diff --git a/empire/test/test_agents.py b/empire/test/test_agents.py
index 85ab9fe28..4c4d7d1a8 100644
--- a/empire/test/test_agents.py
+++ b/empire/test/test_agents.py
@@ -258,7 +258,7 @@ def test_update_dir_list(session_local, models, agent, main: MainMenu):
 
 
 def test_update_dir_list_with_existing_joined_file(
-    session_local, models, agent, main: MainMenu
+    session_local, models, agent, main: MainMenu, empire_config
 ):
     with session_local.begin() as db:
         message = {
@@ -286,7 +286,7 @@ def test_update_dir_list_with_existing_joined_file(
         download_path = Path("empire/test/avatar.png")
         file.downloads.append(
             models.Download(
-                location=download_path.absolute(),
+                location=str(download_path.absolute()),
                 filename=download_path.name,
                 size=download_path.stat().st_size,
             )
@@ -299,8 +299,13 @@ def test_update_dir_list_with_existing_joined_file(
             db, agent, "C:\\Users\\vinnybod\\Desktop\\test.txt"
         )
 
-        assert file.id != file2.id
-        assert len(file2.downloads) == 0
+        if empire_config.database.use != "sqlite":
+            # sqlite reuses ids and apparently doesn't cascade the delete to the
+            # association table. This can result in files being linked to the wrong
+            # download after refreshing a directory for sqlite.
+            assert file.id != file2.id
+            assert len(file2.downloads) == 0
+
         assert file.name == file2.name
 
         db.query(models.AgentFile).delete()