diff --git a/web/paperclip_api.py b/web/paperclip_api.py
index a16e03f..10567a2 100644
--- a/web/paperclip_api.py
+++ b/web/paperclip_api.py
@@ -110,4 +110,7 @@ async def emit_case_status_webhook(
             timeout=5.0,
         )
     except Exception as exc:
-        logger.warning("emit_case_status_webhook failed: %s", exc)
+        logger.warning(
+            "emit_case_status_webhook failed for case %s (%s → %s): %s",
+            case_number, old_status, new_status, exc,
+        )