diff --git a/monkey/tests/unit_tests/monkey_island/cc/resources/test_pba_file_upload.py b/monkey/tests/unit_tests/monkey_island/cc/resources/test_pba_file_upload.py
index 50da88915..e4cb5a487 100644
--- a/monkey/tests/unit_tests/monkey_island/cc/resources/test_pba_file_upload.py
+++ b/monkey/tests/unit_tests/monkey_island/cc/resources/test_pba_file_upload.py
@@ -98,6 +98,15 @@ def test_pba_file_upload_get__file_not_found(flask_client, pba_os, mock_get_conf
     assert resp.status_code == 404
 
 
+@pytest.mark.parametrize("pba_os", [LINUX_PBA_TYPE, WINDOWS_PBA_TYPE])
+def test_file_download_endpoint_500(open_error_flask_client, pba_os):
+    url = get_url_for_resource(FileUpload, target_os=pba_os, filename="bobug_mogus.py")
+
+    resp = open_error_flask_client.get(url)
+
+    assert resp.status_code == 500
+
+
 @pytest.mark.parametrize("pba_os", [LINUX_PBA_TYPE, WINDOWS_PBA_TYPE])
 def test_pba_file_upload_endpoint(
     flask_client, pba_os, mock_get_config_value, mock_set_config_value