diff --git a/Bloxstrap/Bootstrapper.cs b/Bloxstrap/Bootstrapper.cs
index a0d9963..6b73caa 100644
--- a/Bloxstrap/Bootstrapper.cs
+++ b/Bloxstrap/Bootstrapper.cs
@@ -11,6 +11,8 @@
 #warning "Automatic updater debugging is enabled"
 #endif
 
+using System.ComponentModel;
+using System.Data;
 using System.Windows;
 using System.Windows.Forms;
 using System.Windows.Shell;
@@ -337,7 +339,12 @@ namespace Bloxstrap
                 WorkingDirectory = AppData.Directory
             };
 
-            if (_launchMode == LaunchMode.StudioAuth)
+            if (_launchMode == LaunchMode.Player && ShouldRunAsAdmin())
+            {
+                startInfo.Verb = "runas";
+                startInfo.UseShellExecute = true;
+            }
+            else if (_launchMode == LaunchMode.StudioAuth)
             {
                 Process.Start(startInfo);
                 return;
@@ -372,6 +379,11 @@ namespace Bloxstrap
                 using var process = Process.Start(startInfo)!;
                 _appPid = process.Id;
             }
+            catch (Win32Exception ex) when (ex.NativeErrorCode == 1223)
+            {
+                // 1223 = ERROR_CANCELLED, gets thrown if a UAC prompt is cancelled
+                return;
+            }
             catch (Exception)
             {
                 // attempt a reinstall on next launch
@@ -456,6 +468,24 @@ namespace Bloxstrap
             Thread.Sleep(1000);
         }
 
+        private bool ShouldRunAsAdmin()
+        {
+            foreach (var root in WindowsRegistry.Roots)
+            {
+                using var key = root.OpenSubKey("SOFTWARE\\Microsoft\\Windows NT\\CurrentVersion\\AppCompatFlags\\Layers");
+
+                if (key is null)
+                    continue;
+
+                string? flags = (string?)key.GetValue(AppData.ExecutablePath);
+
+                if (flags is not null && flags.Contains("RUNASADMIN", StringComparison.OrdinalIgnoreCase))
+                    return true;
+            }
+
+            return false;
+        }
+
         public void Cancel()
         {
             const string LOG_IDENT = "Bootstrapper::Cancel";
diff --git a/Bloxstrap/Utility/WindowsRegistry.cs b/Bloxstrap/Utility/WindowsRegistry.cs
index 23ca712..c13cd65 100644
--- a/Bloxstrap/Utility/WindowsRegistry.cs
+++ b/Bloxstrap/Utility/WindowsRegistry.cs
@@ -5,6 +5,8 @@ namespace Bloxstrap.Utility
     static class WindowsRegistry
     {
         private const string RobloxPlaceKey = "Roblox.Place";
+        
+        public static readonly List<RegistryKey> Roots = new() { Registry.CurrentUser, Registry.LocalMachine };
 
         public static void RegisterProtocol(string key, string name, string handler, string handlerParam = "%1")
         {