diff --git a/ModpackUpdater.Apps.Client.Gui/MainForm.axaml.cs b/ModpackUpdater.Apps.Client.Gui/MainForm.axaml.cs
index ef4dc18..18bbac0 100644
--- a/ModpackUpdater.Apps.Client.Gui/MainForm.axaml.cs
+++ b/ModpackUpdater.Apps.Client.Gui/MainForm.axaml.cs
@@ -87,7 +87,7 @@ public partial class MainForm : Window
         if (string.IsNullOrWhiteSpace(path))
             return;
 
-        AppConfig.Instance.RecentMinecraftProfilePaths.Remove(path);
+        AppConfig.Instance.RecentMinecraftProfilePaths.RemoveAll(n => n == path);
         AppConfig.Instance.RecentMinecraftProfilePaths.Insert(0, path);
         AppConfig.Instance.RecentMinecraftProfilePaths.Skip(10).ForEach(n => AppConfig.Instance.RecentMinecraftProfilePaths.Remove(n));
     }
diff --git a/ModpackUpdater.Apps.Manager/Ui/MainWindow.axaml.cs b/ModpackUpdater.Apps.Manager/Ui/MainWindow.axaml.cs
index 1217fce..f5c5dd2 100644
--- a/ModpackUpdater.Apps.Manager/Ui/MainWindow.axaml.cs
+++ b/ModpackUpdater.Apps.Manager/Ui/MainWindow.axaml.cs
@@ -120,7 +120,7 @@ public partial class MainWindow : Window, IMainApi
     private static void AddToRecentFiles(IWorkspace workspace)
     {
         var settings = Program.Settings.Get<WorkspaceSettings>();
-        settings.Workspaces.Remove(workspace.Config);
+        settings.Workspaces.RemoveAll(n => n == workspace.Config);
         settings.Workspaces.Insert(0, workspace.Config);
         settings.Workspaces.Skip(20).ForEach(n => settings.Workspaces.Remove(n));
     }