diff --git a/osu.Game/IO/StableStorage.cs b/osu.Game/IO/StableStorage.cs
index f86b18c724..614e548d93 100644
--- a/osu.Game/IO/StableStorage.cs
+++ b/osu.Game/IO/StableStorage.cs
@@ -35,7 +35,11 @@ namespace osu.Game.IO
         {
             var songsDirectoryPath = Path.Combine(BasePath, stable_default_songs_path);
 
-            var configFile = GetFiles(".", "osu!.*.cfg").SingleOrDefault();
+            // enumerate the user config files available in case the user migrated their files from another pc / operating system.
+            var foundConfigFiles = GetFiles(".", "osu!.*.cfg");
+
+            // if more than one config file is found, let's use the oldest one (where the username in the filename doesn't match the local username).
+            var configFile = foundConfigFiles.Count() > 1 ? foundConfigFiles.FirstOrDefault(filename => !filename[5..^4].Contains(Environment.UserName, StringComparison.Ordinal)) : foundConfigFiles.FirstOrDefault();
 
             if (configFile == null)
                 return songsDirectoryPath;