diff --git a/middleware/app_be/services/dropboxservice.py b/middleware/app_be/services/dropboxservice.py
index cd5199d..9c636f1 100644
--- a/middleware/app_be/services/dropboxservice.py
+++ b/middleware/app_be/services/dropboxservice.py
@@ -64,16 +64,21 @@ class DropboxService(StorageServiceInterface):
         :param file: bytes representation of the file
         :return: Whether file was successfully uploaded
         """
+        identifier = filename.strip('.jpg')
+        print("DropboxService: Trying to update file with identifier ", identifier)
         i = 0
         while True:
             try:
                 dbx = dropbox.Dropbox(settings.DROPBOX_OAUTH2_ACCESS_TOKEN)
-                dbx.files_get_metadata(filename + '_' + str(i))
+                print("DropboxService: Checking if version %s exists".format(identifier + '_' + str(i) + '.jpg'))
+                dbx.files_get_metadata(identifier + '_' + str(i) + '.jpg')
                 i = i + 1
             except:
+                print("DropboxService: Version %s exists".format(identifier + '_' + str(i) + '.jpg'))
                 break
 
-        return DropboxService.create_file(filename + '_' + str(i), file)
+        print("DropboxService: Creating new version %s".format(identifier + '_' + str(i) + '.jpg'))
+        return DropboxService.create_file(identifier + '_' + str(i) + '.jpg', file)
 
     @staticmethod
     def delete_file(filename: str) -> bool: