diff --git a/hermes_cli/main.py b/hermes_cli/main.py
index 8bda836623d..5d7fec8253f 100644
--- a/hermes_cli/main.py
+++ b/hermes_cli/main.py
@@ -8928,6 +8928,11 @@ def _cmd_update_impl(args, gateway_mode: bool):
 
         if commit_count == 0:
             _invalidate_update_cache()
+
+            # Even if origin is up to date, the fork may be behind upstream
+            if is_fork and branch == "main":
+                _sync_with_upstream_if_needed(git_cmd, PROJECT_ROOT)
+
             # Restore stash and switch back to original branch if we moved
             if auto_stash_ref is not None:
                 _restore_stashed_changes(