diff --git a/test_runner/regress/test_pageserver_generations.py b/test_runner/regress/test_pageserver_generations.py
index d13cf0019d..577a3a25ca 100644
--- a/test_runner/regress/test_pageserver_generations.py
+++ b/test_runner/regress/test_pageserver_generations.py
@@ -666,14 +666,17 @@ def test_upgrade_generationless_local_file_paths(
         pageserver.stop()
         timeline_dir = pageserver.timeline_dir(tenant_id, timeline_id)
         files_renamed = 0
+        log.info(f"Renaming files in {timeline_dir}")
         for filename in os.listdir(timeline_dir):
-            path = os.path.join(timeline_dir, filename)
-            log.info(f"Found file {path}")
-            if path.endswith("-v1-00000001"):
-                new_path = path[:-12]
-                os.rename(path, new_path)
-                log.info(f"Renamed {path} -> {new_path}")
+            if filename.endswith("-v1-00000001"):
+                new_filename = filename[:-12]
+                os.rename(
+                    os.path.join(timeline_dir, filename), os.path.join(timeline_dir, new_filename)
+                )
+                log.info(f"Renamed {filename} -> {new_filename}")
                 files_renamed += 1
+            else:
+                log.info(f"Keeping {filename}")
 
         assert files_renamed > 0