diff --git a/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/App.xaml.cs b/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/App.xaml.cs
index 25f83afb12..dee81f7ffe 100644
--- a/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/App.xaml.cs
+++ b/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/App.xaml.cs
@@ -3,15 +3,14 @@
 // See the LICENSE file in the project root for more information.
 
 using System;
-using System.Threading.Tasks;
 using AdvancedPaste.Helpers;
+using AdvancedPaste.Settings;
 using AdvancedPaste.ViewModels;
 using ManagedCommon;
 using Microsoft.Extensions.DependencyInjection;
 using Microsoft.Extensions.Hosting;
 using Microsoft.UI.Windowing;
 using Microsoft.UI.Xaml;
-using Windows.ApplicationModel.DataTransfer;
 using Windows.Graphics;
 using WinUIEx;
 using static AdvancedPaste.Helpers.NativeMethods;
@@ -47,6 +46,7 @@ namespace AdvancedPaste
             Host = Microsoft.Extensions.Hosting.Host.CreateDefaultBuilder().UseContentRoot(AppContext.BaseDirectory).ConfigureServices((context, services) =>
             {
                 services.AddSingleton<OptionsViewModel>();
+                services.AddSingleton<IUserSettings, UserSettings>();
             }).Build();
 
             viewModel = GetService<OptionsViewModel>();
diff --git a/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/Controls/PromptBox.xaml.cs b/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/Controls/PromptBox.xaml.cs
index 691c7257d5..334d23ebd3 100644
--- a/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/Controls/PromptBox.xaml.cs
+++ b/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/Controls/PromptBox.xaml.cs
@@ -2,7 +2,6 @@
 // The Microsoft Corporation licenses this file to you under the MIT license.
 // See the LICENSE file in the project root for more information.
 
-using System;
 using System.Net;
 using System.Threading.Tasks;
 using AdvancedPaste.Helpers;
@@ -20,14 +19,13 @@ namespace AdvancedPaste.Controls
     public sealed partial class PromptBox : Microsoft.UI.Xaml.Controls.UserControl
     {
         private readonly DispatcherQueue _dispatcherQueue = DispatcherQueue.GetForCurrentThread();
-
-        private UserSettings _userSettings;
+        private readonly IUserSettings _userSettings;
 
         public static readonly DependencyProperty PromptProperty = DependencyProperty.Register(
-          nameof(Prompt),
-          typeof(string),
-          typeof(PromptBox),
-          new PropertyMetadata(defaultValue: string.Empty));
+            nameof(Prompt),
+            typeof(string),
+            typeof(PromptBox),
+            new PropertyMetadata(defaultValue: string.Empty));
 
         public OptionsViewModel ViewModel { get; private set; }
 
@@ -38,10 +36,10 @@ namespace AdvancedPaste.Controls
         }
 
         public static readonly DependencyProperty PlaceholderTextProperty = DependencyProperty.Register(
-         nameof(PlaceholderText),
-         typeof(string),
-         typeof(PromptBox),
-         new PropertyMetadata(defaultValue: string.Empty));
+            nameof(PlaceholderText),
+            typeof(string),
+            typeof(PromptBox),
+            new PropertyMetadata(defaultValue: string.Empty));
 
         public string PlaceholderText
         {
@@ -50,10 +48,10 @@ namespace AdvancedPaste.Controls
         }
 
         public static readonly DependencyProperty FooterProperty = DependencyProperty.Register(
-        nameof(Footer),
-        typeof(object),
-        typeof(PromptBox),
-        new PropertyMetadata(defaultValue: null));
+            nameof(Footer),
+            typeof(object),
+            typeof(PromptBox),
+            new PropertyMetadata(defaultValue: null));
 
         public object Footer
         {
@@ -65,7 +63,7 @@ namespace AdvancedPaste.Controls
         {
             this.InitializeComponent();
 
-            _userSettings = new UserSettings();
+            _userSettings = App.GetService<IUserSettings>();
 
             ViewModel = App.GetService<OptionsViewModel>();
         }
diff --git a/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/MainWindow.xaml.cs b/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/MainWindow.xaml.cs
index 4975453453..401fac840a 100644
--- a/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/MainWindow.xaml.cs
+++ b/src/modules/AdvancedPaste/AdvancedPaste/AdvancedPasteXAML/MainWindow.xaml.cs
@@ -3,21 +3,20 @@
 // See the LICENSE file in the project root for more information.
 
 using System;
-using System.Runtime.CompilerServices;
 using AdvancedPaste.Helpers;
+using AdvancedPaste.Settings;
 using ManagedCommon;
 using Microsoft.UI.Windowing;
 using Microsoft.UI.Xaml;
-using Windows.Graphics;
 using WinUIEx;
 using WinUIEx.Messaging;
-using static AdvancedPaste.Helpers.NativeMethods;
 
 namespace AdvancedPaste
 {
     public sealed partial class MainWindow : WindowEx, IDisposable
     {
-        private WindowMessageMonitor _msgMonitor;
+        private readonly WindowMessageMonitor _msgMonitor;
+        private readonly IUserSettings _userSettings;
 
         private bool _disposedValue;
 
@@ -25,6 +24,8 @@ namespace AdvancedPaste
         {
             this.InitializeComponent();
 
+            _userSettings = App.GetService<IUserSettings>();
+
             AppWindow.SetIcon("Assets/AdvancedPaste/AdvancedPaste.ico");
             this.ExtendsContentIntoTitleBar = true;
             this.SetTitleBar(titleBar);
@@ -32,6 +33,8 @@ namespace AdvancedPaste
             var loader = ResourceLoaderInstance.ResourceLoader;
             Title = loader.GetString("WindowTitle");
 
+            Activated += OnActivated;
+
             _msgMonitor = new WindowMessageMonitor(this);
             _msgMonitor.WindowMessageReceived += (_, e) =>
             {
@@ -47,6 +50,14 @@ namespace AdvancedPaste
             WindowHelpers.BringToForeground(this.GetWindowHandle());
         }
 
+        private void OnActivated(object sender, WindowActivatedEventArgs args)
+        {
+            if (_userSettings.CloseAfterLosingFocus && args.WindowActivationState == WindowActivationState.Deactivated)
+            {
+                Hide();
+            }
+        }
+
         private void Dispose(bool disposing)
         {
             if (!_disposedValue)
@@ -66,11 +77,15 @@ namespace AdvancedPaste
 
         private void WindowEx_Closed(object sender, Microsoft.UI.Xaml.WindowEventArgs args)
         {
-            Windows.Win32.PInvoke.ShowWindow((Windows.Win32.Foundation.HWND)this.GetWindowHandle(), Windows.Win32.UI.WindowsAndMessaging.SHOW_WINDOW_CMD.SW_HIDE);
-
+            Hide();
             args.Handled = true;
         }
 
+        private void Hide()
+        {
+            Windows.Win32.PInvoke.ShowWindow(new Windows.Win32.Foundation.HWND(this.GetWindowHandle()), Windows.Win32.UI.WindowsAndMessaging.SHOW_WINDOW_CMD.SW_HIDE);
+        }
+
         public void SetFocus()
         {
             MainPage.CustomFormatTextBox.InputTxtBox.Focus(FocusState.Programmatic);
diff --git a/src/modules/AdvancedPaste/AdvancedPaste/Helpers/IUserSettings.cs b/src/modules/AdvancedPaste/AdvancedPaste/Helpers/IUserSettings.cs
index e8394c002e..e7cca14477 100644
--- a/src/modules/AdvancedPaste/AdvancedPaste/Helpers/IUserSettings.cs
+++ b/src/modules/AdvancedPaste/AdvancedPaste/Helpers/IUserSettings.cs
@@ -9,5 +9,7 @@ namespace AdvancedPaste.Settings
         public bool ShowCustomPreview { get; }
 
         public bool SendPasteKeyCombination { get; }
+
+        public bool CloseAfterLosingFocus { get; }
     }
 }
diff --git a/src/modules/AdvancedPaste/AdvancedPaste/Helpers/UserSettings.cs b/src/modules/AdvancedPaste/AdvancedPaste/Helpers/UserSettings.cs
index 0fe6ef59b3..25051a3970 100644
--- a/src/modules/AdvancedPaste/AdvancedPaste/Helpers/UserSettings.cs
+++ b/src/modules/AdvancedPaste/AdvancedPaste/Helpers/UserSettings.cs
@@ -24,12 +24,15 @@ namespace AdvancedPaste.Settings
 
         public bool SendPasteKeyCombination { get; private set; }
 
+        public bool CloseAfterLosingFocus { get; private set; }
+
         public UserSettings()
         {
             _settingsUtils = new SettingsUtils();
 
             ShowCustomPreview = true;
             SendPasteKeyCombination = true;
+            CloseAfterLosingFocus = false;
 
             LoadSettingsFromJson();
 
@@ -61,6 +64,7 @@ namespace AdvancedPaste.Settings
                         {
                             ShowCustomPreview = settings.Properties.ShowCustomPreview;
                             SendPasteKeyCombination = settings.Properties.SendPasteKeyCombination;
+                            CloseAfterLosingFocus = settings.Properties.CloseAfterLosingFocus;
                         }
 
                         retry = false;
diff --git a/src/modules/AdvancedPaste/AdvancedPaste/ViewModels/OptionsViewModel.cs b/src/modules/AdvancedPaste/AdvancedPaste/ViewModels/OptionsViewModel.cs
index 1ba2625e79..894b8e5536 100644
--- a/src/modules/AdvancedPaste/AdvancedPaste/ViewModels/OptionsViewModel.cs
+++ b/src/modules/AdvancedPaste/AdvancedPaste/ViewModels/OptionsViewModel.cs
@@ -25,13 +25,12 @@ namespace AdvancedPaste.ViewModels
     public partial class OptionsViewModel : ObservableObject
     {
         private readonly DispatcherQueue _dispatcherQueue = DispatcherQueue.GetForCurrentThread();
+        private readonly IUserSettings _userSettings;
 
         private App app = App.Current as App;
 
         private AICompletionsHelper aiHelper;
 
-        private UserSettings _userSettings;
-
         public DataPackageView ClipboardData { get; set; }
 
         [ObservableProperty]
@@ -50,10 +49,10 @@ namespace AdvancedPaste.ViewModels
         [NotifyPropertyChangedFor(nameof(InputTxtBoxErrorText))]
         private int _apiRequestStatus;
 
-        public OptionsViewModel()
+        public OptionsViewModel(IUserSettings userSettings)
         {
             aiHelper = new AICompletionsHelper();
-            _userSettings = new UserSettings();
+            _userSettings = userSettings;
 
             IsCustomAIEnabled = IsClipboardDataText && aiHelper.IsAIEnabled;
 
diff --git a/src/settings-ui/Settings.UI.Library/AdvancedPasteProperties.cs b/src/settings-ui/Settings.UI.Library/AdvancedPasteProperties.cs
index e8a7f72a2d..e6e57431a0 100644
--- a/src/settings-ui/Settings.UI.Library/AdvancedPasteProperties.cs
+++ b/src/settings-ui/Settings.UI.Library/AdvancedPasteProperties.cs
@@ -22,6 +22,7 @@ namespace Microsoft.PowerToys.Settings.UI.Library
             PasteAsJsonShortcut = new();
             ShowCustomPreview = true;
             SendPasteKeyCombination = true;
+            CloseAfterLosingFocus = false;
         }
 
         [JsonConverter(typeof(BoolPropertyJsonConverter))]
@@ -31,6 +32,9 @@ namespace Microsoft.PowerToys.Settings.UI.Library
         [CmdConfigureIgnore]
         public bool SendPasteKeyCombination { get; set; }
 
+        [JsonConverter(typeof(BoolPropertyJsonConverter))]
+        public bool CloseAfterLosingFocus { get; set; }
+
         [JsonPropertyName("advanced-paste-ui-hotkey")]
         public HotkeySettings AdvancedPasteUIShortcut { get; set; }
 
diff --git a/src/settings-ui/Settings.UI/SettingsXAML/Views/AdvancedPaste.xaml b/src/settings-ui/Settings.UI/SettingsXAML/Views/AdvancedPaste.xaml
index 08fabdff9c..638bd8588e 100644
--- a/src/settings-ui/Settings.UI/SettingsXAML/Views/AdvancedPaste.xaml
+++ b/src/settings-ui/Settings.UI/SettingsXAML/Views/AdvancedPaste.xaml
@@ -81,7 +81,7 @@
                             Severity="Informational" />
                     </controls:SettingsGroup>
 
-                    <controls:SettingsGroup x:Uid="AdvancedPaste_ClipboardHistorySettingsGroup" IsEnabled="{x:Bind ViewModel.IsEnabled, Mode=OneWay}">
+                    <controls:SettingsGroup x:Uid="AdvancedPaste_BehaviorSettingsGroup" IsEnabled="{x:Bind ViewModel.IsEnabled, Mode=OneWay}">
                         <tkcontrols:SettingsCard
                             x:Uid="AdvancedPaste_Clipboard_History_Enabled_SettingsCard"
                             HeaderIcon="{ui:FontIcon Glyph=&#xF0E3;}"
@@ -94,6 +94,9 @@
                             IsOpen="{x:Bind ViewModel.ShowClipboardHistoryIsGpoConfiguredInfoBar, Mode=OneWay}"
                             IsTabStop="{x:Bind ViewModel.ShowClipboardHistoryIsGpoConfiguredInfoBar, Mode=OneWay}"
                             Severity="Informational" />
+                        <tkcontrols:SettingsCard x:Uid="AdvancedPaste_CloseAfterLosingFocus" HeaderIcon="{ui:FontIcon Glyph=&#xED1A;}">
+                            <ToggleSwitch IsOn="{x:Bind ViewModel.CloseAfterLosingFocus, Mode=TwoWay}" />
+                        </tkcontrols:SettingsCard>
                     </controls:SettingsGroup>
 
                     <controls:SettingsGroup x:Uid="AdvancedPaste_Direct_Access_Hotkeys_GroupSettings" IsEnabled="{x:Bind ViewModel.IsEnabled, Mode=OneWay}">
diff --git a/src/settings-ui/Settings.UI/SettingsXAML/Views/PeekPage.xaml b/src/settings-ui/Settings.UI/SettingsXAML/Views/PeekPage.xaml
index e7ec1c3610..4e6913f0fb 100644
--- a/src/settings-ui/Settings.UI/SettingsXAML/Views/PeekPage.xaml
+++ b/src/settings-ui/Settings.UI/SettingsXAML/Views/PeekPage.xaml
@@ -35,7 +35,7 @@
                     <tkcontrols:SettingsCard x:Uid="Peek_AlwaysRunNotElevated" HeaderIcon="{ui:FontIcon Glyph=&#xE7EF;}">
                         <ToggleSwitch x:Uid="ToggleSwitch" IsOn="{x:Bind ViewModel.AlwaysRunNotElevated, Mode=TwoWay}" />
                     </tkcontrols:SettingsCard>
-                    <tkcontrols:SettingsCard x:Uid="Peek_CloseAfterLosingFocus">
+                    <tkcontrols:SettingsCard x:Uid="Peek_CloseAfterLosingFocus" HeaderIcon="{ui:FontIcon Glyph=&#xED1A;}">
                         <ToggleSwitch x:Uid="ToggleSwitch" IsOn="{x:Bind ViewModel.CloseAfterLosingFocus, Mode=TwoWay}" />
                     </tkcontrols:SettingsCard>
                 </controls:SettingsGroup>
diff --git a/src/settings-ui/Settings.UI/Strings/en-us/Resources.resw b/src/settings-ui/Settings.UI/Strings/en-us/Resources.resw
index 5099a48b41..7dc0ae28ad 100644
--- a/src/settings-ui/Settings.UI/Strings/en-us/Resources.resw
+++ b/src/settings-ui/Settings.UI/Strings/en-us/Resources.resw
@@ -3763,8 +3763,8 @@ Activate by holding the key for the character you want to add an accent to, then
   <data name="AdvancedPaste_EnableAISettingsGroup.Header" xml:space="preserve">
     <value>Paste with AI</value>
   </data>
-  <data name="AdvancedPaste_ClipboardHistorySettingsGroup.Header" xml:space="preserve">
-    <value>Clipboard history</value>
+  <data name="AdvancedPaste_BehaviorSettingsGroup.Header" xml:space="preserve">
+    <value>Behavior</value>
   </data>
   <data name="AdvancedPaste_ShowCustomPreviewSettingsCard.Header" xml:space="preserve">
     <value>Custom format preview</value>
@@ -4192,4 +4192,8 @@ Activate by holding the key for the character you want to add an accent to, then
   <data name="AdvancedPaste_EnableAIDialog_NoteAICreditsErrorText.Text" xml:space="preserve">
     <value>If you do not have credits you will see an 'API key quota exceeded' error</value>
   </data>
+  <data name="AdvancedPaste_CloseAfterLosingFocus.Header" xml:space="preserve">
+    <value>Automatically close the AdvancedPaste window after it loses focus</value>
+    <comment>AdvancedPaste is a product name, do not loc</comment>
+  </data>
 </root>
\ No newline at end of file
diff --git a/src/settings-ui/Settings.UI/ViewModels/AdvancedPasteViewModel.cs b/src/settings-ui/Settings.UI/ViewModels/AdvancedPasteViewModel.cs
index a4762c5e98..884061f01c 100644
--- a/src/settings-ui/Settings.UI/ViewModels/AdvancedPasteViewModel.cs
+++ b/src/settings-ui/Settings.UI/ViewModels/AdvancedPasteViewModel.cs
@@ -304,6 +304,19 @@ namespace Microsoft.PowerToys.Settings.UI.ViewModels
             }
         }
 
+        public bool CloseAfterLosingFocus
+        {
+            get => _advancedPasteSettings.Properties.CloseAfterLosingFocus;
+            set
+            {
+                if (value != _advancedPasteSettings.Properties.CloseAfterLosingFocus)
+                {
+                    _advancedPasteSettings.Properties.CloseAfterLosingFocus = value;
+                    NotifySettingsChanged();
+                }
+            }
+        }
+
         public bool IsConflictingCopyShortcut
         {
             get
@@ -328,11 +341,11 @@ namespace Microsoft.PowerToys.Settings.UI.ViewModels
         {
             // Using InvariantCulture as this is an IPC message
             SendConfigMSG(
-                   string.Format(
-                       CultureInfo.InvariantCulture,
-                       "{{ \"powertoys\": {{ \"{0}\": {1} }} }}",
-                       AdvancedPasteSettings.ModuleName,
-                       JsonSerializer.Serialize(_advancedPasteSettings)));
+                string.Format(
+                    CultureInfo.InvariantCulture,
+                    "{{ \"powertoys\": {{ \"{0}\": {1} }} }}",
+                    AdvancedPasteSettings.ModuleName,
+                    JsonSerializer.Serialize(_advancedPasteSettings)));
         }
 
         public void RefreshEnabledState()