diff --git a/src/Files.App/Data/Contexts/Window/IWindowContext.cs b/src/Files.App/Data/Contexts/Window/IWindowContext.cs
index e6271f95c25f..45d535b3b5b0 100644
--- a/src/Files.App/Data/Contexts/Window/IWindowContext.cs
+++ b/src/Files.App/Data/Contexts/Window/IWindowContext.cs
@@ -1,12 +1,16 @@
 // Copyright (c) 2024 Files Community
 // Licensed under the MIT License. See the LICENSE.
 
-using System.ComponentModel;
-
 namespace Files.App.Data.Contexts
 {
 	public interface IWindowContext : INotifyPropertyChanged
 	{
 		bool IsCompactOverlay { get; }
+
+		/// <inheritdoc cref="IWindowsSecurityService.IsAppElevated"/>
+		bool IsRunningAsAdmin { get; }
+
+		/// <inheritdoc cref="IWindowsSecurityService.CanDragAndDrop"/>
+		bool CanDragAndDrop { get; }
 	}
 }
diff --git a/src/Files.App/Data/Contexts/Window/WindowContext.cs b/src/Files.App/Data/Contexts/Window/WindowContext.cs
index 58140f8bf533..ce4b80015c0c 100644
--- a/src/Files.App/Data/Contexts/Window/WindowContext.cs
+++ b/src/Files.App/Data/Contexts/Window/WindowContext.cs
@@ -1,18 +1,30 @@
 // Copyright (c) 2024 Files Community
 // Licensed under the MIT License. See the LICENSE.
 
-using CommunityToolkit.Mvvm.ComponentModel;
 using Microsoft.UI.Windowing;
 
 namespace Files.App.Data.Contexts
 {
+	/// <inheritdoc cref="IWindowContext"/>
 	internal sealed class WindowContext : ObservableObject, IWindowContext
 	{
+		private IWindowsSecurityService WindowsSecurityService = Ioc.Default.GetRequiredService<IWindowsSecurityService>();
+
 		private bool isCompactOverlay;
+		/// <inheritdoc/>
 		public bool IsCompactOverlay => isCompactOverlay;
 
+		/// <inheritdoc/>
+		public bool IsRunningAsAdmin { get; private set; }
+
+		/// <inheritdoc/>
+		public bool CanDragAndDrop { get; private set; }
+
 		public WindowContext()
 		{
+			IsRunningAsAdmin = WindowsSecurityService.IsAppElevated();
+			CanDragAndDrop = WindowsSecurityService.CanDragAndDrop();
+
 			MainWindow.Instance.PresenterChanged += Window_PresenterChanged;
 		}
 
diff --git a/src/Files.App/Data/Contracts/IWindowsSecurityService.cs b/src/Files.App/Data/Contracts/IWindowsSecurityService.cs
new file mode 100644
index 000000000000..b1d29250d101
--- /dev/null
+++ b/src/Files.App/Data/Contracts/IWindowsSecurityService.cs
@@ -0,0 +1,40 @@
+// Copyright (c) 2024 Files Community
+// Licensed under the MIT License. See the LICENSE.
+
+namespace Files.App.Data.Contracts
+{
+	/// <summary>
+	/// Provides service for security APIs on Windows.
+	/// </summary>
+	public interface IWindowsSecurityService
+	{
+		/// <summary>
+		/// Gets a value that indicates whether the application is elevated.
+		/// </summary>
+		/// <returns>Returns true if the application is elevated; otherwise, false.</returns>
+		bool IsAppElevated();
+
+		/// <summary>
+		/// Gets a value that indicates whether the application can drag &amp; drop.
+		/// </summary>
+		/// <remarks>
+		/// Drag &amp; drop onto an elevated app is not allowed (just crashes) due to UIPI.
+		/// <br/>
+		/// <br/>
+		/// For more info, visit:
+		/// <br/>
+		/// <a href="https://github.com/files-community/Files/issues/12390"/>
+		/// <br/>
+		/// <a href="https://github.com/microsoft/terminal/issues/12017#issuecomment-1004129669"/>
+		/// </remarks>
+		/// <returns>Returns true if the application can drag &amp; drop; otherwise, false.</returns>
+		bool CanDragAndDrop();
+
+		/// <summary>
+		/// Gets a value that indicates whether the application needs to be elevated for some operations.
+		/// </summary>
+		/// <param name="path"></param>
+		/// <returns>True if the application needs to be elevated for some operations; otherwise, false.</returns>
+		bool IsElevationRequired(string path);
+	}
+}
diff --git a/src/Files.App/Helpers/Application/AppLifecycleHelper.cs b/src/Files.App/Helpers/Application/AppLifecycleHelper.cs
index d05d49735bd4..5c0daa8e4e56 100644
--- a/src/Files.App/Helpers/Application/AppLifecycleHelper.cs
+++ b/src/Files.App/Helpers/Application/AppLifecycleHelper.cs
@@ -166,6 +166,7 @@ public static IHost ConfigureHost()
 					// Services
 					.AddSingleton<IWindowsIniService, WindowsIniService>()
 					.AddSingleton<IWindowsWallpaperService, WindowsWallpaperService>()
+					.AddSingleton<IWindowsSecurityService, WindowsSecurityService>()
 					.AddSingleton<IAppThemeModeService, AppThemeModeService>()
 					.AddSingleton<IDialogService, DialogService>()
 					.AddSingleton<ICommonDialogService, CommonDialogService>()
diff --git a/src/Files.App/Helpers/Environment/ElevationHelpers.cs b/src/Files.App/Helpers/Environment/ElevationHelpers.cs
deleted file mode 100644
index 2770e09eb7ae..000000000000
--- a/src/Files.App/Helpers/Environment/ElevationHelpers.cs
+++ /dev/null
@@ -1,24 +0,0 @@
-// Copyright (c) 2024 Files Community
-// Licensed under the MIT License. See the LICENSE.
-
-using System.Security.Principal;
-
-namespace Files.App.Helpers
-{
-	public static class ElevationHelpers
-	{
-		public static bool IsElevationRequired(string filePath)
-		{
-			if (string.IsNullOrEmpty(filePath))
-				return false;
-
-			return Win32PInvoke.IsElevationRequired(filePath);
-		}
-
-		public static bool IsAppRunAsAdmin()
-		{
-			using WindowsIdentity identity = WindowsIdentity.GetCurrent();
-			return new WindowsPrincipal(identity).IsInRole(new SecurityIdentifier(WellKnownSidType.BuiltinAdministratorsSid, null));
-		}
-	}
-}
diff --git a/src/Files.App/Services/Windows/WindowsSecurityService.cs b/src/Files.App/Services/Windows/WindowsSecurityService.cs
new file mode 100644
index 000000000000..1c05f8c7bfa5
--- /dev/null
+++ b/src/Files.App/Services/Windows/WindowsSecurityService.cs
@@ -0,0 +1,32 @@
+// Copyright (c) 2024 Files Community
+// Licensed under the MIT License. See the LICENSE.
+
+namespace Files.App.Services
+{
+	/// <inheritdoc cref="IWindowsSecurityService"/>
+	public sealed class WindowsSecurityService : IWindowsSecurityService
+	{
+		/// <inheritdoc/>
+		public unsafe bool IsAppElevated()
+		{
+			var identity = System.Security.Principal.WindowsIdentity.GetCurrent();
+			var principal = new System.Security.Principal.WindowsPrincipal(identity);
+			return principal.IsInRole(System.Security.Principal.WindowsBuiltInRole.Administrator);
+		}
+
+		/// <inheritdoc/>
+		public unsafe bool CanDragAndDrop()
+		{
+			return !IsAppElevated();
+		}
+
+		/// <inheritdoc/>
+		public bool IsElevationRequired(string path)
+		{
+			if (string.IsNullOrEmpty(path))
+				return false;
+
+			return Win32PInvoke.IsElevationRequired(path);
+		}
+	}
+}
diff --git a/src/Files.App/UserControls/TabBar/TabBar.xaml.cs b/src/Files.App/UserControls/TabBar/TabBar.xaml.cs
index 1151223e4505..4dc46487e888 100644
--- a/src/Files.App/UserControls/TabBar/TabBar.xaml.cs
+++ b/src/Files.App/UserControls/TabBar/TabBar.xaml.cs
@@ -18,6 +18,7 @@ public sealed partial class TabBar : BaseTabBar, INotifyPropertyChanged
 
 		private readonly ICommandManager Commands = Ioc.Default.GetRequiredService<ICommandManager>();
 		private readonly IAppearanceSettingsService AppearanceSettingsService = Ioc.Default.GetRequiredService<IAppearanceSettingsService>();
+		private readonly IWindowContext WindowContext = Ioc.Default.GetRequiredService<IWindowContext>();
 
 		// Fields
 
@@ -44,12 +45,8 @@ public sealed partial class TabBar : BaseTabBar, INotifyPropertyChanged
 		public bool ShowTabActionsButton
 			=> AppearanceSettingsService.ShowTabActions;
 
-		// Dragging makes the app crash when run as admin.
-		// For more information:
-		// - https://github.com/files-community/Files/issues/12390
-		// - https://github.com/microsoft/terminal/issues/12017#issuecomment-1004129669
 		public bool AllowTabsDrag
-			=> !ElevationHelpers.IsAppRunAsAdmin();
+			=> WindowContext.CanDragAndDrop;
 
 		public Rectangle DragArea
 			=> DragAreaRectangle;
@@ -172,7 +169,7 @@ private void TabView_TabStripDragOver(object sender, DragEventArgs e)
 		{
 			if (e.DataView.Properties.ContainsKey(TabPathIdentifier))
 			{
-				HorizontalTabView.CanReorderTabs = true && !ElevationHelpers.IsAppRunAsAdmin();
+				HorizontalTabView.CanReorderTabs = WindowContext.CanDragAndDrop;
 
 				e.AcceptedOperation = DataPackageOperation.Move;
 				e.DragUIOverride.Caption = "TabStripDragAndDropUIOverrideCaption".GetLocalizedResource();
@@ -187,12 +184,12 @@ private void TabView_TabStripDragOver(object sender, DragEventArgs e)
 
 		private void TabView_DragLeave(object sender, DragEventArgs e)
 		{
-			HorizontalTabView.CanReorderTabs = true && !ElevationHelpers.IsAppRunAsAdmin();
+			HorizontalTabView.CanReorderTabs = WindowContext.CanDragAndDrop;
 		}
 
 		private async void TabView_TabStripDrop(object sender, DragEventArgs e)
 		{
-			HorizontalTabView.CanReorderTabs = true && !ElevationHelpers.IsAppRunAsAdmin();
+			HorizontalTabView.CanReorderTabs = WindowContext.CanDragAndDrop;
 
 			if (!(sender is TabView tabStrip))
 				return;
diff --git a/src/Files.App/ViewModels/ShellViewModel.cs b/src/Files.App/ViewModels/ShellViewModel.cs
index d491dae1aff4..dcae759b69ee 100644
--- a/src/Files.App/ViewModels/ShellViewModel.cs
+++ b/src/Files.App/ViewModels/ShellViewModel.cs
@@ -55,6 +55,7 @@ public sealed class ShellViewModel : ObservableObject, IDisposable
 		private readonly IFileTagsSettingsService fileTagsSettingsService = Ioc.Default.GetRequiredService<IFileTagsSettingsService>();
 		private readonly ISizeProvider folderSizeProvider = Ioc.Default.GetRequiredService<ISizeProvider>();
 		private readonly IStorageCacheService fileListCache = Ioc.Default.GetRequiredService<IStorageCacheService>();
+		private readonly IWindowsSecurityService WindowsSecurityService = Ioc.Default.GetRequiredService<IWindowsSecurityService>();
 
 		// Only used for Binding and ApplyFilesAndFoldersChangesAsync, don't manipulate on this!
 		public BulkConcurrentObservableCollection<ListedItem> FilesAndFolders { get; }
@@ -1268,9 +1269,7 @@ private bool CheckElevationRights(ListedItem item)
 			if (item.SyncStatusUI.LoadSyncStatus)
 				return false;
 
-			return item.IsShortcut
-				? ElevationHelpers.IsElevationRequired(((ShortcutItem)item).TargetPath)
-				: ElevationHelpers.IsElevationRequired(item.ItemPath);
+			return WindowsSecurityService.IsElevationRequired(item.IsShortcut ? ((ShortcutItem)item).TargetPath : item.ItemPath);
 		}
 
 		public async Task LoadGitPropertiesAsync(GitItem gitItem)
diff --git a/src/Files.App/Views/Layouts/BaseLayoutPage.cs b/src/Files.App/Views/Layouts/BaseLayoutPage.cs
index 9ca1d77258b1..077581742188 100644
--- a/src/Files.App/Views/Layouts/BaseLayoutPage.cs
+++ b/src/Files.App/Views/Layouts/BaseLayoutPage.cs
@@ -39,6 +39,7 @@ public abstract class BaseLayoutPage : Page, IBaseLayoutPage, INotifyPropertyCha
 		protected IUserSettingsService UserSettingsService { get; } = Ioc.Default.GetService<IUserSettingsService>()!;
 		protected ICommandManager Commands { get; } = Ioc.Default.GetRequiredService<ICommandManager>();
 		public InfoPaneViewModel InfoPaneViewModel { get; } = Ioc.Default.GetRequiredService<InfoPaneViewModel>();
+		protected readonly IWindowContext WindowContext = Ioc.Default.GetRequiredService<IWindowContext>();
 
 		// ViewModels
 
@@ -82,10 +83,8 @@ public CurrentInstanceViewModel? InstanceViewModel
 		public static AppModel AppModel
 			=> App.AppModel;
 
-		// NOTE: Dragging makes the app crash when run as admin. (#12390)
-		// For more information, visit https://github.com/microsoft/terminal/issues/12017#issuecomment-1004129669
 		public bool AllowItemDrag
-			=> !ElevationHelpers.IsAppRunAsAdmin();
+			=> WindowContext.CanDragAndDrop;
 
 		public CommandBarFlyout ItemContextMenuFlyout { get; set; } = new()
 		{
diff --git a/src/Files.App/Views/MainPage.xaml.cs b/src/Files.App/Views/MainPage.xaml.cs
index 812b763361e7..6106a9ef5bb5 100644
--- a/src/Files.App/Views/MainPage.xaml.cs
+++ b/src/Files.App/Views/MainPage.xaml.cs
@@ -12,10 +12,7 @@
 using Microsoft.UI.Xaml.Controls;
 using Microsoft.UI.Xaml.Input;
 using Microsoft.UI.Xaml.Navigation;
-using Sentry;
-using System.Data;
 using Windows.ApplicationModel;
-using Windows.ApplicationModel.DataTransfer;
 using Windows.Foundation.Metadata;
 using Windows.Graphics;
 using Windows.Services.Store;
@@ -28,15 +25,10 @@ public sealed partial class MainPage : Page
 	{
 		private IGeneralSettingsService generalSettingsService { get; } = Ioc.Default.GetRequiredService<IGeneralSettingsService>();
 		public IUserSettingsService UserSettingsService { get; }
-
+		private readonly IWindowContext WindowContext = Ioc.Default.GetRequiredService<IWindowContext>();
 		public ICommandManager Commands { get; }
-
-		public IWindowContext WindowContext { get; }
-
 		public SidebarViewModel SidebarAdaptiveViewModel { get; }
-
 		public MainPageViewModel ViewModel { get; }
-
 		public StatusCenterViewModel OngoingTasksViewModel { get; }
 
 		public static AppModel AppModel
@@ -44,8 +36,6 @@ public static AppModel AppModel
 
 		private bool keyReleased = true;
 
-		private bool isAppRunningAsAdmin => ElevationHelpers.IsAppRunAsAdmin();
-
 		private DispatcherQueueTimer _updateDateDisplayTimer;
 
 		public MainPage()
@@ -55,7 +45,6 @@ public MainPage()
 			// Dependency Injection
 			UserSettingsService = Ioc.Default.GetRequiredService<IUserSettingsService>();
 			Commands = Ioc.Default.GetRequiredService<ICommandManager>();
-			WindowContext = Ioc.Default.GetRequiredService<IWindowContext>();
 			SidebarAdaptiveViewModel = Ioc.Default.GetRequiredService<SidebarViewModel>();
 			SidebarAdaptiveViewModel.PaneFlyout = (MenuFlyout)Resources["SidebarContextMenu"];
 			ViewModel = Ioc.Default.GetRequiredService<MainPageViewModel>();
@@ -307,7 +296,7 @@ private void Page_Loaded(object sender, RoutedEventArgs e)
 			if
 			(
 				AppLifecycleHelper.AppEnvironment is not AppEnvironment.Dev &&
-				isAppRunningAsAdmin &&
+				WindowContext.IsRunningAsAdmin &&
 				UserSettingsService.ApplicationSettingsService.ShowRunningAsAdminPrompt
 			)
 			{
diff --git a/src/Files.App/Views/Settings/TagsPage.xaml.cs b/src/Files.App/Views/Settings/TagsPage.xaml.cs
index 55d9c49af679..cf6176ddf5ab 100644
--- a/src/Files.App/Views/Settings/TagsPage.xaml.cs
+++ b/src/Files.App/Views/Settings/TagsPage.xaml.cs
@@ -12,6 +12,8 @@ namespace Files.App.Views.Settings
 {
 	public sealed partial class TagsPage : Page
 	{
+		private readonly IWindowContext WindowContext = Ioc.Default.GetRequiredService<IWindowContext>();
+
 		private string oldTagName = string.Empty;
 
 		// Will be null unless the user has edited any tag
@@ -19,9 +21,8 @@ public sealed partial class TagsPage : Page
 
 		private FlyoutBase? deleteItemFlyout;
 
-		// See issue #12390 on Github. Dragging makes the app crash when run as admin.
-		// Further reading: https://github.com/microsoft/terminal/issues/12017#issuecomment-1004129669
-		public bool AllowItemsDrag => !ElevationHelpers.IsAppRunAsAdmin();
+		public bool AllowItemsDrag
+			=> WindowContext.CanDragAndDrop;
 
 		public TagsPage()
 		{