diff --git a/cron/scheduler.py b/cron/scheduler.py
index 37c250b67d0..e0346d06e49 100644
--- a/cron/scheduler.py
+++ b/cron/scheduler.py
@@ -257,6 +257,30 @@ def _resolve_origin(job: dict) -> Optional[dict]:
     return None
 
 
+def _cron_job_origin_log_suffix(job: dict) -> str:
+    """Return safe provenance details for security warnings about a cron job.
+
+    The scheduler normally has no live HTTP request object when it detects a
+    bad stored ``context_from`` reference. Including the job's saved origin
+    makes future probe logs actionable without exposing secrets: platform/chat
+    metadata for gateway-created jobs, and optional source-IP fields for API
+    surfaces that persist them in origin metadata.
+    """
+    origin = job.get("origin")
+    if not isinstance(origin, dict):
+        return ""
+
+    fields = []
+    for key in ("platform", "chat_id", "thread_id", "source_ip", "remote", "forwarded_for"):
+        value = origin.get(key)
+        if value is None:
+            continue
+        text = str(value).replace("\r", " ").replace("\n", " ").strip()
+        if text:
+            fields.append(f"origin_{key}={text[:200]!r}")
+    return " " + " ".join(fields) if fields else ""
+
+
 def _plugin_cron_env_var(platform_name: str) -> str:
     """Return the cron home-channel env var registered by a plugin platform.
 
@@ -1027,7 +1051,13 @@ def _build_job_prompt(job: dict, prerun_script: Optional[tuple] = None) -> str:
         for source_job_id in context_from:
             # Guard against path traversal — valid job IDs are 12-char hex strings
             if not source_job_id or not all(c in "0123456789abcdef" for c in source_job_id):
-                logger.warning("context_from: skipping invalid job_id %r", source_job_id)
+                logger.warning(
+                    "context_from: skipping invalid job_id %r for job_id=%r name=%r%s",
+                    source_job_id,
+                    job.get("id"),
+                    job.get("name"),
+                    _cron_job_origin_log_suffix(job),
+                )
                 continue
             try:
                 job_output_dir = OUTPUT_DIR / source_job_id
diff --git a/gateway/platforms/api_server.py b/gateway/platforms/api_server.py
index 1f02bde5a2a..a18630f85ce 100644
--- a/gateway/platforms/api_server.py
+++ b/gateway/platforms/api_server.py
@@ -763,6 +763,58 @@ class APIServerAdapter(BasePlatformAdapter):
 
         return "*" in self._cors_origins or origin in self._cors_origins
 
+    @staticmethod
+    def _clean_log_value(value: Any, *, max_len: int = 200) -> str:
+        """Sanitize request metadata before it reaches security logs."""
+        if value is None:
+            return ""
+        text = str(value).replace("\r", " ").replace("\n", " ").strip()
+        return text[:max_len]
+
+    def _request_audit_context(self, request: "web.Request") -> Dict[str, str]:
+        """Return non-secret source metadata for security/audit warnings."""
+        peer_ip = ""
+        try:
+            peer = request.transport.get_extra_info("peername") if request.transport else None
+            if isinstance(peer, (tuple, list)) and peer:
+                peer_ip = str(peer[0])
+        except Exception:
+            peer_ip = ""
+
+        return {
+            "remote": self._clean_log_value(getattr(request, "remote", "") or peer_ip),
+            "peer_ip": self._clean_log_value(peer_ip),
+            "forwarded_for": self._clean_log_value(request.headers.get("X-Forwarded-For", "")),
+            "real_ip": self._clean_log_value(request.headers.get("X-Real-IP", "")),
+            "method": self._clean_log_value(request.method, max_len=16),
+            "path": self._clean_log_value(request.path_qs, max_len=500),
+            "user_agent": self._clean_log_value(request.headers.get("User-Agent", ""), max_len=300),
+        }
+
+    def _request_audit_log_suffix(self, request: "web.Request") -> str:
+        ctx = self._request_audit_context(request)
+        fields = [f"{key}={value!r}" for key, value in ctx.items() if value]
+        return " ".join(fields) if fields else "source='unknown'"
+
+    def _cron_origin_from_request(self, request: "web.Request") -> Dict[str, str]:
+        """Persist safe API source metadata on cron jobs created over HTTP."""
+        ctx = self._request_audit_context(request)
+        origin = {
+            "platform": "api_server",
+            "chat_id": "api",
+        }
+        if ctx.get("remote"):
+            origin["source_ip"] = ctx["remote"]
+        if ctx.get("peer_ip"):
+            origin["peer_ip"] = ctx["peer_ip"]
+        if ctx.get("forwarded_for"):
+            origin["forwarded_for"] = ctx["forwarded_for"]
+        if ctx.get("real_ip"):
+            origin["real_ip"] = ctx["real_ip"]
+        if ctx.get("user_agent"):
+            origin["user_agent"] = ctx["user_agent"]
+        return origin
+
     # ------------------------------------------------------------------
     # Auth helper
     # ------------------------------------------------------------------
@@ -784,6 +836,10 @@ class APIServerAdapter(BasePlatformAdapter):
             if hmac.compare_digest(token, self._api_key):
                 return None  # Auth OK
 
+        logger.warning(
+            "API server rejected invalid API key: %s",
+            self._request_audit_log_suffix(request),
+        )
         return web.json_response(
             {"error": {"message": "Invalid API key", "type": "invalid_request_error", "code": "invalid_api_key"}},
             status=401,
@@ -2454,6 +2510,11 @@ class APIServerAdapter(BasePlatformAdapter):
         """Validate and extract job_id. Returns (job_id, error_response)."""
         job_id = request.match_info["job_id"]
         if not self._JOB_ID_RE.fullmatch(job_id):
+            logger.warning(
+                "Cron jobs API rejected invalid job_id %r: %s",
+                job_id,
+                self._request_audit_log_suffix(request),
+            )
             return job_id, web.json_response(
                 {"error": "Invalid job ID format"}, status=400,
             )
@@ -2511,6 +2572,7 @@ class APIServerAdapter(BasePlatformAdapter):
                 "schedule": schedule,
                 "name": name,
                 "deliver": deliver,
+                "origin": self._cron_origin_from_request(request),
             }
             if skills:
                 kwargs["skills"] = skills
diff --git a/tests/cron/test_cron_context_from.py b/tests/cron/test_cron_context_from.py
index 046d41f1e44..f0277d25e1c 100644
--- a/tests/cron/test_cron_context_from.py
+++ b/tests/cron/test_cron_context_from.py
@@ -1,5 +1,6 @@
 """Tests for cron job context_from feature (issue #5439 Option C)."""
 
+import logging
 import sys
 from pathlib import Path
 
@@ -267,6 +268,35 @@ class TestBuildJobPromptContextFrom:
         assert "Process" in prompt
         assert "etc/passwd" not in prompt
 
+    def test_invalid_job_id_log_includes_job_origin(self, cron_env, caplog):
+        """Invalid stored context_from refs log job/source provenance."""
+        from cron.jobs import create_job
+        from cron.scheduler import _build_job_prompt
+
+        job = create_job(
+            prompt="Process",
+            schedule="every 2h",
+            name="suspicious-chain",
+            origin={
+                "platform": "api_server",
+                "chat_id": "api",
+                "source_ip": "203.0.113.10",
+                "forwarded_for": "198.51.100.7",
+            },
+        )
+        job["context_from"] = ["../../../etc/passwd"]
+
+        caplog.set_level(logging.WARNING, logger="cron.scheduler")
+        prompt = _build_job_prompt(job)
+
+        assert "Process" in prompt
+        message = caplog.text
+        assert "context_from: skipping invalid job_id" in message
+        assert job["id"] in message
+        assert "suspicious-chain" in message
+        assert "203.0.113.10" in message
+        assert "198.51.100.7" in message
+
 
 
 class TestUpdateContextFrom:
diff --git a/tests/gateway/test_api_server_jobs.py b/tests/gateway/test_api_server_jobs.py
index a1476578386..087bfc5b404 100644
--- a/tests/gateway/test_api_server_jobs.py
+++ b/tests/gateway/test_api_server_jobs.py
@@ -11,6 +11,7 @@ Covers:
 """
 
 import json
+import logging
 from unittest.mock import MagicMock, patch
 
 import pytest
@@ -151,6 +152,9 @@ class TestCreateJob:
                     "name": "test-job",
                     "schedule": "*/5 * * * *",
                     "prompt": "do something",
+                }, headers={
+                    "X-Forwarded-For": "203.0.113.11",
+                    "User-Agent": "cron-client",
                 })
                 assert resp.status == 200
                 data = await resp.json()
@@ -160,6 +164,10 @@ class TestCreateJob:
                 assert call_kwargs["name"] == "test-job"
                 assert call_kwargs["schedule"] == "*/5 * * * *"
                 assert call_kwargs["prompt"] == "do something"
+                assert call_kwargs["origin"]["platform"] == "api_server"
+                assert call_kwargs["origin"]["chat_id"] == "api"
+                assert call_kwargs["origin"]["forwarded_for"] == "203.0.113.11"
+                assert call_kwargs["origin"]["user_agent"] == "cron-client"
 
     @pytest.mark.asyncio
     async def test_create_job_missing_name(self, adapter):
@@ -280,6 +288,29 @@ class TestGetJob:
                 data = await resp.json()
                 assert "Invalid" in data["error"]
 
+    @pytest.mark.asyncio
+    async def test_invalid_job_id_logs_source_context(self, adapter, caplog):
+        """Invalid job-id probes log source metadata for later investigation."""
+        app = _create_app(adapter)
+        caplog.set_level(logging.WARNING, logger="gateway.platforms.api_server")
+        async with TestClient(TestServer(app)) as cli:
+            with patch(f"{_MOD}._CRON_AVAILABLE", True):
+                resp = await cli.get(
+                    "/api/jobs/..%2F..%2F..%2Fetc%2Fpasswd",
+                    headers={
+                        "X-Forwarded-For": "203.0.113.9",
+                        "User-Agent": "probe scanner",
+                    },
+                )
+                assert resp.status == 400
+
+        message = caplog.text
+        assert "Cron jobs API rejected invalid job_id" in message
+        assert "203.0.113.9" in message
+        assert "GET" in message
+        assert "/api/jobs/" in message
+        assert "probe scanner" in message
+
 
 # ---------------------------------------------------------------------------
 # 11-12. test_update_job