diff --git a/authentik/lib/utils/db.py b/authentik/lib/utils/db.py
index ef72d76652..9d40bea795 100644
--- a/authentik/lib/utils/db.py
+++ b/authentik/lib/utils/db.py
@@ -14,7 +14,16 @@ def chunked_queryset[T: Model](queryset: QuerySet[T], chunk_size: int = 1_000) -
     def get_chunks(qs: QuerySet) -> Generator[QuerySet[T]]:
         qs = qs.order_by("pk")
         pks = qs.values_list("pk", flat=True)
-        start_pk = pks[0]
+        # The outer queryset.exists() guard can race with a concurrent
+        # transaction that deletes the last matching row (or with a
+        # different isolation-level snapshot), so by the time this
+        # generator starts iterating the queryset may be empty and
+        # pks[0] would raise IndexError and crash the caller. Using
+        # .first() returns None on an empty queryset, which we bail
+        # out on cleanly. See goauthentik/authentik#21643.
+        start_pk = pks.first()
+        if start_pk is None:
+            return
         while True:
             try:
                 end_pk = pks.filter(pk__gte=start_pk)[chunk_size]