diff --git a/scripts/pipeline_playground_factory.sh b/scripts/pipeline_playground_factory.sh
new file mode 100644
index 00000000..7d3aa6fd
--- /dev/null
+++ b/scripts/pipeline_playground_factory.sh
@@ -0,0 +1,80 @@
+#!/usr/bin/env bash
+# pipeline_playground_factory.sh — Generate training data pairs from sessions.
+#
+# Exports session transcripts into terse→rich prompt pairs for model training.
+# Reads from ~/.hermes/sessions/, writes to timmy-config/training-data/.
+#
+# Usage:
+#   ./scripts/pipeline_playground_factory.sh --max-tokens 100000
+#   ./scripts/pipeline_playground_factory.sh --dry-run
+
+set -euo pipefail
+
+HERMES_HOME="${HERMES_HOME:-$HOME/.hermes}"
+TRAINING_DIR="${TRAINING_DIR:-$HOME/.timmy/training-data/playground}"
+SESSIONS_DIR="${HERMES_HOME}/sessions"
+MAX_TOKENS="${MAX_TOKENS:-100000}"
+DRY_RUN=false
+TOKENS_USED=0
+
+# Parse args
+while [[ $# -gt 0 ]]; do
+    case "$1" in
+        --max-tokens) MAX_TOKENS="$2"; shift 2 ;;
+        --dry-run) DRY_RUN=true; shift ;;
+        *) shift ;;
+    esac
+done
+
+log() { echo "[playground-factory $(date '+%H:%M:%S')] $*"; }
+
+mkdir -p "$TRAINING_DIR"
+
+# Find sessions newer than latest export
+LATEST_EXPORT=$(find "$TRAINING_DIR" -name '*.jsonl' -type f -print 2>/dev/null | sort | tail -1)
+SESSION_COUNT=0
+PAIR_COUNT=0
+
+for session_file in $(find "$SESSIONS_DIR" -name 'session_*.json' -type f -newer "$LATEST_EXPORT" 2>/dev/null | sort | head -50); do
+    if [[ "$TOKENS_USED" -ge "$MAX_TOKENS" ]]; then
+        log "Token budget exhausted ($TOKENS_USED >= $MAX_TOKENS). Stopping."
+        break
+    fi
+
+    SESSION_COUNT=$((SESSION_COUNT + 1))
+
+    if $DRY_RUN; then
+        log "DRY-RUN: Would process $(basename "$session_file")"
+        continue
+    fi
+
+    # Extract pairs from session (Python does the heavy lifting)
+    PAIRS=$(python3 -c "
+import json, sys
+
+with open('$session_file') as f:
+    data = json.load(f)
+
+pairs = []
+messages = data.get('messages', [])
+for i in range(len(messages) - 1):
+    if messages[i].get('role') == 'user' and messages[i+1].get('role') == 'assistant':
+        terse = messages[i].get('content', '')[:200]
+        rich = messages[i+1].get('content', '')[:2000]
+        if len(terse) > 10 and len(rich) > 50:
+            pairs.append(json.dumps({'terse': terse, 'rich': rich, 'source': '$session_file'}))
+for p in pairs:
+    print(p)
+" 2>/dev/null || echo "")
+
+    if [[ -n "$PAIRS" ]]; then
+        OUTFILE="$TRAINING_DIR/$(basename "$session_file" .json).jsonl"
+        echo "$PAIRS" > "$OUTFILE"
+        COUNT=$(echo "$PAIRS" | wc -l)
+        PAIR_COUNT=$((PAIR_COUNT + COUNT))
+        TOKENS_USED=$((TOKENS_USED + COUNT * 50))
+    fi
+done
+
+log "Done: $SESSION_COUNT sessions processed, $PAIR_COUNT pairs generated, $TOKENS_USED tokens used."
+exit 0