diff --git a/Bloxstrap/Bootstrapper.cs b/Bloxstrap/Bootstrapper.cs
index 8c0989f..3e019e7 100644
--- a/Bloxstrap/Bootstrapper.cs
+++ b/Bloxstrap/Bootstrapper.cs
@@ -71,14 +71,15 @@ namespace Bloxstrap
         private readonly CancellationTokenSource _cancelTokenSource = new();
 
         private static bool FreshInstall => String.IsNullOrEmpty(App.State.Prop.VersionGuid);
-        private static string DesktopShortcutLocation => Path.Combine(Directories.Desktop, "Play Roblox.lnk");
         private static bool ShouldInstallWebView2 = false;
+        private static string DesktopShortcutLocation => Path.Combine(Directories.Desktop, "Play Roblox.lnk");
 
         private string? _launchCommandLine;
 
         private string _latestVersionGuid = null!;
         private PackageManifest _versionPackageManifest = null!;
         private string _versionFolder = null!;
+        private string _playerLocation => Path.Combine(_versionFolder, "RobloxPlayerBeta.exe");
 
         private bool _isInstalling = false;
         private double _progressIncrement;
@@ -161,8 +162,9 @@ namespace Bloxstrap
 
             CheckInstallMigration();
 
-            // if roblox needs updating but is running and we have multiple instances open, ignore update for now
-            if (App.IsFirstRun || _latestVersionGuid != App.State.Prop.VersionGuid && !Utilities.CheckIfRobloxRunning())
+            // only update roblox if we're running for the first time, or if
+            // roblox isn't running and our version guid is out of date, or the player exe doesn't exist
+            if (App.IsFirstRun || !Utilities.CheckIfRobloxRunning() && (_latestVersionGuid != App.State.Prop.VersionGuid || !File.Exists(_playerLocation)))
                 await InstallLatestVersion();
 
             // last time the version folder was set, it was set to the latest version guid
@@ -356,7 +358,7 @@ namespace Bloxstrap
             // whether we should wait for roblox to exit to handle stuff in the background or clean up after roblox closes
             bool shouldWait = false;
 
-            Process gameClient = Process.Start(Path.Combine(_versionFolder, "RobloxPlayerBeta.exe"), _launchCommandLine);
+            Process gameClient = Process.Start(_playerLocation, _launchCommandLine);
             List<Process> autocloseProcesses = new();
             GameActivityWatcher? activityWatcher = null;
             DiscordRichPresence? richPresence = null;
@@ -762,13 +764,12 @@ namespace Bloxstrap
                 using (RegistryKey appFlagsKey = Registry.CurrentUser.CreateSubKey($"SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\\AppCompatFlags\\Layers"))
                 {
                     string oldGameClientLocation = Path.Combine(oldVersionFolder, "RobloxPlayerBeta.exe");
-                    string newGameClientLocation = Path.Combine(_versionFolder, "RobloxPlayerBeta.exe");
                     string? appFlags = (string?)appFlagsKey.GetValue(oldGameClientLocation);
 
                     if (appFlags is not null)
                     {
-                        App.Logger.WriteLine($"[Bootstrapper::InstallLatestVersion] Migrating app compatibility flags from {oldGameClientLocation} to {newGameClientLocation}...");
-                        appFlagsKey.SetValue(newGameClientLocation, appFlags);
+                        App.Logger.WriteLine($"[Bootstrapper::InstallLatestVersion] Migrating app compatibility flags from {oldGameClientLocation} to {_playerLocation}...");
+                        appFlagsKey.SetValue(_playerLocation, appFlags);
                         appFlagsKey.DeleteValue(oldGameClientLocation);
                     }
                 }
@@ -827,23 +828,22 @@ namespace Bloxstrap
             using (RegistryKey appFlagsKey = Registry.CurrentUser.CreateSubKey($"SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\\AppCompatFlags\\Layers"))
             {
                 const string flag = " DISABLEDXMAXIMIZEDWINDOWEDMODE";
-                string gameClientLocation = Path.Combine(_versionFolder, "RobloxPlayerBeta.exe");
-                string? appFlags = (string?)appFlagsKey.GetValue(gameClientLocation);
+                string? appFlags = (string?)appFlagsKey.GetValue(_playerLocation);
 
                 if (App.Settings.Prop.DisableFullscreenOptimizations)
                 {
                     if (appFlags is null)
-                        appFlagsKey.SetValue(gameClientLocation, $"~{flag}");
+                        appFlagsKey.SetValue(_playerLocation, $"~{flag}");
                     else if (!appFlags.Contains(flag))
-                        appFlagsKey.SetValue(gameClientLocation, appFlags + flag);
+                        appFlagsKey.SetValue(_playerLocation, appFlags + flag);
                 }
                 else if (appFlags is not null && appFlags.Contains(flag))
                 {
                     // if there's more than one space, there's more flags set we need to preserve
                     if (appFlags.Split(' ').Length > 2)
-                        appFlagsKey.SetValue(gameClientLocation, appFlags.Remove(appFlags.IndexOf(flag), flag.Length));
+                        appFlagsKey.SetValue(_playerLocation, appFlags.Remove(appFlags.IndexOf(flag), flag.Length));
                     else
-                        appFlagsKey.DeleteValue(gameClientLocation);
+                        appFlagsKey.DeleteValue(_playerLocation);
                 }
             }