fix(awooop): sort mixed run timeline timestamps

apps/api/src/services/platform_operator_service.py

@@ -341,6 +341,14 @@ def _remediation_timeline_summary(item: dict[str, Any]) -> str:
     )[:500]
 
 
+def _timeline_sort_key(item: dict[str, Any], fallback_ts: Any) -> str:
+    """Normalize mixed DB datetime / ISO string timestamps for timeline sorting."""
+    value = item.get("ts") or fallback_ts
+    if hasattr(value, "isoformat"):
+        return value.isoformat()
+    return str(value or "")
+
+
 def _summarize_run_remediation_by_work_item(
     items: list[dict[str, Any]],
 ) -> list[dict[str, Any]]:
@@ -700,7 +708,7 @@ async def get_run_detail(
 
     timeline = sorted(
         timeline,
-        key=lambda item: item["ts"] or run.created_at,
+        key=lambda item: _timeline_sort_key(item, run.created_at),
     )[:_MAX_TIMELINE_ITEMS]
 
     return {

apps/api/tests/test_awooop_operator_timeline_labels.py

@@ -1,9 +1,11 @@
+from datetime import datetime
 from types import SimpleNamespace
 
 from src.services.platform_operator_service import (
     _collect_run_incident_ids,
     _outbound_timeline_title,
     _remediation_timeline_summary,
+    _timeline_sort_key,
 )
 
 
@@ -101,3 +103,23 @@ def test_remediation_timeline_summary_surfaces_route_and_write_flags() -> None:
     assert "route=auto_repair_executor/ssh_diagnose/read" in summary
     assert "writes_incident=False" in summary
     assert "writes_auto_repair=False" in summary
+
+
+def test_timeline_sort_key_normalizes_datetime_and_iso_string() -> None:
+    fallback = datetime(2026, 5, 14, 10, 0, 0)
+    keys = [
+        _timeline_sort_key({"ts": datetime(2026, 5, 14, 10, 0, 1)}, fallback),
+        _timeline_sort_key({"ts": "2026-05-14T10:00:02+00:00"}, fallback),
+        _timeline_sort_key({"ts": None}, fallback),
+    ]
+
+    assert keys == [
+        "2026-05-14T10:00:01",
+        "2026-05-14T10:00:02+00:00",
+        "2026-05-14T10:00:00",
+    ]
+    assert sorted(keys) == [
+        "2026-05-14T10:00:00",
+        "2026-05-14T10:00:01",
+        "2026-05-14T10:00:02+00:00",
+    ]