diff --git a/backend/danswer/background/celery/tasks/indexing/tasks.py b/backend/danswer/background/celery/tasks/indexing/tasks.py
index 197856d2d0a3..99acb591df76 100644
--- a/backend/danswer/background/celery/tasks/indexing/tasks.py
+++ b/backend/danswer/background/celery/tasks/indexing/tasks.py
@@ -598,7 +598,7 @@ def connector_indexing_proxy_task(
                         db_session,
                         "Connector termination signal detected",
                     )
-            finally:
+            except Exception:
                 # if the DB exceptions, we'll just get an unfriendly failure message
                 # in the UI instead of the cancellation message
                 logger.exception(
diff --git a/backend/danswer/background/celery/tasks/vespa/tasks.py b/backend/danswer/background/celery/tasks/vespa/tasks.py
index 1670dcd84c33..be9e82f63651 100644
--- a/backend/danswer/background/celery/tasks/vespa/tasks.py
+++ b/backend/danswer/background/celery/tasks/vespa/tasks.py
@@ -680,17 +680,28 @@ def monitor_ccpair_indexing_taskset(
                 )
                 task_logger.warning(msg)
 
-                index_attempt = get_index_attempt(db_session, payload.index_attempt_id)
-                if index_attempt:
-                    if (
-                        index_attempt.status != IndexingStatus.CANCELED
-                        and index_attempt.status != IndexingStatus.FAILED
-                    ):
-                        mark_attempt_failed(
-                            index_attempt_id=payload.index_attempt_id,
-                            db_session=db_session,
-                            failure_reason=msg,
-                        )
+                try:
+                    index_attempt = get_index_attempt(
+                        db_session, payload.index_attempt_id
+                    )
+                    if index_attempt:
+                        if (
+                            index_attempt.status != IndexingStatus.CANCELED
+                            and index_attempt.status != IndexingStatus.FAILED
+                        ):
+                            mark_attempt_failed(
+                                index_attempt_id=payload.index_attempt_id,
+                                db_session=db_session,
+                                failure_reason=msg,
+                            )
+                except Exception:
+                    task_logger.exception(
+                        "monitor_ccpair_indexing_taskset - transient exception marking index attempt as failed: "
+                        f"attempt={payload.index_attempt_id} "
+                        f"tenant={tenant_id} "
+                        f"cc_pair={cc_pair_id} "
+                        f"search_settings={search_settings_id}"
+                    )
 
                 redis_connector_index.reset()
         return
diff --git a/backend/danswer/db/index_attempt.py b/backend/danswer/db/index_attempt.py
index 06bbee10559c..2c8ccd99aa0e 100644
--- a/backend/danswer/db/index_attempt.py
+++ b/backend/danswer/db/index_attempt.py
@@ -522,12 +522,16 @@ def expire_index_attempts(
     search_settings_id: int,
     db_session: Session,
 ) -> None:
-    delete_query = (
-        delete(IndexAttempt)
+    not_started_query = (
+        update(IndexAttempt)
         .where(IndexAttempt.search_settings_id == search_settings_id)
         .where(IndexAttempt.status == IndexingStatus.NOT_STARTED)
+        .values(
+            status=IndexingStatus.CANCELED,
+            error_msg="Canceled, likely due to model swap",
+        )
     )
-    db_session.execute(delete_query)
+    db_session.execute(not_started_query)
 
     update_query = (
         update(IndexAttempt)
@@ -549,9 +553,14 @@ def cancel_indexing_attempts_for_ccpair(
     include_secondary_index: bool = False,
 ) -> None:
     stmt = (
-        delete(IndexAttempt)
+        update(IndexAttempt)
         .where(IndexAttempt.connector_credential_pair_id == cc_pair_id)
         .where(IndexAttempt.status == IndexingStatus.NOT_STARTED)
+        .values(
+            status=IndexingStatus.CANCELED,
+            error_msg="Canceled by user",
+            time_started=datetime.now(timezone.utc),
+        )
     )
 
     if not include_secondary_index:
diff --git a/backend/danswer/server/documents/cc_pair.py b/backend/danswer/server/documents/cc_pair.py
index 424ae2564627..88c812b19e21 100644
--- a/backend/danswer/server/documents/cc_pair.py
+++ b/backend/danswer/server/documents/cc_pair.py
@@ -33,8 +33,6 @@ from danswer.db.engine import get_current_tenant_id
 from danswer.db.engine import get_session
 from danswer.db.enums import AccessType
 from danswer.db.enums import ConnectorCredentialPairStatus
-from danswer.db.index_attempt import cancel_indexing_attempts_for_ccpair
-from danswer.db.index_attempt import cancel_indexing_attempts_past_model
 from danswer.db.index_attempt import count_index_attempts_for_connector
 from danswer.db.index_attempt import get_latest_index_attempt_for_cc_pair_id
 from danswer.db.index_attempt import get_paginated_index_attempts_for_cc_pair_id
@@ -193,9 +191,6 @@ def update_cc_pair_status(
             db_session
         )
 
-        cancel_indexing_attempts_for_ccpair(cc_pair_id, db_session)
-        cancel_indexing_attempts_past_model(db_session)
-
         redis_connector = RedisConnector(tenant_id, cc_pair_id)
 
         try: