diff --git a/backend/onyx/background/celery/apps/primary.py b/backend/onyx/background/celery/apps/primary.py
index 62ea96658b36..caa697f88371 100644
--- a/backend/onyx/background/celery/apps/primary.py
+++ b/backend/onyx/background/celery/apps/primary.py
@@ -89,12 +89,12 @@ def on_worker_init(sender: Any, **kwargs: Any) -> None:
     app_base.wait_for_db(sender, **kwargs)
     app_base.wait_for_vespa(sender, **kwargs)
 
+    logger.info("Running as the primary celery worker.")
+
     # Less startup checks in multi-tenant case
     if MULTI_TENANT:
         return
 
-    logger.info("Running as the primary celery worker.")
-
     # This is singleton work that should be done on startup exactly once
     # by the primary worker. This is unnecessary in the multi tenant scenario
     r = get_redis_client(tenant_id=None)
diff --git a/backend/onyx/background/celery/tasks/vespa/tasks.py b/backend/onyx/background/celery/tasks/vespa/tasks.py
index 57d8793eadcc..c3c8c42abcda 100644
--- a/backend/onyx/background/celery/tasks/vespa/tasks.py
+++ b/backend/onyx/background/celery/tasks/vespa/tasks.py
@@ -760,7 +760,13 @@ def monitor_vespa_sync(self: Task, tenant_id: str | None) -> bool:
 
     Returns True if the task actually did work, False if it exited early to prevent overlap
     """
+    task_logger.info(f"monitor_vespa_sync starting: tenant={tenant_id}")
+
     time_start = time.monotonic()
+
+    timings: dict[str, float] = {}
+    timings["start"] = time_start
+
     r = get_redis_client(tenant_id=tenant_id)
 
     lock_beat: RedisLock = r.lock(
@@ -771,6 +777,7 @@ def monitor_vespa_sync(self: Task, tenant_id: str | None) -> bool:
     try:
         # prevent overlapping tasks
         if not lock_beat.acquire(blocking=False):
+            task_logger.info("monitor_vespa_sync exiting due to overlap")
             return False
 
         # print current queue lengths
@@ -812,20 +819,28 @@ def monitor_vespa_sync(self: Task, tenant_id: str | None) -> bool:
             f"permissions_upsert={n_permissions_upsert} "
         )
 
+        timings["queues"] = time.monotonic() - timings["start"]
+
         # scan and monitor activity to completion
         lock_beat.reacquire()
         if r.exists(RedisConnectorCredentialPair.get_fence_key()):
             monitor_connector_taskset(r)
 
+        timings["connector"] = time.monotonic() - timings["queues"]
+
         for key_bytes in r.scan_iter(RedisConnectorDelete.FENCE_PREFIX + "*"):
             lock_beat.reacquire()
             monitor_connector_deletion_taskset(tenant_id, key_bytes, r)
 
+        timings["connector_deletion"] = time.monotonic() - timings["connector"]
+
         for key_bytes in r.scan_iter(RedisDocumentSet.FENCE_PREFIX + "*"):
             lock_beat.reacquire()
             with get_session_with_tenant(tenant_id) as db_session:
                 monitor_document_set_taskset(tenant_id, key_bytes, r, db_session)
 
+        timings["document_set"] = time.monotonic() - timings["connector_deletion"]
+
         for key_bytes in r.scan_iter(RedisUserGroup.FENCE_PREFIX + "*"):
             lock_beat.reacquire()
             monitor_usergroup_taskset = fetch_versioned_implementation_with_fallback(
@@ -836,21 +851,28 @@ def monitor_vespa_sync(self: Task, tenant_id: str | None) -> bool:
             with get_session_with_tenant(tenant_id) as db_session:
                 monitor_usergroup_taskset(tenant_id, key_bytes, r, db_session)
 
+        timings["usergroup"] = time.monotonic() - timings["document_set"]
+
         for key_bytes in r.scan_iter(RedisConnectorPrune.FENCE_PREFIX + "*"):
             lock_beat.reacquire()
             with get_session_with_tenant(tenant_id) as db_session:
                 monitor_ccpair_pruning_taskset(tenant_id, key_bytes, r, db_session)
 
+        timings["pruning"] = time.monotonic() - timings["usergroup"]
+
         for key_bytes in r.scan_iter(RedisConnectorIndex.FENCE_PREFIX + "*"):
             lock_beat.reacquire()
             with get_session_with_tenant(tenant_id) as db_session:
                 monitor_ccpair_indexing_taskset(tenant_id, key_bytes, r, db_session)
 
+        timings["indexing"] = time.monotonic() - timings["pruning"]
+
         for key_bytes in r.scan_iter(RedisConnectorPermissionSync.FENCE_PREFIX + "*"):
             lock_beat.reacquire()
             with get_session_with_tenant(tenant_id) as db_session:
                 monitor_ccpair_permissions_taskset(tenant_id, key_bytes, r, db_session)
 
+        timings["permissions"] = time.monotonic() - timings["indexing"]
     except SoftTimeLimitExceeded:
         task_logger.info(
             "Soft time limit exceeded, task is being terminated gracefully."
@@ -858,9 +880,24 @@ def monitor_vespa_sync(self: Task, tenant_id: str | None) -> bool:
     finally:
         if lock_beat.owned():
             lock_beat.release()
+        else:
+            t = timings
+            task_logger.error(
+                "monitor_vespa_sync - Lock not owned on completion: "
+                f"tenant={tenant_id} "
+                f"queues={t.get('queues')} "
+                f"connector={t.get('connector')} "
+                f"connector_deletion={t.get('connector_deletion')} "
+                f"document_set={t.get('document_set')} "
+                f"usergroup={t.get('usergroup')} "
+                f"pruning={t.get('pruning')} "
+                f"indexing={t.get('indexing')} "
+                f"permissions={t.get('permissions')}"
+            )
+            redis_lock_dump(lock_beat, r)
 
     time_elapsed = time.monotonic() - time_start
-    task_logger.debug(f"monitor_vespa_sync finished: elapsed={time_elapsed:.2f}")
+    task_logger.info(f"monitor_vespa_sync finished: elapsed={time_elapsed:.2f}")
     return True
 
 
diff --git a/backend/onyx/redis/redis_pool.py b/backend/onyx/redis/redis_pool.py
index e253caaf00ec..acca2db8a567 100644
--- a/backend/onyx/redis/redis_pool.py
+++ b/backend/onyx/redis/redis_pool.py
@@ -282,7 +282,7 @@ def redis_lock_dump(lock: RedisLock, r: Redis) -> None:
         remote_token = None
 
     logger.warning(
-        f"RedisLock diagnostic logging: "
+        f"RedisLock diagnostic: "
         f"name={name} "
         f"locked={locked} "
         f"owned={owned} "