diff --git a/osu.Desktop/MacOS/MacOsAppLocationChecker.cs b/osu.Desktop/MacOS/MacOsAppLocationChecker.cs
new file mode 100644
index 0000000000..aca82441b3
--- /dev/null
+++ b/osu.Desktop/MacOS/MacOsAppLocationChecker.cs
@@ -0,0 +1,55 @@
+// Copyright (c) ppy Pty Ltd <contact@ppy.sh>. Licensed under the MIT Licence.
+// See the LICENCE file in the repository root for full licence text.
+
+using System;
+using System.IO;
+using osu.Framework;
+using osu.Framework.Allocation;
+using osu.Framework.Graphics;
+using osu.Framework.Graphics.Sprites;
+using osu.Game.Graphics;
+using osu.Game.Localisation;
+using osu.Game.Overlays;
+using osu.Game.Overlays.Notifications;
+
+namespace osu.Desktop.MacOS
+{
+    /// <summary>
+    /// Checks if the game is located at `Applications` folder and displays a warning notification if not so.
+    /// </summary>
+    public partial class MacOSAppLocationChecker : Component
+    {
+        [Resolved]
+        private INotificationOverlay notification { get; set; } = null!;
+
+        protected override void LoadComplete()
+        {
+            base.LoadComplete();
+
+            string assemblyPath = RuntimeInfo.EntryAssembly.Location;
+
+            bool inRootApp = assemblyPath.StartsWith("/Applications/", StringComparison.Ordinal);
+            bool inUserApp = assemblyPath.StartsWith(Path.Combine(Environment.GetFolderPath(Environment.SpecialFolder.UserProfile), "Applications/"), StringComparison.Ordinal);
+
+            if (!inRootApp && !inUserApp)
+                notification.Post(new MacOSAppLocationNotification());
+
+            Expire();
+        }
+
+        private partial class MacOSAppLocationNotification : SimpleNotification
+        {
+            public MacOSAppLocationNotification()
+            {
+                Text = NotificationsStrings.MacOSAppLocation(Environment.GetFolderPath(Environment.SpecialFolder.UserProfile));
+            }
+
+            [BackgroundDependencyLoader]
+            private void load(OsuColour colours)
+            {
+                Icon = FontAwesome.Solid.ShieldAlt;
+                IconContent.Colour = colours.YellowDark;
+            }
+        }
+    }
+}
diff --git a/osu.Desktop/OsuGameDesktop.cs b/osu.Desktop/OsuGameDesktop.cs
index a860a0ec2e..054e27d396 100644
--- a/osu.Desktop/OsuGameDesktop.cs
+++ b/osu.Desktop/OsuGameDesktop.cs
@@ -14,6 +14,7 @@ using osu.Desktop.Updater;
 using osu.Framework;
 using osu.Framework.Logging;
 using osu.Game.Updater;
+using osu.Desktop.MacOS;
 using osu.Desktop.Windows;
 using osu.Framework.Allocation;
 using osu.Game.Configuration;
@@ -131,8 +132,17 @@ namespace osu.Desktop
 
             LoadComponentAsync(new DiscordRichPresence(), Add);
 
-            if (RuntimeInfo.OS == RuntimeInfo.Platform.Windows)
-                LoadComponentAsync(new GameplayWinKeyBlocker(), Add);
+            switch (RuntimeInfo.OS)
+            {
+                case RuntimeInfo.Platform.Windows:
+                    LoadComponentAsync(new GameplayWinKeyBlocker(), Add);
+                    break;
+
+                case RuntimeInfo.Platform.macOS when !IsPackageManaged && IsDeployedBuild:
+                    if (!IsPackageManaged && IsDeployedBuild)
+                        LoadComponentAsync(new MacOSAppLocationChecker(), Add);
+                    break;
+            }
 
             LoadComponentAsync(new ElevatedPrivilegesChecker(), Add);
 
diff --git a/osu.Desktop/Security/ElevatedPrivilegesChecker.cs b/osu.Desktop/Security/ElevatedPrivilegesChecker.cs
index 1ac0a8153a..a1e81d0d3e 100644
--- a/osu.Desktop/Security/ElevatedPrivilegesChecker.cs
+++ b/osu.Desktop/Security/ElevatedPrivilegesChecker.cs
@@ -27,6 +27,8 @@ namespace osu.Desktop.Security
 
             if (Environment.IsPrivilegedProcess)
                 notifications.Post(new ElevatedPrivilegesNotification());
+
+            Expire();
         }
 
         private partial class ElevatedPrivilegesNotification : SimpleNotification
diff --git a/osu.Game/Localisation/NotificationsStrings.cs b/osu.Game/Localisation/NotificationsStrings.cs
index a8dac2d25c..59237111a3 100644
--- a/osu.Game/Localisation/NotificationsStrings.cs
+++ b/osu.Game/Localisation/NotificationsStrings.cs
@@ -235,6 +235,11 @@ Click to see what's new!", version);
         /// </summary>
         public static LocalisableString ElevatedPrivileges(LocalisableString user) => new TranslatableString(getKey(@"elevated_privileges"), @"Running osu! as {0} does not improve performance, may break integrations and poses a security risk. Please run the game as a normal user.", user);
 
+        /// <summary>
+        /// "On macOS, installing osu! to a directory other than /Applications or {0}/Applications can cause issues with updating the game. Please move your game installation to one of these locations."
+        /// </summary>
+        public static LocalisableString MacOSAppLocation(LocalisableString userProfile) => new TranslatableString(getKey(@"macos_app_location"), @"On macOS, installing osu! to a directory other than /Applications or {0}/Applications can cause issues with updating the game. Please move your game installation to one of these locations.", userProfile);
+
         /// <summary>
         /// "Screenshot saved! Click to view.
         /// {0}"