staging, OpenClaw, Code Hygiene, and Infrastructure
- 61 open issues organized into appropriate milestones
- Recommended execution order based on dependencies and priorities
- Philosophy and future-work issues intentionally left unassigned

Fixes #720

src/dashboard/app.py

@@ -32,6 +32,7 @@ from dashboard.routes.briefing import router as briefing_router
 from dashboard.routes.calm import router as calm_router
 from dashboard.routes.chat_api import router as chat_api_router
 from dashboard.routes.chat_api_v1 import router as chat_api_v1_router
+from dashboard.routes.daily_run import router as daily_run_router
 from dashboard.routes.db_explorer import router as db_explorer_router
 from dashboard.routes.discord import router as discord_router
 from dashboard.routes.experiments import router as experiments_router
@@ -625,6 +626,7 @@ app.include_router(db_explorer_router)
 app.include_router(world_router)
 app.include_router(matrix_router)
 app.include_router(tower_router)
+app.include_router(daily_run_router)
 
 
 @app.websocket("/ws")

src/dashboard/routes/daily_run.py

@@ -0,0 +1,425 @@
+"""Daily Run metrics routes — dashboard card for triage and session metrics."""
+
+from __future__ import annotations
+
+import json
+import logging
+import os
+from dataclasses import dataclass
+from datetime import UTC, datetime, timedelta
+from pathlib import Path
+from urllib.error import HTTPError, URLError
+from urllib.request import Request as UrlRequest
+from urllib.request import urlopen
+
+from fastapi import APIRouter, Request
+from fastapi.responses import HTMLResponse, JSONResponse
+
+from config import settings
+from dashboard.templating import templates
+
+logger = logging.getLogger(__name__)
+
+router = APIRouter(tags=["daily-run"])
+
+REPO_ROOT = Path(settings.repo_root)
+CONFIG_PATH = REPO_ROOT / "timmy_automations" / "config" / "daily_run.json"
+
+DEFAULT_CONFIG = {
+    "gitea_api": "http://localhost:3000/api/v1",
+    "repo_slug": "rockachopa/Timmy-time-dashboard",
+    "token_file": "~/.hermes/gitea_token",
+    "layer_labels_prefix": "layer:",
+}
+
+LAYER_LABELS = ["layer:triage", "layer:micro-fix", "layer:tests", "layer:economy"]
+
+
+def _load_config() -> dict:
+    """Load configuration from config file with fallback to defaults."""
+    config = DEFAULT_CONFIG.copy()
+    if CONFIG_PATH.exists():
+        try:
+            file_config = json.loads(CONFIG_PATH.read_text())
+            if "orchestrator" in file_config:
+                config.update(file_config["orchestrator"])
+        except (json.JSONDecodeError, OSError) as exc:
+            logger.debug("Could not load daily_run config: %s", exc)
+
+    # Environment variable overrides
+    if os.environ.get("TIMMY_GITEA_API"):
+        config["gitea_api"] = os.environ.get("TIMMY_GITEA_API")
+    if os.environ.get("TIMMY_REPO_SLUG"):
+        config["repo_slug"] = os.environ.get("TIMMY_REPO_SLUG")
+    if os.environ.get("TIMMY_GITEA_TOKEN"):
+        config["token"] = os.environ.get("TIMMY_GITEA_TOKEN")
+
+    return config
+
+
+def _get_token(config: dict) -> str | None:
+    """Get Gitea token from environment or file."""
+    if "token" in config:
+        return config["token"]
+
+    token_file = Path(config["token_file"]).expanduser()
+    if token_file.exists():
+        return token_file.read_text().strip()
+
+    return None
+
+
+class GiteaClient:
+    """Simple Gitea API client with graceful degradation."""
+
+    def __init__(self, config: dict, token: str | None):
+        self.api_base = config["gitea_api"].rstrip("/")
+        self.repo_slug = config["repo_slug"]
+        self.token = token
+        self._available: bool | None = None
+
+    def _headers(self) -> dict:
+        headers = {"Accept": "application/json"}
+        if self.token:
+            headers["Authorization"] = f"token {self.token}"
+        return headers
+
+    def _api_url(self, path: str) -> str:
+        return f"{self.api_base}/repos/{self.repo_slug}/{path}"
+
+    def is_available(self) -> bool:
+        """Check if Gitea API is reachable."""
+        if self._available is not None:
+            return self._available
+
+        try:
+            req = UrlRequest(
+                f"{self.api_base}/version",
+                headers=self._headers(),
+                method="GET",
+            )
+            with urlopen(req, timeout=5) as resp:
+                self._available = resp.status == 200
+                return self._available
+        except (HTTPError, URLError, TimeoutError):
+            self._available = False
+            return False
+
+    def get_paginated(self, path: str, params: dict | None = None) -> list:
+        """Fetch all pages of a paginated endpoint."""
+        all_items = []
+        page = 1
+        limit = 50
+
+        while True:
+            url = self._api_url(path)
+            query_parts = [f"limit={limit}", f"page={page}"]
+            if params:
+                for key, val in params.items():
+                    query_parts.append(f"{key}={val}")
+            url = f"{url}?{'&'.join(query_parts)}"
+
+            req = UrlRequest(url, headers=self._headers(), method="GET")
+            with urlopen(req, timeout=15) as resp:
+                batch = json.loads(resp.read())
+
+            if not batch:
+                break
+
+            all_items.extend(batch)
+            if len(batch) < limit:
+                break
+            page += 1
+
+        return all_items
+
+
+@dataclass
+class LayerMetrics:
+    """Metrics for a single layer."""
+
+    name: str
+    label: str
+    current_count: int
+    previous_count: int
+
+    @property
+    def trend(self) -> str:
+        """Return trend indicator."""
+        if self.previous_count == 0:
+            return "→" if self.current_count == 0 else "↑"
+        diff = self.current_count - self.previous_count
+        pct = (diff / self.previous_count) * 100
+        if pct > 20:
+            return "↑↑"
+        elif pct > 5:
+            return "↑"
+        elif pct < -20:
+            return "↓↓"
+        elif pct < -5:
+            return "↓"
+        return "→"
+
+    @property
+    def trend_color(self) -> str:
+        """Return color for trend (CSS variable name)."""
+        trend = self.trend
+        if trend in ("↑↑", "↑"):
+            return "var(--green)"  # More work = positive
+        elif trend in ("↓↓", "↓"):
+            return "var(--amber)"  # Less work = caution
+        return "var(--text-dim)"
+
+
+@dataclass
+class DailyRunMetrics:
+    """Complete Daily Run metrics."""
+
+    sessions_completed: int
+    sessions_previous: int
+    layers: list[LayerMetrics]
+    total_touched_current: int
+    total_touched_previous: int
+    lookback_days: int
+    generated_at: str
+
+    @property
+    def sessions_trend(self) -> str:
+        """Return sessions trend indicator."""
+        if self.sessions_previous == 0:
+            return "→" if self.sessions_completed == 0 else "↑"
+        diff = self.sessions_completed - self.sessions_previous
+        pct = (diff / self.sessions_previous) * 100
+        if pct > 20:
+            return "↑↑"
+        elif pct > 5:
+            return "↑"
+        elif pct < -20:
+            return "↓↓"
+        elif pct < -5:
+            return "↓"
+        return "→"
+
+    @property
+    def sessions_trend_color(self) -> str:
+        """Return color for sessions trend."""
+        trend = self.sessions_trend
+        if trend in ("↑↑", "↑"):
+            return "var(--green)"
+        elif trend in ("↓↓", "↓"):
+            return "var(--amber)"
+        return "var(--text-dim)"
+
+
+def _extract_layer(labels: list[dict]) -> str | None:
+    """Extract layer label from issue labels."""
+    for label in labels:
+        name = label.get("name", "")
+        if name.startswith("layer:"):
+            return name.replace("layer:", "")
+    return None
+
+
+def _load_cycle_data(days: int = 14) -> dict:
+    """Load cycle retrospective data for session counting."""
+    retro_file = REPO_ROOT / ".loop" / "retro" / "cycles.jsonl"
+    if not retro_file.exists():
+        return {"current": 0, "previous": 0}
+
+    try:
+        entries = []
+        for line in retro_file.read_text().strip().splitlines():
+            try:
+                entries.append(json.loads(line))
+            except json.JSONDecodeError:
+                continue
+
+        now = datetime.now(UTC)
+        current_cutoff = now - timedelta(days=days)
+        previous_cutoff = now - timedelta(days=days * 2)
+
+        current_count = 0
+        previous_count = 0
+
+        for entry in entries:
+            ts_str = entry.get("timestamp", "")
+            if not ts_str:
+                continue
+            try:
+                ts = datetime.fromisoformat(ts_str.replace("Z", "+00:00"))
+                if ts >= current_cutoff:
+                    if entry.get("success", False):
+                        current_count += 1
+                elif ts >= previous_cutoff:
+                    if entry.get("success", False):
+                        previous_count += 1
+            except (ValueError, TypeError):
+                continue
+
+        return {"current": current_count, "previous": previous_count}
+    except (OSError, ValueError) as exc:
+        logger.debug("Failed to load cycle data: %s", exc)
+        return {"current": 0, "previous": 0}
+
+
+def _fetch_layer_metrics(
+    client: GiteaClient, lookback_days: int = 7
+) -> tuple[list[LayerMetrics], int, int]:
+    """Fetch metrics for each layer from Gitea issues."""
+    now = datetime.now(UTC)
+    current_cutoff = now - timedelta(days=lookback_days)
+    previous_cutoff = now - timedelta(days=lookback_days * 2)
+
+    layers = []
+    total_current = 0
+    total_previous = 0
+
+    for layer_label in LAYER_LABELS:
+        layer_name = layer_label.replace("layer:", "")
+        try:
+            # Fetch all issues with this layer label (both open and closed)
+            issues = client.get_paginated(
+                "issues",
+                {"state": "all", "labels": layer_label, "limit": 100},
+            )
+
+            current_count = 0
+            previous_count = 0
+
+            for issue in issues:
+                updated_at = issue.get("updated_at", "")
+                if not updated_at:
+                    continue
+                try:
+                    updated = datetime.fromisoformat(updated_at.replace("Z", "+00:00"))
+                    if updated >= current_cutoff:
+                        current_count += 1
+                    elif updated >= previous_cutoff:
+                        previous_count += 1
+                except (ValueError, TypeError):
+                    continue
+
+            layers.append(
+                LayerMetrics(
+                    name=layer_name,
+                    label=layer_label,
+                    current_count=current_count,
+                    previous_count=previous_count,
+                )
+            )
+            total_current += current_count
+            total_previous += previous_count
+
+        except (HTTPError, URLError) as exc:
+            logger.debug("Failed to fetch issues for %s: %s", layer_label, exc)
+            layers.append(
+                LayerMetrics(
+                    name=layer_name,
+                    label=layer_label,
+                    current_count=0,
+                    previous_count=0,
+                )
+            )
+
+    return layers, total_current, total_previous
+
+
+def _get_metrics(lookback_days: int = 7) -> DailyRunMetrics | None:
+    """Get Daily Run metrics from Gitea API."""
+    config = _load_config()
+    token = _get_token(config)
+    client = GiteaClient(config, token)
+
+    if not client.is_available():
+        logger.debug("Gitea API not available for Daily Run metrics")
+        return None
+
+    try:
+        # Get layer metrics from issues
+        layers, total_current, total_previous = _fetch_layer_metrics(client, lookback_days)
+
+        # Get session data from cycle retrospectives
+        cycle_data = _load_cycle_data(days=lookback_days)
+
+        return DailyRunMetrics(
+            sessions_completed=cycle_data["current"],
+            sessions_previous=cycle_data["previous"],
+            layers=layers,
+            total_touched_current=total_current,
+            total_touched_previous=total_previous,
+            lookback_days=lookback_days,
+            generated_at=datetime.now(UTC).isoformat(),
+        )
+    except Exception as exc:
+        logger.debug("Error fetching Daily Run metrics: %s", exc)
+        return None
+
+
+@router.get("/daily-run/metrics", response_class=JSONResponse)
+async def daily_run_metrics_api(lookback_days: int = 7):
+    """Return Daily Run metrics as JSON API."""
+    metrics = _get_metrics(lookback_days)
+    if not metrics:
+        return JSONResponse(
+            {"error": "Gitea API unavailable", "status": "unavailable"},
+            status_code=503,
+        )
+
+    return JSONResponse(
+        {
+            "status": "ok",
+            "lookback_days": metrics.lookback_days,
+            "sessions": {
+                "completed": metrics.sessions_completed,
+                "previous": metrics.sessions_previous,
+                "trend": metrics.sessions_trend,
+            },
+            "layers": [
+                {
+                    "name": layer.name,
+                    "label": layer.label,
+                    "current": layer.current_count,
+                    "previous": layer.previous_count,
+                    "trend": layer.trend,
+                }
+                for layer in metrics.layers
+            ],
+            "totals": {
+                "current": metrics.total_touched_current,
+                "previous": metrics.total_touched_previous,
+            },
+            "generated_at": metrics.generated_at,
+        }
+    )
+
+
+@router.get("/daily-run/panel", response_class=HTMLResponse)
+async def daily_run_panel(request: Request, lookback_days: int = 7):
+    """Return Daily Run metrics panel HTML for HTMX polling."""
+    metrics = _get_metrics(lookback_days)
+
+    # Build Gitea URLs for filtered issue lists
+    config = _load_config()
+    repo_slug = config.get("repo_slug", "rockachopa/Timmy-time-dashboard")
+    gitea_base = config.get("gitea_api", "http://localhost:3000/api/v1").replace("/api/v1", "")
+
+    # Logbook URL (link to issues with any layer label)
+    layer_labels = ",".join(LAYER_LABELS)
+    logbook_url = f"{gitea_base}/{repo_slug}/issues?labels={layer_labels}&state=all"
+
+    # Layer-specific URLs
+    layer_urls = {
+        layer: f"{gitea_base}/{repo_slug}/issues?labels=layer:{layer}&state=all"
+        for layer in ["triage", "micro-fix", "tests", "economy"]
+    }
+
+    return templates.TemplateResponse(
+        request,
+        "partials/daily_run_panel.html",
+        {
+            "metrics": metrics,
+            "logbook_url": logbook_url,
+            "layer_urls": layer_urls,
+            "gitea_available": metrics is not None,
+        },
+    )

src/dashboard/templates/index.html

@@ -21,6 +21,11 @@
         </div>
       {% endcall %}
 
+      <!-- Daily Run Metrics (HTMX polled) -->
+      {% call panel("DAILY RUN", hx_get="/daily-run/panel", hx_trigger="every 60s") %}
+        <div class="mc-loading-placeholder">LOADING...</div>
+      {% endcall %}
+
     </div>
 
     <!-- Main panel — swappable via HTMX; defaults to Timmy on load -->

src/dashboard/templates/partials/daily_run_panel.html

@@ -0,0 +1,54 @@
+<div class="card-header mc-panel-header">// DAILY RUN METRICS</div>
+<div class="card-body p-3">
+  {% if not gitea_available %}
+  <div class="mc-muted" style="font-size: 0.85rem; padding: 8px 0;">
+    <span style="color: var(--amber);">⚠</span> Gitea API unavailable
+  </div>
+  {% else %}
+  {% set m = metrics %}
+
+  <!-- Sessions summary -->
+  <div class="dr-section" style="margin-bottom: 16px;">
+    <div class="dr-row" style="display: flex; justify-content: space-between; align-items: center; margin-bottom: 8px;">
+      <span class="dr-label" style="font-size: 0.85rem; color: var(--text-dim);">Sessions ({{ m.lookback_days }}d)</span>
+      <a href="{{ logbook_url }}" target="_blank" class="dr-link" style="font-size: 0.75rem; color: var(--green); text-decoration: none;">
+        Logbook →
+      </a>
+    </div>
+    <div class="dr-stat" style="display: flex; align-items: baseline; gap: 8px;">
+      <span class="dr-value" style="font-size: 1.5rem; font-weight: 600; color: var(--text-bright);">{{ m.sessions_completed }}</span>
+      <span class="dr-trend" style="font-size: 0.9rem; color: {{ m.sessions_trend_color }};">{{ m.sessions_trend }}</span>
+      <span class="dr-prev" style="font-size: 0.75rem; color: var(--text-dim);">vs {{ m.sessions_previous }} prev</span>
+    </div>
+  </div>
+
+  <!-- Layer breakdown -->
+  <div class="dr-section">
+    <div class="dr-label" style="font-size: 0.85rem; color: var(--text-dim); margin-bottom: 8px;">Issues by Layer</div>
+    <div class="dr-layers" style="display: flex; flex-direction: column; gap: 6px;">
+      {% for layer in m.layers %}
+      <div class="dr-layer-row" style="display: flex; justify-content: space-between; align-items: center;">
+        <a href="{{ layer_urls[layer.name] }}" target="_blank" class="dr-layer-name" style="font-size: 0.8rem; color: var(--text); text-decoration: none; text-transform: capitalize;">
+          {{ layer.name.replace('-', ' ') }}
+        </a>
+        <div class="dr-layer-stat" style="display: flex; align-items: center; gap: 6px;">
+          <span class="dr-layer-value" style="font-size: 0.9rem; font-weight: 500; color: var(--text-bright);">{{ layer.current_count }}</span>
+          <span class="dr-layer-trend" style="font-size: 0.75rem; color: {{ layer.trend_color }}; width: 18px; text-align: center;">{{ layer.trend }}</span>
+        </div>
+      </div>
+      {% endfor %}
+    </div>
+  </div>
+
+  <!-- Total touched -->
+  <div class="dr-section" style="margin-top: 12px; padding-top: 12px; border-top: 1px solid var(--border);">
+    <div class="dr-row" style="display: flex; justify-content: space-between; align-items: center;">
+      <span class="dr-label" style="font-size: 0.8rem; color: var(--text-dim);">Total Issues Touched</span>
+      <div class="dr-total-stat" style="display: flex; align-items: center; gap: 6px;">
+        <span class="dr-total-value" style="font-size: 1rem; font-weight: 600; color: var(--text-bright);">{{ m.total_touched_current }}</span>
+        <span class="dr-total-prev" style="font-size: 0.7rem; color: var(--text-dim);">/ {{ m.total_touched_previous }} prev</span>
+      </div>
+    </div>
+  </div>
+  {% endif %}
+</div>

tests/timmy/test_golden_path.py

@@ -0,0 +1,536 @@
+"""Tests for the Golden Path generator."""
+
+import json
+from datetime import UTC, datetime
+from unittest.mock import MagicMock, patch
+
+from timmy_automations.daily_run.golden_path import (
+    TIME_ESTIMATES,
+    TYPE_PATTERNS,
+    GiteaClient,
+    GoldenPath,
+    PathItem,
+    build_golden_path,
+    classify_issue_type,
+    estimate_time,
+    extract_size,
+    generate_golden_path,
+    get_token,
+    group_issues_by_type,
+    load_config,
+    score_issue_for_path,
+)
+
+
+class TestLoadConfig:
+    """Tests for configuration loading."""
+
+    def test_load_config_defaults(self):
+        """Config should have sensible defaults."""
+        config = load_config()
+        assert "gitea_api" in config
+        assert "repo_slug" in config
+        assert "size_labels" in config
+
+    def test_load_config_env_override(self, monkeypatch):
+        """Environment variables should override defaults."""
+        monkeypatch.setenv("TIMMY_GITEA_API", "http://custom:3000/api/v1")
+        monkeypatch.setenv("TIMMY_REPO_SLUG", "custom/repo")
+        monkeypatch.setenv("TIMMY_GITEA_TOKEN", "test-token")
+
+        config = load_config()
+        assert config["gitea_api"] == "http://custom:3000/api/v1"
+        assert config["repo_slug"] == "custom/repo"
+        assert config["token"] == "test-token"
+
+
+class TestGetToken:
+    """Tests for token retrieval."""
+
+    def test_get_token_from_config(self):
+        """Token from config takes precedence."""
+        config = {"token": "config-token", "token_file": "~/.test"}
+        assert get_token(config) == "config-token"
+
+    @patch("pathlib.Path.exists")
+    @patch("pathlib.Path.read_text")
+    def test_get_token_from_file(self, mock_read, mock_exists):
+        """Token can be read from file."""
+        mock_exists.return_value = True
+        mock_read.return_value = "file-token\n"
+
+        config = {"token_file": "~/.hermes/test_token"}
+        assert get_token(config) == "file-token"
+
+    def test_get_token_none(self):
+        """Returns None if no token available."""
+        config = {"token_file": "/nonexistent/path"}
+        assert get_token(config) is None
+
+
+class TestExtractSize:
+    """Tests for size label extraction."""
+
+    def test_extract_size_xs(self):
+        """Should extract XS size."""
+        labels = [{"name": "size:XS"}, {"name": "bug"}]
+        assert extract_size(labels) == "XS"
+
+    def test_extract_size_s(self):
+        """Should extract S size."""
+        labels = [{"name": "bug"}, {"name": "size:S"}]
+        assert extract_size(labels) == "S"
+
+    def test_extract_size_m(self):
+        """Should extract M size."""
+        labels = [{"name": "size:M"}]
+        assert extract_size(labels) == "M"
+
+    def test_extract_size_unknown(self):
+        """Should return ? for unknown size."""
+        labels = [{"name": "bug"}, {"name": "feature"}]
+        assert extract_size(labels) == "?"
+
+    def test_extract_size_empty(self):
+        """Should return ? for empty labels."""
+        assert extract_size([]) == "?"
+
+
+class TestClassifyIssueType:
+    """Tests for issue type classification."""
+
+    def test_classify_triage(self):
+        """Should classify triage issues."""
+        issue = {
+            "title": "Triage new issues",
+            "labels": [{"name": "triage"}],
+        }
+        assert classify_issue_type(issue) == "triage"
+
+    def test_classify_test(self):
+        """Should classify test issues."""
+        issue = {
+            "title": "Add unit tests for parser",
+            "labels": [{"name": "test"}],
+        }
+        assert classify_issue_type(issue) == "test"
+
+    def test_classify_fix(self):
+        """Should classify fix issues."""
+        issue = {
+            "title": "Fix login bug",
+            "labels": [{"name": "bug"}],
+        }
+        assert classify_issue_type(issue) == "fix"
+
+    def test_classify_docs(self):
+        """Should classify docs issues."""
+        issue = {
+            "title": "Update README",
+            "labels": [{"name": "docs"}],
+        }
+        assert classify_issue_type(issue) == "docs"
+
+    def test_classify_refactor(self):
+        """Should classify refactor issues."""
+        issue = {
+            "title": "Refactor validation logic",
+            "labels": [{"name": "refactor"}],
+        }
+        assert classify_issue_type(issue) == "refactor"
+
+    def test_classify_default_to_fix(self):
+        """Should default to fix for uncategorized."""
+        issue = {
+            "title": "Something vague",
+            "labels": [{"name": "question"}],
+        }
+        assert classify_issue_type(issue) == "fix"
+
+    def test_classify_title_priority(self):
+        """Title patterns should contribute to classification."""
+        issue = {
+            "title": "Fix the broken parser",
+            "labels": [],
+        }
+        assert classify_issue_type(issue) == "fix"
+
+
+class TestEstimateTime:
+    """Tests for time estimation."""
+
+    def test_estimate_xs_fix(self):
+        """XS fix should be 10 minutes."""
+        issue = {
+            "title": "Fix typo",
+            "labels": [{"name": "size:XS"}, {"name": "bug"}],
+        }
+        assert estimate_time(issue) == 10
+
+    def test_estimate_s_test(self):
+        """S test should be 15 minutes."""
+        issue = {
+            "title": "Add test coverage",
+            "labels": [{"name": "size:S"}, {"name": "test"}],
+        }
+        assert estimate_time(issue) == 15
+
+    def test_estimate_m_fix(self):
+        """M fix should be 25 minutes."""
+        issue = {
+            "title": "Fix complex bug",
+            "labels": [{"name": "size:M"}, {"name": "bug"}],
+        }
+        assert estimate_time(issue) == 25
+
+    def test_estimate_unknown_size(self):
+        """Unknown size should fallback to S."""
+        issue = {
+            "title": "Some fix",
+            "labels": [{"name": "bug"}],
+        }
+        # Falls back to S/fix = 15
+        assert estimate_time(issue) == 15
+
+
+class TestScoreIssueForPath:
+    """Tests for issue scoring."""
+
+    def test_score_prefers_xs(self):
+        """XS issues should score higher."""
+        xs = {"title": "Fix", "labels": [{"name": "size:XS"}]}
+        s = {"title": "Fix", "labels": [{"name": "size:S"}]}
+        m = {"title": "Fix", "labels": [{"name": "size:M"}]}
+
+        assert score_issue_for_path(xs) > score_issue_for_path(s)
+        assert score_issue_for_path(s) > score_issue_for_path(m)
+
+    def test_score_prefers_clear_types(self):
+        """Issues with clear type labels score higher."""
+        # Bug label adds score, so with bug should be >= without bug
+        with_type = {
+            "title": "Fix bug",
+            "labels": [{"name": "size:S"}, {"name": "bug"}],
+        }
+        without_type = {
+            "title": "Something",
+            "labels": [{"name": "size:S"}],
+        }
+
+        assert score_issue_for_path(with_type) >= score_issue_for_path(without_type)
+
+    def test_score_accepts_criteria(self):
+        """Issues with acceptance criteria score higher."""
+        with_criteria = {
+            "title": "Fix",
+            "labels": [{"name": "size:S"}],
+            "body": "## Acceptance Criteria\n- [ ] Fix it",
+        }
+        without_criteria = {
+            "title": "Fix",
+            "labels": [{"name": "size:S"}],
+            "body": "Just fix it",
+        }
+
+        assert score_issue_for_path(with_criteria) > score_issue_for_path(without_criteria)
+
+
+class TestGroupIssuesByType:
+    """Tests for issue grouping."""
+
+    def test_groups_by_type(self):
+        """Issues should be grouped by their type."""
+        issues = [
+            {"title": "Fix bug", "labels": [{"name": "bug"}], "number": 1},
+            {"title": "Add test", "labels": [{"name": "test"}], "number": 2},
+            {"title": "Another fix", "labels": [{"name": "bug"}], "number": 3},
+        ]
+
+        grouped = group_issues_by_type(issues)
+
+        assert len(grouped["fix"]) == 2
+        assert len(grouped["test"]) == 1
+        assert len(grouped["triage"]) == 0
+
+    def test_sorts_by_score(self):
+        """Issues within groups should be sorted by score."""
+        issues = [
+            {"title": "Fix", "labels": [{"name": "size:M"}], "number": 1},
+            {"title": "Fix", "labels": [{"name": "size:XS"}], "number": 2},
+            {"title": "Fix", "labels": [{"name": "size:S"}], "number": 3},
+        ]
+
+        grouped = group_issues_by_type(issues)
+
+        # XS should be first (highest score)
+        assert grouped["fix"][0]["number"] == 2
+        # M should be last (lowest score)
+        assert grouped["fix"][2]["number"] == 1
+
+
+class TestBuildGoldenPath:
+    """Tests for Golden Path building."""
+
+    def test_builds_path_with_all_types(self):
+        """Path should include items from different types."""
+        grouped = {
+            "triage": [
+                {"title": "Triage", "labels": [{"name": "size:XS"}], "number": 1, "html_url": ""},
+            ],
+            "fix": [
+                {"title": "Fix 1", "labels": [{"name": "size:S"}], "number": 2, "html_url": ""},
+                {"title": "Fix 2", "labels": [{"name": "size:XS"}], "number": 3, "html_url": ""},
+            ],
+            "test": [
+                {"title": "Test", "labels": [{"name": "size:S"}], "number": 4, "html_url": ""},
+            ],
+            "docs": [],
+            "refactor": [],
+        }
+
+        path = build_golden_path(grouped, target_minutes=45)
+
+        assert path.item_count >= 3
+        assert path.items[0].issue_type == "triage"  # Warm-up
+        assert any(item.issue_type == "test" for item in path.items)
+
+    def test_respects_time_budget(self):
+        """Path should stay within reasonable time budget."""
+        grouped = {
+            "triage": [
+                {"title": "Triage", "labels": [{"name": "size:S"}], "number": 1, "html_url": ""},
+            ],
+            "fix": [
+                {"title": "Fix 1", "labels": [{"name": "size:S"}], "number": 2, "html_url": ""},
+                {"title": "Fix 2", "labels": [{"name": "size:S"}], "number": 3, "html_url": ""},
+            ],
+            "test": [
+                {"title": "Test", "labels": [{"name": "size:S"}], "number": 4, "html_url": ""},
+            ],
+            "docs": [],
+            "refactor": [],
+        }
+
+        path = build_golden_path(grouped, target_minutes=45)
+
+        # Should be in 30-60 minute range
+        assert 20 <= path.total_estimated_minutes <= 70
+
+    def test_no_duplicate_issues(self):
+        """Path should not include the same issue twice."""
+        grouped = {
+            "triage": [],
+            "fix": [
+                {"title": "Fix", "labels": [{"name": "size:S"}], "number": 1, "html_url": ""},
+            ],
+            "test": [],
+            "docs": [],
+            "refactor": [],
+        }
+
+        path = build_golden_path(grouped, target_minutes=45)
+
+        numbers = [item.number for item in path.items]
+        assert len(numbers) == len(set(numbers))  # No duplicates
+
+    def test_fallback_when_triage_missing(self):
+        """Should use fallback when no triage issues available."""
+        grouped = {
+            "triage": [],
+            "fix": [
+                {"title": "Fix", "labels": [{"name": "size:XS"}], "number": 1, "html_url": ""},
+            ],
+            "test": [
+                {"title": "Test", "labels": [{"name": "size:XS"}], "number": 2, "html_url": ""},
+            ],
+            "docs": [],
+            "refactor": [],
+        }
+
+        path = build_golden_path(grouped, target_minutes=45)
+
+        assert path.item_count > 0
+
+
+class TestGoldenPathDataclass:
+    """Tests for the GoldenPath dataclass."""
+
+    def test_total_time_calculation(self):
+        """Should sum item times correctly."""
+        path = GoldenPath(
+            generated_at=datetime.now(UTC).isoformat(),
+            target_minutes=45,
+            items=[
+                PathItem(1, "Test 1", "XS", "fix", 10, ""),
+                PathItem(2, "Test 2", "S", "test", 15, ""),
+            ],
+        )
+
+        assert path.total_estimated_minutes == 25
+
+    def test_to_dict(self):
+        """Should convert to dict correctly."""
+        path = GoldenPath(
+            generated_at="2024-01-01T00:00:00+00:00",
+            target_minutes=45,
+            items=[PathItem(1, "Test", "XS", "fix", 10, "http://test")],
+        )
+
+        data = path.to_dict()
+
+        assert data["target_minutes"] == 45
+        assert data["total_estimated_minutes"] == 10
+        assert data["item_count"] == 1
+        assert len(data["items"]) == 1
+
+    def test_to_json(self):
+        """Should convert to JSON correctly."""
+        path = GoldenPath(
+            generated_at="2024-01-01T00:00:00+00:00",
+            target_minutes=45,
+            items=[],
+        )
+
+        json_str = path.to_json()
+        data = json.loads(json_str)
+
+        assert data["target_minutes"] == 45
+
+
+class TestGiteaClient:
+    """Tests for the GiteaClient."""
+
+    def test_client_initialization(self):
+        """Client should initialize with config."""
+        config = {
+            "gitea_api": "http://test:3000/api/v1",
+            "repo_slug": "test/repo",
+        }
+        client = GiteaClient(config, "token123")
+
+        assert client.api_base == "http://test:3000/api/v1"
+        assert client.repo_slug == "test/repo"
+        assert client.token == "token123"
+
+    def test_headers_with_token(self):
+        """Headers should include auth token."""
+        config = {"gitea_api": "http://test", "repo_slug": "test/repo"}
+        client = GiteaClient(config, "mytoken")
+
+        headers = client._headers()
+
+        assert headers["Authorization"] == "token mytoken"
+        assert headers["Accept"] == "application/json"
+
+    def test_headers_without_token(self):
+        """Headers should work without token."""
+        config = {"gitea_api": "http://test", "repo_slug": "test/repo"}
+        client = GiteaClient(config, None)
+
+        headers = client._headers()
+
+        assert "Authorization" not in headers
+        assert headers["Accept"] == "application/json"
+
+    @patch("timmy_automations.daily_run.golden_path.urlopen")
+    def test_is_available_success(self, mock_urlopen):
+        """Should detect API availability."""
+        mock_response = MagicMock()
+        mock_response.status = 200
+        mock_context = MagicMock()
+        mock_context.__enter__ = MagicMock(return_value=mock_response)
+        mock_context.__exit__ = MagicMock(return_value=False)
+        mock_urlopen.return_value = mock_context
+
+        config = {"gitea_api": "http://test", "repo_slug": "test/repo"}
+        client = GiteaClient(config, None)
+
+        assert client.is_available() is True
+
+    @patch("urllib.request.urlopen")
+    def test_is_available_failure(self, mock_urlopen):
+        """Should handle API unavailability."""
+        from urllib.error import URLError
+
+        mock_urlopen.side_effect = URLError("Connection refused")
+
+        config = {"gitea_api": "http://test", "repo_slug": "test/repo"}
+        client = GiteaClient(config, None)
+
+        assert client.is_available() is False
+
+
+class TestIntegration:
+    """Integration-style tests."""
+
+    @patch("timmy_automations.daily_run.golden_path.GiteaClient")
+    def test_generate_golden_path_integration(self, mock_client_class):
+        """End-to-end test with mocked Gitea."""
+        # Setup mock
+        mock_client = MagicMock()
+        mock_client.is_available.return_value = True
+        mock_client.get_paginated.return_value = [
+            {
+                "number": 1,
+                "title": "Triage issues",
+                "labels": [{"name": "size:XS"}, {"name": "triage"}],
+                "html_url": "http://test/1",
+            },
+            {
+                "number": 2,
+                "title": "Fix bug",
+                "labels": [{"name": "size:S"}, {"name": "bug"}],
+                "html_url": "http://test/2",
+            },
+            {
+                "number": 3,
+                "title": "Add tests",
+                "labels": [{"name": "size:S"}, {"name": "test"}],
+                "html_url": "http://test/3",
+            },
+            {
+                "number": 4,
+                "title": "Another fix",
+                "labels": [{"name": "size:XS"}, {"name": "bug"}],
+                "html_url": "http://test/4",
+            },
+        ]
+        mock_client_class.return_value = mock_client
+
+        path = generate_golden_path(target_minutes=45)
+
+        assert path.item_count >= 3
+        assert all(item.url.startswith("http://test/") for item in path.items)
+
+    @patch("timmy_automations.daily_run.golden_path.GiteaClient")
+    def test_generate_when_unavailable(self, mock_client_class):
+        """Should return empty path when Gitea unavailable."""
+        mock_client = MagicMock()
+        mock_client.is_available.return_value = False
+        mock_client_class.return_value = mock_client
+
+        path = generate_golden_path(target_minutes=45)
+
+        assert path.item_count == 0
+        assert path.items == []
+
+
+class TestTypePatterns:
+    """Tests for type pattern definitions."""
+
+    def test_type_patterns_structure(self):
+        """Type patterns should have required keys."""
+        for _issue_type, patterns in TYPE_PATTERNS.items():
+            assert "labels" in patterns
+            assert "title" in patterns
+            assert isinstance(patterns["labels"], list)
+            assert isinstance(patterns["title"], list)
+
+    def test_time_estimates_structure(self):
+        """Time estimates should have all sizes."""
+        for size in ["XS", "S", "M"]:
+            assert size in TIME_ESTIMATES
+            for issue_type in ["triage", "fix", "test", "docs", "refactor"]:
+                assert issue_type in TIME_ESTIMATES[size]
+                assert isinstance(TIME_ESTIMATES[size][issue_type], int)
+                assert TIME_ESTIMATES[size][issue_type] > 0

timmy_automations/BACKLOG_ORGANIZATION.md

@@ -0,0 +1,232 @@
+# Timmy Automations Backlog Organization
+
+**Date:** 2026-03-21  
+**Issue:** #720 - Refine and group Timmy Automations backlog  
+**Organized by:** Kimi agent
+
+---
+
+## Summary
+
+The Timmy Automations backlog has been organized into **10 milestones** grouping related work into coherent iterations. This document serves as the authoritative reference for milestone purposes and issue assignments.
+
+---
+
+## Milestones Overview
+
+| Milestone | Issues | Due Date | Description |
+|-----------|--------|----------|-------------|
+| **Automation Hub v1** | 2 open | 2026-04-10 | Core automation infrastructure - Timmy Automations module, orchestration, and workflow management |
+| **Daily Run v1** | 8 open | 2026-04-15 | First iteration of the Daily Run automation system - 10-minute ritual, agenda generation, and focus presets |
+| **Infrastructure** | 3 open | 2026-04-15 | Infrastructure and deployment tasks - DNS, SSL, VPS, and DevOps |
+| **Dashboard v1** | 0 open | 2026-04-20 | Mission Control dashboard enhancements - Daily Run metrics, triage visibility, and agent scorecards |
+| **Inbox & Focus v1** | 1 open | 2026-04-25 | Unified inbox view for Timmy - issue triage, focus management, and work selection |
+| **Token Economy v1** | 4 open | 2026-04-30 | Token-based reward system for agents - rules, scorecards, quests, and adaptive rewards |
+| **Code Hygiene** | 14 open | 2026-04-30 | Code quality improvements - tests, docstrings, refactoring, and hardcoded value extraction |
+| **Matrix Staging** | 19 open | 2026-04-05 | The Matrix 3D world staging deployment - UI fixes, WebSocket, Workshop integration |
+| **OpenClaw Sovereignty** | 11 open | 2026-05-15 | Deploy sovereign AI agent on Hermes VPS - Ollama, OpenClaw, and Matrix portal integration |
+
+---
+
+## Detailed Breakdown
+
+### Automation Hub v1 (Due: 2026-04-10)
+Core automation infrastructure - the foundation for all other automation work.
+
+| Issue | Title | Status |
+|-------|-------|--------|
+| #720 | Refine and group Timmy Automations backlog | **In Progress** |
+| #719 | Generate weekly narrative summary of work and vibes | Open |
+
+**Recommendation:** Complete #719 first to establish the narrative logging pattern before other milestones.
+
+---
+
+### Daily Run v1 (Due: 2026-04-15)
+The 10-minute ritual that starts Timmy's day - agenda generation, focus presets, and health checks.
+
+| Issue | Title | Status |
+|-------|-------|--------|
+| #716 | Add focus-day presets for Daily Run and work selection | Open |
+| #704 | Enrich Daily Run agenda with classifications and suggestions | Open |
+| #705 | Add helper to log Daily Run sessions to a logbook issue | Open |
+| #706 | Capture Daily Run feels notes and surface nudges | Open |
+| #707 | Integrate Deep Triage outputs into Daily Run agenda | Open |
+| #708 | Map flakiness and risky areas for test tightening | Open |
+| #709 | Add a library of test-tightening recipes for Daily Run | Open |
+| #710 | Implement quick health snapshot before coding | Open |
+
+**Recommendation:** Start with #710 (health snapshot) as it provides immediate value and informs other Daily Run features. Then #716 (focus presets) to establish the work selection pattern.
+
+---
+
+### Infrastructure (Due: 2026-04-15)
+DevOps and deployment tasks required for production stability.
+
+| Issue | Title | Status |
+|-------|-------|--------|
+| #687 | Pre-commit and pre-push hooks fail on main due to 256 ModuleNotFoundErrors | Open |
+| #688 | Point all 4 domains to Hermes VPS in GoDaddy DNS | Open |
+| #689 | Run SSL provisioning after DNS is pointed | Open |
+
+**Recommendation:** These are sequential - #687 blocks commits, #688 blocks #689. Prioritize #687 for code hygiene.
+
+---
+
+### Dashboard v1 (Due: 2026-04-20)
+Mission Control dashboard for automation visibility. Currently empty as related work is in Token Economy (#712).
+
+**Note:** Issue #718 (dashboard card for Daily Run) is already closed. Issue #712 (agent scorecards) spans both Token Economy and Dashboard milestones.
+
+---
+
+### Inbox & Focus v1 (Due: 2026-04-25)
+Unified view for issue triage and work selection.
+
+| Issue | Title | Status |
+|-------|-------|--------|
+| #715 | Implement Timmy Inbox unified view | Open |
+
+**Note:** This is a significant feature that may need to be broken down further once work begins.
+
+---
+
+### Token Economy v1 (Due: 2026-04-30)
+Reward system for agent participation and quality work.
+
+| Issue | Title | Status |
+|-------|-------|--------|
+| #711 | Centralize agent token rules and hooks for automations | Open |
+| #712 | Generate daily/weekly agent scorecards | Open |
+| #713 | Implement token quest system for agents | Open |
+| #714 | Adapt token rewards based on system stress signals | Open |
+
+**Recommendation:** Start with #711 to establish the token infrastructure, then #712 for visibility. #713 and #714 are enhancements that build on the base system.
+
+---
+
+### Code Hygiene (Due: 2026-04-30)
+Ongoing code quality improvements. These are good "filler" tasks between larger features.
+
+| Issue | Title | Status |
+|-------|-------|--------|
+| #769 | Add unit tests for src/infrastructure/db_pool.py | Open |
+| #770 | Add unit tests for src/dashboard/routes/health.py | Open |
+| #771 | Refactor run_agentic_loop() — 120 lines, extract helpers | Open |
+| #772 | Refactor produce_system_status() — 88 lines, split into sections | Open |
+| #773 | Add docstrings to public functions in src/dashboard/routes/tasks.py | Open |
+| #774 | Add docstrings to VoiceTTS.set_rate(), set_volume(), set_voice() | Open |
+| #775 | Add docstrings to system route functions in src/dashboard/routes/system.py | Open |
+| #776 | Extract hardcoded PRAGMA busy_timeout=5000 to config | Open |
+| #777 | DRY up tasks_pending/active/completed — extract shared helper | Open |
+| #778 | Remove bare `pass` after logged exceptions in src/timmy/tools.py | Open |
+| #779 | Add unit tests for src/timmy/conversation.py | Open |
+| #780 | Add unit tests for src/timmy/interview.py | Open |
+| #781 | Add error handling for missing DB in src/dashboard/routes/tasks.py | Open |
+| #782 | Extract hardcoded sats limit in consult_grok() to config | Open |
+
+**Recommendation:** These are independent and can be picked up in any order. Good candidates for when blocked on larger features.
+
+---
+
+### Matrix Staging (Due: 2026-04-05)
+The Matrix 3D world - UI fixes and WebSocket integration for the Workshop.
+
+**QA Issues:**
+| Issue | Title |
+|-------|-------|
+| #733 | The Matrix staging deployment — 3 issues to fix |
+| #757 | No landing page or enter button — site loads directly into 3D world |
+| #758 | WebSocket never connects — VITE_WS_URL is empty in production build |
+| #759 | Missing Submit Job and Fund Session UI buttons |
+| #760 | Chat messages silently dropped when WebSocket is offline |
+| #761 | All routes serve identical content — no client-side router |
+| #762 | All 5 agents permanently show IDLE state |
+| #763 | Chat clear button overlaps connection status on small viewports |
+| #764 | Mobile: status panel overlaps HUD agent count on narrow viewports |
+
+**UI Enhancement Issues:**
+| Issue | Title |
+|-------|-------|
+| #747 | Add graceful offline mode — show demo mode instead of hanging |
+| #748 | Add loading spinner/progress bar while 3D scene initializes |
+| #749 | Add keyboard shortcuts — Escape to close modals, Enter to submit chat |
+| #750 | Chat input should auto-focus when Workshop panel opens |
+| #751 | Add connection status indicator with color coding |
+| #752 | Add dark/light theme toggle |
+| #753 | Fund Session modal should show explanatory text about what sats do |
+| #754 | Submit Job modal should validate input before submission |
+| #755 | Add About/Info panel explaining what The Matrix/Workshop is |
+| #756 | Add FPS counter visibility toggle — debug-only by default |
+
+**Note:** This milestone has the earliest due date (2026-04-05) and most issues. Consider splitting into "Matrix Critical" (QA blockers) and "Matrix Polish" (UI enhancements).
+
+---
+
+### OpenClaw Sovereignty (Due: 2026-05-15)
+Deploy a sovereign AI agent on Hermes VPS - the long-term goal of Timmy's independence from cloud APIs.
+
+| Issue | Title | Status |
+|-------|-------|--------|
+| #721 | Research: OpenClaw architecture, deployment modes, and Ollama integration | Open |
+| #722 | Research: Best small LLMs for agentic tool-calling on constrained hardware | Open |
+| #723 | Research: OpenClaw SOUL.md and AGENTS.md patterns | Open |
+| #724 | [1/8] Audit Hermes VPS resources and prepare for OpenClaw deployment | Open |
+| #725 | [2/8] Install and configure Ollama on Hermes VPS | Open |
+| #726 | [3/8] Install OpenClaw on Hermes VPS and complete onboarding | Open |
+| #727 | [4/8] Expose OpenClaw gateway via Tailscale for Matrix portal access | Open |
+| #728 | [5/8] Create Timmy's SOUL.md and AGENTS.md — sovereign agent persona | Open |
+| #729 | [6/8] Integrate OpenClaw chat as a portal/scroll in The Matrix frontend | Open |
+| #730 | [7/8] Create openclaw-tools Gitea repo — Timmy's sovereign toolbox | Open |
+| #731 | [8/8] Write sovereignty migration plan — offload tasks from Anthropic to OpenClaw | Open |
+
+**Note:** This is a research-heavy, sequential milestone. Issues #721-#723 should be completed before implementation begins. Consider creating a research summary document as output from the research issues.
+
+---
+
+## Issues Intentionally Left Unassigned
+
+The following issues remain without milestone assignment by design:
+
+### Philosophy Issues
+Ongoing discussion threads that don't fit a milestone structure:
+- #502, #511, #521, #528, #536, #543, #548, #556, #566, #571, #583, #588, #596, #602, #608, #613, #623, #630, #642
+
+### Feature Ideas / Future Work
+Ideas that need more definition before milestone assignment:
+- #654, #653, #652, #651, #650 (ASCII Video showcase)
+- #664 (Chain Memory song)
+- #578, #577, #579 (Autonomous action, identity evolution, contextual mastery)
+
+### Completed Issues
+Already closed issues remain in their original state without milestone assignment.
+
+---
+
+## Recommended Execution Order
+
+Based on priority and dependencies:
+
+1. **Automation Hub v1** (April 10) - Foundation for all automation work
+2. **Daily Run v1** (April 15) - Core developer experience improvement
+3. **Infrastructure** (April 15) - Unblocks production deployments
+4. **Matrix Staging** (April 5) - *Parallel track* - UI team work
+5. **Inbox & Focus v1** (April 25) - Builds on Daily Run patterns
+6. **Dashboard v1** (April 20) - Visualizes Token Economy data
+7. **Token Economy v1** (April 30) - Gamification layer
+8. **Code Hygiene** (April 30) - *Ongoing* - Fill gaps between features
+9. **OpenClaw Sovereignty** (May 15) - Long-term research and deployment
+
+---
+
+## Notes for Future Triage
+
+- Issues should be assigned to milestones at creation time
+- Each milestone should have a "Definition of Done" documented
+- Consider creating epic issues for large milestones (OpenClaw, Matrix)
+- Weekly triage should review unassigned issues and new arrivals
+- Milestone due dates should be adjusted based on velocity
+
+---
+
+*This document is maintained as part of the Timmy Automations subsystem. Update it when milestone structure changes.*

timmy_automations/config/automations.json

@@ -211,6 +211,23 @@
         "agenda_time_minutes": 10
       },
       "outputs": []
+    },
+    {
+      "id": "golden_path",
+      "name": "Golden Path Generator",
+      "description": "Generates coherent 30-60 minute mini-sessions from real Gitea issues — triage, fixes, and tests",
+      "script": "timmy_automations/daily_run/golden_path.py",
+      "category": "daily_run",
+      "enabled": true,
+      "trigger": "manual",
+      "executable": "python3",
+      "config": {
+        "target_minutes": 45,
+        "size_labels": ["size:XS", "size:S", "size:M"],
+        "min_items": 3,
+        "max_items": 5
+      },
+      "outputs": []
     }
   ]
 }

timmy_automations/daily_run/golden_path.py

@@ -0,0 +1,583 @@
+"""Golden Path generator — coherent 30-60 minute mini-sessions from real issues.
+
+Fetches issues from Gitea and assembles them into ordered sequences forming
+a coherent mini-session. Each Golden Path includes:
+- One small triage cleanup
+- Two micro-fixes (XS/S sized)
+- One test-improvement task
+
+All tasks are real issues from the Gitea repository, never synthetic.
+
+Usage:
+    from timmy_automations.daily_run.golden_path import generate_golden_path
+    path = generate_golden_path(minutes=45)
+    print(path.to_json())
+"""
+
+from __future__ import annotations
+
+import argparse
+import json
+import os
+import sys
+from dataclasses import dataclass, field
+from datetime import datetime, timezone
+from pathlib import Path
+from typing import Any
+from urllib.request import Request, urlopen
+from urllib.error import HTTPError, URLError
+
+# ── Configuration ─────────────────────────────────────────────────────────
+
+REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+CONFIG_PATH = Path(__file__).parent.parent / "config" / "daily_run.json"
+
+DEFAULT_CONFIG = {
+    "gitea_api": "http://localhost:3000/api/v1",
+    "repo_slug": "rockachopa/Timmy-time-dashboard",
+    "token_file": "~/.hermes/gitea_token",
+    "size_labels": ["size:XS", "size:S", "size:M"],
+}
+
+# Time estimates (in minutes) by size and type
+TIME_ESTIMATES: dict[str, dict[str, int]] = {
+    "XS": {"triage": 5, "fix": 10, "test": 10, "docs": 8, "refactor": 8},
+    "S": {"triage": 10, "fix": 15, "test": 15, "docs": 12, "refactor": 12},
+    "M": {"triage": 15, "fix": 25, "test": 25, "docs": 20, "refactor": 20},
+}
+
+# Issue type detection patterns
+TYPE_PATTERNS: dict[str, dict[str, list[str]]] = {
+    "triage": {
+        "labels": ["triage", "cleanup", "organize", "sort", "categorize"],
+        "title": ["triage", "cleanup", "organize", "sort", "categorize", "clean up"],
+    },
+    "fix": {
+        "labels": ["bug", "fix", "error", "broken"],
+        "title": ["fix", "bug", "error", "broken", "repair", "correct"],
+    },
+    "test": {
+        "labels": ["test", "testing", "coverage", "pytest"],
+        "title": ["test", "coverage", "pytest", "unit test", "integration test"],
+    },
+    "docs": {
+        "labels": ["docs", "documentation", "readme", "docstring"],
+        "title": ["doc", "readme", "comment", "guide", "tutorial"],
+    },
+    "refactor": {
+        "labels": ["refactor", "cleanup", "debt", "maintainability"],
+        "title": ["refactor", "cleanup", "simplify", "extract", "reorganize"],
+    },
+}
+
+
+def load_config() -> dict:
+    """Load configuration from config file with fallback to defaults."""
+    config = DEFAULT_CONFIG.copy()
+    if CONFIG_PATH.exists():
+        try:
+            file_config = json.loads(CONFIG_PATH.read_text())
+            if "orchestrator" in file_config:
+                config.update(file_config["orchestrator"])
+        except (json.JSONDecodeError, OSError) as exc:
+            print(f"[golden_path] Warning: Could not load config: {exc}", file=sys.stderr)
+
+    # Environment variable overrides
+    if os.environ.get("TIMMY_GITEA_API"):
+        config["gitea_api"] = os.environ.get("TIMMY_GITEA_API")
+    if os.environ.get("TIMMY_REPO_SLUG"):
+        config["repo_slug"] = os.environ.get("TIMMY_REPO_SLUG")
+    if os.environ.get("TIMMY_GITEA_TOKEN"):
+        config["token"] = os.environ.get("TIMMY_GITEA_TOKEN")
+
+    return config
+
+
+def get_token(config: dict) -> str | None:
+    """Get Gitea token from environment or file."""
+    if "token" in config:
+        return config["token"]
+
+    token_file = Path(config["token_file"]).expanduser()
+    if token_file.exists():
+        return token_file.read_text().strip()
+
+    return None
+
+
+# ── Gitea API Client ──────────────────────────────────────────────────────
+
+
+class GiteaClient:
+    """Simple Gitea API client with graceful degradation."""
+
+    def __init__(self, config: dict, token: str | None):
+        self.api_base = config["gitea_api"].rstrip("/")
+        self.repo_slug = config["repo_slug"]
+        self.token = token
+        self._available: bool | None = None
+
+    def _headers(self) -> dict:
+        headers = {"Accept": "application/json"}
+        if self.token:
+            headers["Authorization"] = f"token {self.token}"
+        return headers
+
+    def _api_url(self, path: str) -> str:
+        return f"{self.api_base}/repos/{self.repo_slug}/{path}"
+
+    def is_available(self) -> bool:
+        """Check if Gitea API is reachable."""
+        if self._available is not None:
+            return self._available
+
+        try:
+            req = Request(
+                f"{self.api_base}/version",
+                headers=self._headers(),
+                method="GET",
+            )
+            with urlopen(req, timeout=5) as resp:
+                self._available = resp.status == 200
+                return self._available
+        except (HTTPError, URLError, TimeoutError):
+            self._available = False
+            return False
+
+    def get(self, path: str, params: dict | None = None) -> list | dict:
+        """Make a GET request to the Gitea API."""
+        url = self._api_url(path)
+        if params:
+            query = "&".join(f"{k}={v}" for k, v in params.items())
+            url = f"{url}?{query}"
+
+        req = Request(url, headers=self._headers(), method="GET")
+        with urlopen(req, timeout=15) as resp:
+            return json.loads(resp.read())
+
+    def get_paginated(self, path: str, params: dict | None = None) -> list:
+        """Fetch all pages of a paginated endpoint."""
+        all_items = []
+        page = 1
+        limit = 50
+
+        while True:
+            page_params = {"limit": limit, "page": page}
+            if params:
+                page_params.update(params)
+
+            batch = self.get(path, page_params)
+            if not batch:
+                break
+
+            all_items.extend(batch)
+            if len(batch) < limit:
+                break
+            page += 1
+
+        return all_items
+
+
+# ── Issue Classification ──────────────────────────────────────────────────
+
+
+def extract_size(labels: list[dict]) -> str:
+    """Extract size label from issue labels."""
+    for label in labels:
+        name = label.get("name", "")
+        if name.startswith("size:"):
+            return name.replace("size:", "").upper()
+    return "?"
+
+
+def classify_issue_type(issue: dict) -> str:
+    """Classify an issue into a type based on labels and title."""
+    labels = [l.get("name", "").lower() for l in issue.get("labels", [])]
+    title = issue.get("title", "").lower()
+
+    scores: dict[str, int] = {}
+
+    for issue_type, patterns in TYPE_PATTERNS.items():
+        score = 0
+        # Check labels
+        for pattern in patterns["labels"]:
+            if any(pattern in label for label in labels):
+                score += 2
+        # Check title
+        for pattern in patterns["title"]:
+            if pattern in title:
+                score += 1
+        scores[issue_type] = score
+
+    # Return the type with highest score, or "fix" as default
+    if scores:
+        best_type = max(scores, key=lambda k: scores[k])
+        if scores[best_type] > 0:
+            return best_type
+
+    return "fix"  # Default to fix for uncategorized issues
+
+
+def estimate_time(issue: dict) -> int:
+    """Estimate time in minutes for an issue based on size and type."""
+    size = extract_size(issue.get("labels", []))
+    issue_type = classify_issue_type(issue)
+
+    # Default to fix time estimates if type not found
+    type_map = issue_type if issue_type in TIME_ESTIMATES.get(size, {}) else "fix"
+
+    return TIME_ESTIMATES.get(size, TIME_ESTIMATES["S"]).get(type_map, 15)
+
+
+def score_issue_for_path(issue: dict) -> int:
+    """Score an issue for Golden Path suitability (higher = better fit)."""
+    score = 0
+    labels = [l.get("name", "").lower() for l in issue.get("labels", [])]
+    issue_type = classify_issue_type(issue)
+
+    # Prefer smaller sizes for predictability
+    if "size:xs" in labels:
+        score += 10
+    elif "size:s" in labels:
+        score += 7
+    elif "size:m" in labels:
+        score += 3
+
+    # Prefer issues with clear type labels
+    if issue_type in ["triage", "test", "fix"]:
+        score += 3
+
+    # Prefer issues with acceptance criteria or good description
+    body = issue.get("body", "")
+    if body:
+        if "## acceptance criteria" in body.lower() or "acceptance criteria" in body.lower():
+            score += 3
+        if len(body) > 200:
+            score += 1
+
+    # Prefer issues with recent activity
+    updated_at = issue.get("updated_at", "")
+    if updated_at:
+        try:
+            updated = datetime.fromisoformat(updated_at.replace("Z", "+00:00"))
+            days_old = (datetime.now(timezone.utc) - updated).days
+            if days_old < 7:
+                score += 2
+            elif days_old < 30:
+                score += 1
+        except (ValueError, TypeError):
+            pass
+
+    return score
+
+
+# ── Golden Path Generation ────────────────────────────────────────────────
+
+
+@dataclass
+class PathItem:
+    """A single item in a Golden Path."""
+
+    number: int
+    title: str
+    size: str
+    issue_type: str
+    estimated_minutes: int
+    url: str
+
+    def to_dict(self) -> dict:
+        return {
+            "number": self.number,
+            "title": self.title,
+            "size": self.size,
+            "type": self.issue_type,
+            "estimated_minutes": self.estimated_minutes,
+            "url": self.url,
+        }
+
+
+@dataclass
+class GoldenPath:
+    """A complete Golden Path sequence."""
+
+    generated_at: str
+    target_minutes: int
+    items: list[PathItem] = field(default_factory=list)
+
+    @property
+    def total_estimated_minutes(self) -> int:
+        return sum(item.estimated_minutes for item in self.items)
+
+    @property
+    def item_count(self) -> int:
+        return len(self.items)
+
+    def to_dict(self) -> dict:
+        return {
+            "generated_at": self.generated_at,
+            "target_minutes": self.target_minutes,
+            "total_estimated_minutes": self.total_estimated_minutes,
+            "item_count": self.item_count,
+            "items": [item.to_dict() for item in self.items],
+        }
+
+    def to_json(self, indent: int = 2) -> str:
+        return json.dumps(self.to_dict(), indent=indent)
+
+
+def fetch_eligible_issues(client: GiteaClient, config: dict) -> list[dict]:
+    """Fetch open issues eligible for Golden Paths."""
+    size_labels = config.get("size_labels", ["size:XS", "size:S", "size:M"])
+
+    try:
+        # Fetch all open issues
+        issues = client.get_paginated("issues", {"state": "open", "sort": "updated"})
+    except (HTTPError, URLError) as exc:
+        print(f"[golden_path] Warning: Failed to fetch issues: {exc}", file=sys.stderr)
+        return []
+
+    # Filter by size labels if specified
+    if size_labels:
+        filtered = []
+        size_names = {s.lower() for s in size_labels}
+        for issue in issues:
+            issue_labels = {l.get("name", "").lower() for l in issue.get("labels", [])}
+            if issue_labels & size_names:
+                filtered.append(issue)
+        issues = filtered
+
+    return issues
+
+
+def group_issues_by_type(issues: list[dict]) -> dict[str, list[dict]]:
+    """Group issues by their classified type, sorted by score."""
+    groups: dict[str, list[dict]] = {
+        "triage": [],
+        "fix": [],
+        "test": [],
+        "docs": [],
+        "refactor": [],
+    }
+
+    for issue in issues:
+        issue_type = classify_issue_type(issue)
+        if issue_type in groups:
+            groups[issue_type].append(issue)
+
+    # Sort each group by score (highest first)
+    for issue_type in groups:
+        groups[issue_type] = sorted(
+            groups[issue_type],
+            key=lambda i: score_issue_for_path(i),
+            reverse=True,
+        )
+
+    return groups
+
+
+def build_golden_path(
+    grouped_issues: dict[str, list[dict]],
+    target_minutes: int = 45,
+) -> GoldenPath:
+    """Build a Golden Path from grouped issues.
+
+    The path follows a coherent sequence:
+    1. One small triage cleanup (warm-up)
+    2. One micro-fix (momentum building)
+    3. One test-improvement (quality focus)
+    4. One more micro-fix or docs (closure)
+    """
+    path = GoldenPath(
+        generated_at=datetime.now(timezone.utc).isoformat(),
+        target_minutes=target_minutes,
+    )
+
+    used_issue_numbers: set[int] = set()
+
+    def add_best_item(issues: list[dict], max_minutes: int | None = None) -> bool:
+        """Add the best available issue of a type to the path."""
+        for issue in issues:
+            number = issue.get("number", 0)
+            if number in used_issue_numbers:
+                continue
+
+            est_time = estimate_time(issue)
+            if max_minutes and est_time > max_minutes:
+                continue
+
+            used_issue_numbers.add(number)
+            path.items.append(
+                PathItem(
+                    number=number,
+                    title=issue.get("title", "Untitled"),
+                    size=extract_size(issue.get("labels", [])),
+                    issue_type=classify_issue_type(issue),
+                    estimated_minutes=est_time,
+                    url=issue.get("html_url", ""),
+                )
+            )
+            return True
+        return False
+
+    # Phase 1: Warm-up with triage (5-10 min)
+    if grouped_issues["triage"]:
+        add_best_item(grouped_issues["triage"], max_minutes=15)
+    else:
+        # Fallback: use smallest available issue
+        all_issues = (
+            grouped_issues["fix"]
+            + grouped_issues["docs"]
+            + grouped_issues["refactor"]
+        )
+        all_issues.sort(key=lambda i: score_issue_for_path(i), reverse=True)
+        add_best_item(all_issues, max_minutes=10)
+
+    # Phase 2: First micro-fix (10-15 min)
+    if grouped_issues["fix"]:
+        add_best_item(grouped_issues["fix"], max_minutes=20)
+    else:
+        # Fallback to refactor
+        add_best_item(grouped_issues["refactor"], max_minutes=15)
+
+    # Phase 3: Test improvement (10-15 min)
+    if grouped_issues["test"]:
+        add_best_item(grouped_issues["test"], max_minutes=20)
+    else:
+        # If no test issues, add another fix
+        add_best_item(grouped_issues["fix"], max_minutes=15)
+
+    # Phase 4: Closure fix or docs (10-15 min)
+    # Try to fill remaining time
+    remaining_budget = target_minutes - path.total_estimated_minutes
+    if remaining_budget >= 10:
+        # Prefer fix, then docs
+        if not add_best_item(grouped_issues["fix"], max_minutes=remaining_budget):
+            if not add_best_item(grouped_issues["docs"], max_minutes=remaining_budget):
+                add_best_item(grouped_issues["refactor"], max_minutes=remaining_budget)
+
+    return path
+
+
+def generate_golden_path(
+    target_minutes: int = 45,
+    config: dict | None = None,
+) -> GoldenPath:
+    """Generate a Golden Path for the specified time budget.
+
+    Args:
+        target_minutes: Target session length (30-60 recommended)
+        config: Optional config override
+
+    Returns:
+        A GoldenPath with ordered items from real Gitea issues
+    """
+    cfg = config or load_config()
+    token = get_token(cfg)
+    client = GiteaClient(cfg, token)
+
+    if not client.is_available():
+        # Return empty path with error indication
+        return GoldenPath(
+            generated_at=datetime.now(timezone.utc).isoformat(),
+            target_minutes=target_minutes,
+            items=[],
+        )
+
+    issues = fetch_eligible_issues(client, cfg)
+    grouped = group_issues_by_type(issues)
+    return build_golden_path(grouped, target_minutes)
+
+
+# ── Output Formatting ─────────────────────────────────────────────────────
+
+
+def print_golden_path(path: GoldenPath) -> None:
+    """Print a formatted Golden Path to stdout."""
+    print("=" * 60)
+    print("🌟 GOLDEN PATH")
+    print("=" * 60)
+    print(f"Generated: {path.generated_at}")
+    print(f"Target: {path.target_minutes} minutes")
+    print(f"Estimated: {path.total_estimated_minutes} minutes")
+    print()
+
+    if not path.items:
+        print("No eligible issues found for a Golden Path.")
+        print()
+        print("To create Golden Paths, ensure issues have:")
+        print("  - Size labels: size:XS, size:S, or size:M")
+        print("  - Type labels: bug, test, triage, docs, refactor")
+        print()
+        return
+
+    for i, item in enumerate(path.items, 1):
+        type_emoji = {
+            "triage": "🧹",
+            "fix": "🔧",
+            "test": "🧪",
+            "docs": "📚",
+            "refactor": "♻️",
+        }.get(item.issue_type, "📋")
+
+        print(f"{i}. {type_emoji} #{item.number} [{item.size}] ({item.estimated_minutes}m)")
+        print(f"   Title: {item.title}")
+        print(f"   Type: {item.issue_type.upper()}")
+        if item.url:
+            print(f"   URL: {item.url}")
+        print()
+
+    print("-" * 60)
+    print("Instructions:")
+    print("  1. Start with the triage item to warm up")
+    print("  2. Progress through fixes to build momentum")
+    print("  3. Use the test item for quality focus")
+    print("  4. Check off items as you complete them")
+    print()
+
+
+# ── CLI ───────────────────────────────────────────────────────────────────
+
+
+def parse_args() -> argparse.Namespace:
+    p = argparse.ArgumentParser(
+        description="Golden Path generator — coherent 30-60 minute mini-sessions",
+    )
+    p.add_argument(
+        "--minutes",
+        "-m",
+        type=int,
+        default=45,
+        help="Target session length in minutes (default: 45)",
+    )
+    p.add_argument(
+        "--json",
+        "-j",
+        action="store_true",
+        help="Output as JSON instead of formatted text",
+    )
+    return p.parse_args()
+
+
+def main() -> int:
+    args = parse_args()
+
+    # Validate target minutes
+    target = max(30, min(60, args.minutes))
+    if target != args.minutes:
+        print(
+            f"[golden_path] Warning: Clamped {args.minutes}m to {target}m range",
+            file=sys.stderr,
+        )
+
+    path = generate_golden_path(target_minutes=target)
+
+    if args.json:
+        print(path.to_json())
+    else:
+        print_golden_path(path)
+
+    return 0 if path.items else 1
+
+
+if __name__ == "__main__":
+    sys.exit(main())