diff --git a/web/app.py b/web/app.py
index 4bdc270..bb7eb33 100644
--- a/web/app.py
+++ b/web/app.py
@@ -4389,18 +4389,41 @@ async def precedent_library_delete(case_law_id: str):
 # drain the queue.
 
 
+async def _wake_ceo_for_precedent(case_law_id: UUID, kind: str) -> dict:
+    """Trigger Paperclip CEO to drain the precedent extraction queue, mirroring
+    the upload flow (see ``precedent_library_upload`` → ``pc_wake_for_precedent_extraction``).
+
+    Best-effort — any failure is logged but doesn't surface to the user, who
+    can still invoke ``mcp__legal-ai__precedent_process_pending`` manually.
+    Returns a dict with the wakeup outcome for inclusion in the API response.
+    """
+    record = await db.get_case_law(case_law_id)
+    if not record:
+        return {"ok": False, "skipped": "record_missing"}
+    try:
+        return await pc_wake_for_precedent_extraction(
+            case_law_id=str(case_law_id),
+            citation=str(record.get("case_number") or ""),
+            practice_area=str(record.get("practice_area") or ""),
+        )
+    except Exception:
+        logger.exception("precedent-extraction wakeup failed (non-fatal, kind=%s)", kind)
+        return {"ok": False, "error": "wakeup_failed"}
+
+
 @app.post("/api/precedent-library/{case_law_id}/request-metadata")
 async def precedent_request_metadata(case_law_id: str):
-    """Stamp the case_law row as needing metadata extraction. The local
-    MCP worker (`precedent_process_pending_metadata`) will pick it up."""
+    """Stamp the case_law row as needing metadata extraction AND wake the
+    Paperclip CEO so extraction runs automatically — same flow as upload."""
     try:
         cid = UUID(case_law_id)
     except ValueError:
         raise HTTPException(400, "case_law_id לא תקין")
     ok = await db.request_metadata_extraction(cid)
     if not ok:
-        raise HTTPException(404, "פסיקה לא נמצאה (או לא מסוג external_upload)")
-    return {"queued": True, "case_law_id": case_law_id, "kind": "metadata"}
+        raise HTTPException(404, "פסיקה לא נמצאה")
+    wakeup = await _wake_ceo_for_precedent(cid, kind="metadata")
+    return {"queued": True, "case_law_id": case_law_id, "kind": "metadata", "wakeup": wakeup}
 
 
 @app.post("/api/precedent-library/{case_law_id}/request-halachot")
@@ -4412,8 +4435,9 @@ async def precedent_request_halachot(case_law_id: str):
         raise HTTPException(400, "case_law_id לא תקין")
     ok = await db.request_halacha_extraction(cid)
     if not ok:
-        raise HTTPException(404, "פסיקה לא נמצאה (או לא מסוג external_upload)")
-    return {"queued": True, "case_law_id": case_law_id, "kind": "halacha"}
+        raise HTTPException(404, "פסיקה לא נמצאה")
+    wakeup = await _wake_ceo_for_precedent(cid, kind="halacha")
+    return {"queued": True, "case_law_id": case_law_id, "kind": "halacha", "wakeup": wakeup}
 
 
 @app.get("/api/precedent-library/queue/pending")