diff --git a/backend/danswer/background/celery/tasks/indexing/tasks.py b/backend/danswer/background/celery/tasks/indexing/tasks.py
index 4525b1e9425a..8e445b4f3f41 100644
--- a/backend/danswer/background/celery/tasks/indexing/tasks.py
+++ b/backend/danswer/background/celery/tasks/indexing/tasks.py
@@ -580,39 +580,64 @@ def connector_indexing_proxy_task(
 
         if self.request.id and redis_connector_index.terminating(self.request.id):
             task_logger.warning(
-                "Indexing proxy - termination signal detected: "
+                "Indexing watchdog - termination signal detected: "
                 f"attempt={index_attempt_id} "
                 f"tenant={tenant_id} "
                 f"cc_pair={cc_pair_id} "
                 f"search_settings={search_settings_id}"
             )
 
-            with get_session_with_tenant(tenant_id) as db_session:
-                mark_attempt_canceled(
-                    index_attempt_id,
-                    db_session,
-                    "Connector termination signal detected",
+            try:
+                with get_session_with_tenant(tenant_id) as db_session:
+                    mark_attempt_canceled(
+                        index_attempt_id,
+                        db_session,
+                        "Connector termination signal detected",
+                    )
+            finally:
+                # if the DB exceptions, we'll just get an unfriendly failure message
+                # in the UI instead of the cancellation message
+                logger.exception(
+                    "Indexing watchdog - transient exception marking index attempt as canceled: "
+                    f"attempt={index_attempt_id} "
+                    f"tenant={tenant_id} "
+                    f"cc_pair={cc_pair_id} "
+                    f"search_settings={search_settings_id}"
                 )
 
-            job.cancel()
+                job.cancel()
+
             break
 
-        # do nothing for ongoing jobs that haven't been stopped
         if not job.done():
-            with get_session_with_tenant(tenant_id) as db_session:
-                index_attempt = get_index_attempt(
-                    db_session=db_session, index_attempt_id=index_attempt_id
+            # if the spawned task is still running, restart the check once again
+            # if the index attempt is not in a finished status
+            try:
+                with get_session_with_tenant(tenant_id) as db_session:
+                    index_attempt = get_index_attempt(
+                        db_session=db_session, index_attempt_id=index_attempt_id
+                    )
+
+                    if not index_attempt:
+                        continue
+
+                    if not index_attempt.is_finished():
+                        continue
+            except Exception:
+                # if the DB exceptioned, just restart the check.
+                # polling the index attempt status doesn't need to be strongly consistent
+                logger.exception(
+                    "Indexing watchdog - transient exception looking up index attempt: "
+                    f"attempt={index_attempt_id} "
+                    f"tenant={tenant_id} "
+                    f"cc_pair={cc_pair_id} "
+                    f"search_settings={search_settings_id}"
                 )
-
-                if not index_attempt:
-                    continue
-
-                if not index_attempt.is_finished():
-                    continue
+                continue
 
         if job.status == "error":
             task_logger.error(
-                f"Indexing watchdog - spawned task exceptioned: "
+                "Indexing watchdog - spawned task exceptioned: "
                 f"attempt={index_attempt_id} "
                 f"tenant={tenant_id} "
                 f"cc_pair={cc_pair_id} "
diff --git a/backend/danswer/background/celery/tasks/vespa/tasks.py b/backend/danswer/background/celery/tasks/vespa/tasks.py
index f491ff27b235..13835b5d2c6a 100644
--- a/backend/danswer/background/celery/tasks/vespa/tasks.py
+++ b/backend/danswer/background/celery/tasks/vespa/tasks.py
@@ -654,24 +654,28 @@ def monitor_ccpair_indexing_taskset(
     # outer = result.state in READY state
     status_int = redis_connector_index.get_completion()
     if status_int is None:  # inner signal not set ... possible error
-        result_state = result.state
+        task_state = result.state
         if (
-            result_state in READY_STATES
+            task_state in READY_STATES
         ):  # outer signal in terminal state ... possible error
             # Now double check!
             if redis_connector_index.get_completion() is None:
                 # inner signal still not set (and cannot change when outer result_state is READY)
                 # Task is finished but generator complete isn't set.
                 # We have a problem! Worker may have crashed.
+                task_result = str(result.result)
+                task_traceback = str(result.traceback)
 
                 msg = (
                     f"Connector indexing aborted or exceptioned: "
                     f"attempt={payload.index_attempt_id} "
                     f"celery_task={payload.celery_task_id} "
-                    f"result_state={result_state} "
                     f"cc_pair={cc_pair_id} "
                     f"search_settings={search_settings_id} "
-                    f"elapsed_submitted={elapsed_submitted.total_seconds():.2f}"
+                    f"elapsed_submitted={elapsed_submitted.total_seconds():.2f} "
+                    f"result.state={task_state} "
+                    f"result.result={task_result} "
+                    f"result.traceback={task_traceback}"
                 )
                 task_logger.warning(msg)