We should include this first

## Summary of the Pull Request

This PR adds a new drop-down to the Windows Terminal extension settings
page that allows the user to choose the default sort order of profiles.
The available options are:
- Default (currently alphabetical, but may change in the future)
- Alphabetical
- Most recently used

It also extends the app data to store AppSettings, including a list of
up to 64 recently used profiles, stored as pairs of profile name and
terminal app ID.

Pictures? Pictures!

<img width="1821" height="1097" alt="image"
src="https://github.com/user-attachments/assets/c751dcbf-e638-4207-a3e4-6dd283c5239c"
/>

<img width="1694" height="521" alt="image"
src="https://github.com/user-attachments/assets/914c0498-98fa-4ed7-997d-f988253c923c"
/>

<!-- Please review the items on the PR checklist before submitting-->
## PR Checklist

- [x] Closes: #41430 
- [ ] **Communication:** I've discussed this with core contributors
already. If the work hasn't been agreed, this work might be rejected
- [ ] **Tests:** Added/updated and all pass
- [ ] **Localization:** All end-user-facing strings can be localized
- [ ] **Dev docs:** Added/updated
- [ ] **New binaries:** Added on the required places
- [ ] [JSON for
signing](https://github.com/microsoft/PowerToys/blob/main/.pipelines/ESRPSigning_core.json)
for new binaries
- [ ] [WXS for
installer](https://github.com/microsoft/PowerToys/blob/main/installer/PowerToysSetup/Product.wxs)
for new binaries and localization folder
- [ ] [YML for CI
pipeline](https://github.com/microsoft/PowerToys/blob/main/.pipelines/ci/templates/build-powertoys-steps.yml)
for new test projects
- [ ] [YML for signed
pipeline](https://github.com/microsoft/PowerToys/blob/main/.pipelines/release.yml)
- [ ] **Documentation updated:** If checked, please file a pull request
on [our docs
repo](https://github.com/MicrosoftDocs/windows-uwp/tree/docs/hub/powertoys)
and link it here: #xxx

<!-- Provide a more detailed description of the PR, other things fixed,
or any additional comments/features here -->
## Detailed Description of the Pull Request / Additional comments

<!-- Describe how you validated the behavior. Add automated tests
wherever possible, but list manual validation steps taken as well -->
## Validation Steps Performed

.github/actions/spell-check/expect.txt

@@ -27,6 +27,7 @@ admx
 advancedpaste
 advancedpasteui
 advancedpasteuishortcut
+advapi32
 advfirewall
 AFeature
 affordances

.pipelines/v2/ci-nightly.yml

@@ -0,0 +1,38 @@
+# .pipelines/v2/nightly-prewarm.yml
+# Nightly pre-warm that reuses your existing ci.yml as-is
+
+trigger: none
+pr: none
+
+# (18:00 UTC) — adjust as you like
+schedules:
+  - cron: "0 18 * * *"   # UTC
+    displayName: Nightly pre-warm (main)
+    branches:
+      include:
+        - main
+    always: true
+
+name: $(BuildDefinitionName)_$(date:yyMM).$(date:dd)$(rev:rrr)
+
+parameters:
+  - name: buildPlatforms
+    type: object
+    default:
+      - x64
+      - arm64
+  - name: enableMsBuildCaching
+    type: boolean
+    displayName: "Enable MSBuild Caching"
+    default: true
+  - name: msBuildCacheIsReadOnly
+    type: boolean
+    displayName: "MSBuild Cache Read Only"
+    default: false
+
+extends:
+  template: templates/pipeline-ci-build.yml
+  parameters:
+    buildPlatforms: ${{ parameters.buildPlatforms }}
+    enableMsBuildCaching: ${{ parameters.enableMsBuildCaching }}
+    msBuildCacheIsReadOnly: ${{ parameters.msBuildCacheIsReadOnly }}

.pipelines/v2/ci.yml

@@ -32,7 +32,7 @@ parameters:
   - name: enableMsBuildCaching
     type: boolean
     displayName: "Enable MSBuild Caching"
-    default: true
+    default: false
   - name: runTests
     type: boolean
     displayName: "Run Tests"

.pipelines/v2/templates/job-build-project.yml

@@ -50,6 +50,9 @@ parameters:
   - name: enableMsBuildCaching
     type: boolean
     default: false
+  - name: msBuildCacheIsReadOnly
+    type: boolean
+    default: true
   - name: runTests
     type: boolean
     default: true
@@ -154,6 +157,11 @@ jobs:
         $MSBuildCacheParameters += " -reportfileaccesses"
         $MSBuildCacheParameters += " -p:MSBuildCacheEnabled=true"
         $MSBuildCacheParameters += " -p:MSBuildCacheLogDirectory=$(LogOutputDirectory)\MSBuildCacheLogs"
+        # Cache read-only policy controlled by parameter
+        $cacheIsReadOnly = "${{ parameters.msBuildCacheIsReadOnly }}"
+        if ($cacheIsReadOnly -eq "True") {
+          $MSBuildCacheParameters += " /p:MSBuildCacheRemoteCacheIsReadOnly=true"
+        }
         Write-Host "MSBuildCacheParameters: $MSBuildCacheParameters"
         Write-Host "##vso[task.setvariable variable=MSBuildCacheParameters]$MSBuildCacheParameters"
       displayName: Prepare MSBuildCache variables
@@ -418,7 +426,7 @@ jobs:
       }
       
       if ($Packages.Count -gt 0) {
-          # Priority: Look for platform-specific MSIX (x64/arm64) first, then fall back to any
+          # Priority: Look for platform-specific MSIX (x64/arm64) first, then fallback to any
           $PlatformPackage = $Packages | Where-Object { $_.Name -match "Microsoft\.CmdPal\.UI_.*_(x64|arm64)\.msix$" } | Select-Object -First 1
           if ($PlatformPackage) {
               $Package = $PlatformPackage

.pipelines/v2/templates/pipeline-ci-build.yml

@@ -13,6 +13,9 @@ parameters:
   - name: enableMsBuildCaching
     type: boolean
     default: false
+  - name: msBuildCacheIsReadOnly
+    type: boolean
+    default: true
   - name: runTests
     type: boolean
     default: true
@@ -52,6 +55,7 @@ stages:
             buildConfigurations: [Release]
             enablePackageCaching: true
             enableMsBuildCaching: ${{ parameters.enableMsBuildCaching }}
+            msBuildCacheIsReadOnly: ${{ parameters.msBuildCacheIsReadOnly }}
             runTests: ${{ parameters.runTests }}
             useVSPreview: ${{ parameters.useVSPreview }}
             useLatestWinAppSDK: ${{ parameters.useLatestWinAppSDK }}

src/modules/cmdpal/Microsoft.CmdPal.UI/Controls/IconMarginConverter.cs

@@ -7,7 +7,7 @@ using Microsoft.UI.Xaml.Data;
 
 namespace Microsoft.CmdPal.UI.Controls;
 
-public sealed class IconMarginConverter : IValueConverter
+public sealed partial class IconMarginConverter : IValueConverter
 {
     public object Convert(object value, Type targetType, object parameter, string language)
     {

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_clipboard_20_regular.dark.svg

@@ -0,0 +1,3 @@
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+<path d="M7.08535 3C7.29127 2.4174 7.84689 2 8.5 2H11.5C12.1531 2 12.7087 2.4174 12.9146 3H14.5C15.3284 3 16 3.67157 16 4.5V16.5C16 17.3284 15.3284 18 14.5 18H5.5C4.67157 18 4 17.3284 4 16.5V4.5C4 3.67157 4.67157 3 5.5 3H7.08535ZM8.5 3C8.22386 3 8 3.22386 8 3.5C8 3.77614 8.22386 4 8.5 4H11.5C11.7761 4 12 3.77614 12 3.5C12 3.22386 11.7761 3 11.5 3H8.5ZM7.08535 4H5.5C5.22386 4 5 4.22386 5 4.5V16.5C5 16.7761 5.22386 17 5.5 17H14.5C14.7761 17 15 16.7761 15 16.5V4.5C15 4.22386 14.7761 4 14.5 4H12.9146C12.7087 4.5826 12.1531 5 11.5 5H8.5C7.84689 5 7.29127 4.5826 7.08535 4Z" fill="#D0D0D0"/>
+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_clipboard_20_regular.light.svg

@@ -0,0 +1,3 @@
+<svg width="20" height="20" viewBox="0 0 20 20" fill="none" xmlns="http://www.w3.org/2000/svg">
+<path d="M7.08535 3C7.29127 2.4174 7.84689 2 8.5 2H11.5C12.1531 2 12.7087 2.4174 12.9146 3H14.5C15.3284 3 16 3.67157 16 4.5V16.5C16 17.3284 15.3284 18 14.5 18H5.5C4.67157 18 4 17.3284 4 16.5V4.5C4 3.67157 4.67157 3 5.5 3H7.08535ZM8.5 3C8.22386 3 8 3.22386 8 3.5C8 3.77614 8.22386 4 8.5 4H11.5C11.7761 4 12 3.77614 12 3.5C12 3.22386 11.7761 3 11.5 3H8.5ZM7.08535 4H5.5C5.22386 4 5 4.22386 5 4.5V16.5C5 16.7761 5.22386 17 5.5 17H14.5C14.7761 17 15 16.7761 15 16.5V4.5C15 4.22386 14.7761 4 14.5 4H12.9146C12.7087 4.5826 12.1531 5 11.5 5H8.5C7.84689 5 7.29127 4.5826 7.08535 4Z" fill="#212121"/>
+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_clipboard_image_20_regular.dark.svg

@@ -0,0 +1,3 @@
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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_clipboard_image_20_regular.light.svg

@@ -0,0 +1,3 @@
+<svg width="20" height="20" viewBox="0 0 20 20" fill="none" xmlns="http://www.w3.org/2000/svg">
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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_clipboard_letter_20_regular.dark.svg

@@ -0,0 +1,3 @@
+<svg width="20" height="20" viewBox="0 0 20 20" fill="none" xmlns="http://www.w3.org/2000/svg">
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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_clipboard_letter_20_regular.light.svg

@@ -0,0 +1,3 @@
+<svg width="20" height="20" viewBox="0 0 20 20" fill="none" xmlns="http://www.w3.org/2000/svg">
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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_copy_20_regular.dark.svg

@@ -0,0 +1,3 @@
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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_copy_20_regular.light.svg

@@ -0,0 +1,3 @@
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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_document_copy_20_regular.dark.svg

@@ -0,0 +1,3 @@
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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_document_copy_20_regular.light.svg

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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_image_copy_20_regular.dark.svg

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+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Assets/Icons/ic_fluent_image_copy_20_regular.light.svg

@@ -0,0 +1,3 @@
+<svg width="20" height="20" viewBox="0 0 20 20" fill="none" xmlns="http://www.w3.org/2000/svg">
+<path d="M8.49751 7.4966C9.04842 7.4966 9.49502 7.05 9.49502 6.4991C9.49502 5.94819 9.04842 5.50159 8.49751 5.50159C7.9466 5.50159 7.5 5.94819 7.5 6.4991C7.5 7.05 7.9466 7.4966 8.49751 7.4966ZM5 6C5 4.34315 6.34315 3 8 3H14C15.6569 3 17 4.34315 17 6V12C17 13.6569 15.6569 15 14 15H8C6.34315 15 5 13.6569 5 12V6ZM8 4C6.89543 4 6 4.89543 6 6V12C6 12.3709 6.10097 12.7182 6.27692 13.016L9.79085 9.50207C10.4586 8.83427 11.5414 8.83427 12.2092 9.50207L15.7231 13.016C15.899 12.7182 16 12.3709 16 12V6C16 4.89543 15.1046 4 14 4H8ZM15.016 13.7231L11.502 10.2092C11.2248 9.9319 10.7752 9.9319 10.498 10.2092L6.98403 13.7231C7.28178 13.899 7.6291 14 8 14H14C14.3709 14 14.7182 13.899 15.016 13.7231ZM12 17C12.8885 17 13.6868 16.6138 14.2361 16H7.5C5.68782 16 4.1973 14.6228 4.01807 12.8579C4.00612 12.7402 4 12.6208 4 12.5V5.76392C3.38625 6.31324 3 7.11152 3 8.00002V12.5C3 14.9853 5.01472 17 7.5 17H12Z" fill="#212121"/>
+</svg>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Helpers/PrimaryAction.cs

@@ -0,0 +1,12 @@
+// Copyright (c) Microsoft Corporation
+// The Microsoft Corporation licenses this file to you under the MIT license.
+// See the LICENSE file in the project root for more information.
+
+namespace Microsoft.CmdPal.Ext.ClipboardHistory.Helpers;
+
+internal enum PrimaryAction
+{
+    Default,
+    Paste,
+    Copy,
+}

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Helpers/SettingsManager.cs

@@ -2,6 +2,7 @@
 // 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.IO;
 using Microsoft.CmdPal.Ext.ClipboardHistory.Properties;
 using Microsoft.CommandPalette.Extensions.Toolkit;
@@ -26,10 +27,22 @@ internal sealed class SettingsManager : JsonSettingsManager, ISettingOptions
         Resources.settings_confirm_delete_description!,
         true);
 
+    private readonly ChoiceSetSetting _primaryAction = new(
+        Namespaced(nameof(PrimaryAction)),
+        Resources.settings_primary_action_title!,
+        Resources.settings_primary_action_description!,
+        [
+            new ChoiceSetSetting.Choice(Resources.settings_primary_action_default!, PrimaryAction.Default.ToString("G")),
+            new ChoiceSetSetting.Choice(Resources.settings_primary_action_paste!, PrimaryAction.Paste.ToString("G")),
+            new ChoiceSetSetting.Choice(Resources.settings_primary_action_copy!, PrimaryAction.Copy.ToString("G"))
+        ]);
+
     public bool KeepAfterPaste => _keepAfterPaste.Value;
 
     public bool DeleteFromHistoryRequiresConfirmation => _confirmDelete.Value;
 
+    public PrimaryAction PrimaryAction => Enum.TryParse<PrimaryAction>(_primaryAction.Value, out var action) ? action : PrimaryAction.Default;
+
     private static string SettingsJsonPath()
     {
         var directory = Utilities.BaseSettingsPath("Microsoft.CmdPal");
@@ -45,6 +58,7 @@ internal sealed class SettingsManager : JsonSettingsManager, ISettingOptions
 
         Settings.Add(_keepAfterPaste);
         Settings.Add(_confirmDelete);
+        Settings.Add(_primaryAction);
 
         // Load settings from file upon initialization
         LoadSettings();

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Icons.cs

@@ -6,7 +6,7 @@ using Microsoft.CommandPalette.Extensions.Toolkit;
 
 namespace Microsoft.CmdPal.Ext.ClipboardHistory;
 
-internal sealed class Icons
+internal static class Icons
 {
     internal static IconInfo CopyIcon { get; } = new("\xE8C8");
 
@@ -17,4 +17,21 @@ internal sealed class Icons
     internal static IconInfo DeleteIcon { get; } = new("\uE74D");
 
     internal static IconInfo ClipboardListIcon { get; } = IconHelpers.FromRelativePath("Assets\\ClipboardHistory.svg");
+
+    internal static IconInfo Clipboard { get; } = Create("ic_fluent_clipboard_20_regular");
+
+    internal static IconInfo ClipboardImage { get; } = Create("ic_fluent_clipboard_image_20_regular");
+
+    internal static IconInfo ClipboardLetter { get; } = Create("ic_fluent_clipboard_letter_20_regular");
+
+    internal static IconInfo Copy { get; } = Create("   ic_fluent_copy_20_regular");
+
+    internal static IconInfo DocumentCopy { get; } = Create("ic_fluent_document_copy_20_regular");
+
+    internal static IconInfo ImageCopy { get; } = Create("ic_fluent_image_copy_20_regular");
+
+    private static IconInfo Create(string name)
+    {
+        return IconHelpers.FromRelativePaths($"Assets\\Icons\\{name}.light.svg", $"Assets\\Icons\\{name}.dark.svg");
+    }
 }

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Microsoft.CmdPal.Ext.ClipboardHistory.csproj

@@ -39,5 +39,41 @@
     <Content Update="Assets\ClipboardHistory.svg">
       <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
     </Content>
+    <Content Update="Assets\Icons\ic_fluent_clipboard_20_regular.dark.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_clipboard_20_regular.light.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_clipboard_image_20_regular.dark.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_clipboard_image_20_regular.light.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_clipboard_letter_20_regular.dark.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_clipboard_letter_20_regular.light.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_copy_20_regular.dark.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_copy_20_regular.light.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_document_copy_20_regular.dark.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_document_copy_20_regular.light.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_image_copy_20_regular.dark.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
+    <Content Update="Assets\Icons\ic_fluent_image_copy_20_regular.light.svg">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </Content>
   </ItemGroup>
 </Project>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Models/ClipboardItem.cs

@@ -3,14 +3,8 @@
 // See the LICENSE file in the project root for more information.
 
 using System;
-using System.Collections.Generic;
 using System.Diagnostics.CodeAnalysis;
-using System.Globalization;
-using System.Linq;
-using Microsoft.CmdPal.Common.Commands;
-using Microsoft.CmdPal.Ext.ClipboardHistory.Commands;
 using Microsoft.CmdPal.Ext.ClipboardHistory.Helpers;
-using Microsoft.CommandPalette.Extensions.Toolkit;
 using Windows.ApplicationModel.DataTransfer;
 using Windows.Storage.Streams;
 
@@ -41,126 +35,8 @@ public class ClipboardItem
     }
 
     [MemberNotNullWhen(true, nameof(ImageData))]
-    private bool IsImage => ImageData is not null;
+    internal bool IsImage => ImageData is not null;
 
     [MemberNotNullWhen(true, nameof(Content))]
-    private bool IsText => !string.IsNullOrEmpty(Content);
-
-    public static List<string> ShiftLinesLeft(List<string> lines)
-    {
-        // Determine the minimum leading whitespace
-        var minLeadingWhitespace = lines
-            .Where(line => !string.IsNullOrWhiteSpace(line))
-            .Min(line => line.TakeWhile(char.IsWhiteSpace).Count());
-
-        // Check if all lines have at least that much leading whitespace
-        if (lines.Any(line => line.TakeWhile(char.IsWhiteSpace).Count() < minLeadingWhitespace))
-        {
-            return lines; // Return the original lines if any line doesn't have enough leading whitespace
-        }
-
-        // Remove the minimum leading whitespace from each line
-        var shiftedLines = lines.Select(line => line.Substring(minLeadingWhitespace)).ToList();
-
-        return shiftedLines;
-    }
-
-    public static List<string> StripLeadingWhitespace(List<string> lines)
-    {
-        // Determine the minimum leading whitespace
-        var minLeadingWhitespace = lines
-            .Min(line => line.TakeWhile(char.IsWhiteSpace).Count());
-
-        // Remove the minimum leading whitespace from each line
-        var shiftedLines = lines.Select(line =>
-            line.Length >= minLeadingWhitespace
-            ? line.Substring(minLeadingWhitespace)
-            : line).ToList();
-
-        return shiftedLines;
-    }
-
-    public ListItem ToListItem()
-    {
-        ListItem listItem;
-
-        List<DetailsElement> metadata = [];
-        metadata.Add(new DetailsElement()
-        {
-            Key = "Copied on",
-            Data = new DetailsLink(Item.Timestamp.DateTime.ToString(DateTimeFormatInfo.CurrentInfo)),
-        });
-
-        var deleteConfirmationCommand = new ConfirmableCommand()
-        {
-            Command = new DeleteItemCommand(this),
-            ConfirmationTitle = Properties.Resources.delete_confirmation_title!,
-            ConfirmationMessage = Properties.Resources.delete_confirmation_message!,
-            IsConfirmationRequired = () => Settings.DeleteFromHistoryRequiresConfirmation,
-        };
-        var deleteContextMenuItem = new CommandContextItem(deleteConfirmationCommand)
-        {
-            IsCritical = true,
-            RequestedShortcut = KeyChords.DeleteEntry,
-        };
-
-        if (IsImage)
-        {
-            var iconData = new IconData(ImageData);
-            var heroImage = new IconInfo(iconData, iconData);
-            listItem = new(new CopyCommand(this, ClipboardFormat.Image))
-            {
-                // Placeholder subtitle as there’s no BitmapImage dimensions to retrieve
-                Title = "Image Data",
-                Details = new Details()
-                {
-                    HeroImage = heroImage,
-                    Title = GetDataType(),
-                    Body = Timestamp.ToString(CultureInfo.InvariantCulture),
-                    Metadata = metadata.ToArray(),
-                },
-                MoreCommands = [
-                    new CommandContextItem(new PasteCommand(this, ClipboardFormat.Image, Settings)),
-                    new Separator(),
-                    deleteContextMenuItem,
-                ],
-            };
-        }
-        else if (IsText)
-        {
-            var splitContent = Content.Split("\n");
-            var head = splitContent.AsSpan(0, Math.Min(3, splitContent.Length)).ToArray().ToList();
-            var preview2 = string.Join(
-                "\n",
-                StripLeadingWhitespace(head));
-
-            listItem = new(new CopyCommand(this, ClipboardFormat.Text))
-            {
-                Title = preview2,
-
-                Details = new Details
-                {
-                    Title = GetDataType(),
-                    Body = $"```text\n{Content}\n```",
-                    Metadata = metadata.ToArray(),
-                },
-                MoreCommands = [
-                    new CommandContextItem(new PasteCommand(this, ClipboardFormat.Text, Settings)),
-                    new Separator(),
-                    deleteContextMenuItem,
-                ],
-            };
-        }
-        else
-        {
-            listItem = new(new NoOpCommand())
-            {
-                Title = "Unknown",
-                Subtitle = GetDataType(),
-                Details = new Details { Title = GetDataType() },
-            };
-        }
-
-        return listItem;
-    }
+    internal bool IsText => !string.IsNullOrEmpty(Content);
 }

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Pages/ClipboardHistoryListPage.cs

@@ -148,7 +148,7 @@ internal sealed partial class ClipboardHistoryListPage : ListPage
             var item = clipboardHistory[i];
             if (item is not null)
             {
-                listItems.Add(item.ToListItem());
+                listItems.Add(new ClipboardListItem(item, _settingsManager));
             }
         }
 

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Pages/ClipboardListItem.cs

@@ -0,0 +1,201 @@
+// Copyright (c) Microsoft Corporation
+// 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.Collections.Generic;
+using System.Globalization;
+using System.Linq;
+using Microsoft.CmdPal.Common.Commands;
+using Microsoft.CmdPal.Ext.ClipboardHistory.Commands;
+using Microsoft.CmdPal.Ext.ClipboardHistory.Helpers;
+using Microsoft.CommandPalette.Extensions;
+using Microsoft.CommandPalette.Extensions.Toolkit;
+
+namespace Microsoft.CmdPal.Ext.ClipboardHistory.Models;
+
+internal sealed partial class ClipboardListItem : ListItem
+{
+    private readonly SettingsManager _settingsManager;
+    private readonly ClipboardItem _item;
+
+    private readonly CommandContextItem _deleteContextMenuItem;
+    private readonly CommandContextItem? _pasteCommand;
+    private readonly CommandContextItem? _copyCommand;
+    private readonly Lazy<Details> _lazyDetails;
+
+    public override IDetails? Details
+    {
+        get => _lazyDetails.Value;
+        set
+        {
+        }
+    }
+
+    public ClipboardListItem(ClipboardItem item, SettingsManager settingsManager)
+    {
+        _item = item;
+        _settingsManager = settingsManager;
+        _settingsManager.Settings.SettingsChanged += SettingsOnSettingsChanged;
+
+        _lazyDetails = new(() => CreateDetails());
+
+        var deleteConfirmationCommand = new ConfirmableCommand
+        {
+            Command = new DeleteItemCommand(_item),
+            ConfirmationTitle = Properties.Resources.delete_confirmation_title!,
+            ConfirmationMessage = Properties.Resources.delete_confirmation_message!,
+            IsConfirmationRequired = () => _settingsManager.DeleteFromHistoryRequiresConfirmation,
+        };
+        _deleteContextMenuItem = new CommandContextItem(deleteConfirmationCommand)
+        {
+            IsCritical = true,
+            RequestedShortcut = KeyChords.DeleteEntry,
+        };
+
+        if (item.IsImage)
+        {
+            Title = "Image";
+
+            _pasteCommand = new CommandContextItem(new PasteCommand(_item, ClipboardFormat.Image, _settingsManager));
+            _copyCommand = new CommandContextItem(new CopyCommand(_item, ClipboardFormat.Image));
+        }
+        else if (item.IsText)
+        {
+            var splitContent = _item.Content?.Split("\n") ?? [];
+            var head = splitContent.Take(3);
+            var preview2 = string.Join(
+                "\n",
+                StripLeadingWhitespace(head));
+
+            Title = preview2;
+
+            _pasteCommand = new CommandContextItem(new PasteCommand(_item, ClipboardFormat.Text, _settingsManager));
+            _copyCommand = new CommandContextItem(new CopyCommand(_item, ClipboardFormat.Text));
+        }
+        else
+        {
+            _pasteCommand = null;
+            _copyCommand = null;
+        }
+
+        RefreshCommands();
+    }
+
+    private void SettingsOnSettingsChanged(object sender, Settings args)
+    {
+        RefreshCommands();
+    }
+
+    private void RefreshCommands()
+    {
+        if (_item is { IsText: false, IsImage: false })
+        {
+            MoreCommands = [_deleteContextMenuItem];
+            Icon = _settingsManager.PrimaryAction == PrimaryAction.Paste ? Icons.Clipboard : Icons.Copy;
+        }
+
+        switch (_settingsManager.PrimaryAction)
+        {
+            case PrimaryAction.Paste:
+                Command = _pasteCommand?.Command;
+                MoreCommands =
+                [
+                    _copyCommand!,
+                    new Separator(),
+                    _deleteContextMenuItem,
+                ];
+
+                if (_item.IsText)
+                {
+                    Icon = Icons.ClipboardLetter;
+                }
+                else if (_item.IsImage)
+                {
+                    Icon = Icons.ClipboardImage;
+                }
+                else
+                {
+                    Icon = Icons.ClipboardImage;
+                }
+
+                break;
+            case PrimaryAction.Default:
+            case PrimaryAction.Copy:
+            default:
+                Command = _copyCommand?.Command;
+                MoreCommands =
+                [
+                    _pasteCommand!,
+                    new Separator(),
+                    _deleteContextMenuItem,
+                ];
+
+                if (_item.IsText)
+                {
+                    Icon = Icons.DocumentCopy;
+                }
+                else if (_item.IsImage)
+                {
+                    Icon = Icons.ImageCopy;
+                }
+                else
+                {
+                    Icon = Icons.Copy;
+                }
+
+                break;
+        }
+    }
+
+    private Details CreateDetails()
+    {
+        IDetailsElement[] metadata =
+        [
+            new DetailsElement
+            {
+                Key = "Copied on",
+                Data = new DetailsLink(_item.Timestamp.DateTime.ToString(DateTimeFormatInfo.CurrentInfo)),
+            }
+        ];
+
+        if (_item.IsImage)
+        {
+            var iconData = new IconData(_item.ImageData);
+            var heroImage = new IconInfo(iconData);
+            return new Details
+            {
+                Title = _item.GetDataType(),
+                HeroImage = heroImage,
+                Metadata = metadata,
+            };
+        }
+
+        if (_item.IsText)
+        {
+            return new Details
+            {
+                Title = _item.GetDataType(),
+                Body = $"```text\n{_item.Content}\n```",
+                Metadata = metadata,
+            };
+        }
+
+        return new Details { Title = _item.GetDataType() };
+    }
+
+    private static List<string> StripLeadingWhitespace(IEnumerable<string> lines)
+    {
+        // Determine the minimum leading whitespace
+        var minLeadingWhitespace = lines
+            .Min(static line => line.TakeWhile(char.IsWhiteSpace).Count());
+
+        // Remove the minimum leading whitespace from each line
+        var shiftedLines = lines.Select(line =>
+            line.Length >= minLeadingWhitespace
+                ? line[minLeadingWhitespace..]
+                : line).ToList();
+
+        return shiftedLines;
+    }
+}

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Properties/Resources.Designer.cs

@@ -212,5 +212,50 @@ namespace Microsoft.CmdPal.Ext.ClipboardHistory.Properties {
                 return ResourceManager.GetString("settings_keep_after_paste_title", resourceCulture);
             }
         }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Copy to Clipboard.
+        /// </summary>
+        public static string settings_primary_action_copy {
+            get {
+                return ResourceManager.GetString("settings_primary_action_copy", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Default (Copy to Clipboard).
+        /// </summary>
+        public static string settings_primary_action_default {
+            get {
+                return ResourceManager.GetString("settings_primary_action_default", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Primary action (Enter key).
+        /// </summary>
+        public static string settings_primary_action_description {
+            get {
+                return ResourceManager.GetString("settings_primary_action_description", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Paste.
+        /// </summary>
+        public static string settings_primary_action_paste {
+            get {
+                return ResourceManager.GetString("settings_primary_action_paste", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Primary action.
+        /// </summary>
+        public static string settings_primary_action_title {
+            get {
+                return ResourceManager.GetString("settings_primary_action_title", resourceCulture);
+            }
+        }
     }
 }

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.ClipboardHistory/Properties/Resources.resx

@@ -168,4 +168,19 @@
   <data name="delete_confirmation_message" xml:space="preserve">
     <value>Are you sure you want to delete this item from clipboard history? This action cannot be undone.</value>
   </data>
+  <data name="settings_primary_action_title" xml:space="preserve">
+    <value>Primary action</value>
+  </data>
+  <data name="settings_primary_action_description" xml:space="preserve">
+    <value>Primary action (Enter key)</value>
+  </data>
+  <data name="settings_primary_action_default" xml:space="preserve">
+    <value>Default (Copy to Clipboard)</value>
+  </data>
+  <data name="settings_primary_action_paste" xml:space="preserve">
+    <value>Paste</value>
+  </data>
+  <data name="settings_primary_action_copy" xml:space="preserve">
+    <value>Copy to Clipboard</value>
+  </data>
 </root>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowWalker/Components/ContextMenuHelper.cs

@@ -30,7 +30,7 @@ internal sealed class ContextMenuHelper
 
         // Hide menu if Explorer.exe is the shell process or the process name is ApplicationFrameHost.exe
         // In the first case we would crash the windows ui and in the second case we would kill the generic process for uwp apps.
-        if (!windowData.Process.IsShellProcess && !(windowData.Process.IsUwpApp && string.Equals(windowData.Process.Name, "ApplicationFrameHost.exe", StringComparison.OrdinalIgnoreCase))
+        if (!windowData.Process.IsShellProcess && !(windowData.Process.IsUwpAppFrameHost && string.Equals(windowData.Process.Name, "ApplicationFrameHost.exe", StringComparison.OrdinalIgnoreCase))
             && !(windowData.Process.IsFullAccessDenied && SettingsManager.Instance.HideKillProcessOnElevatedProcesses))
         {
             contextMenu.Add(new CommandContextItem(new EndTaskCommand(windowData))

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowWalker/Components/WindowProcess.cs

@@ -23,7 +23,7 @@ internal sealed class WindowProcess
     /// <summary>
     /// An indicator if the window belongs to an 'Universal Windows Platform (UWP)' process
     /// </summary>
-    private readonly bool _isUwpApp;
+    private readonly bool _isUwpAppFrameHost;
 
     /// <summary>
     /// Gets the id of the process
@@ -42,7 +42,8 @@ internal sealed class WindowProcess
         {
             try
             {
-                return Process.GetProcessById((int)ProcessID).Responding;
+                // Process.Responding doesn't work on UWP apps
+                return ProcessType.Kind == ProcessPackagingKind.UwpApp || Process.GetProcessById((int)ProcessID).Responding;
             }
             catch (InvalidOperationException)
             {
@@ -76,7 +77,7 @@ internal sealed class WindowProcess
     /// <summary>
     /// Gets a value indicating whether the window belongs to an 'Universal Windows Platform (UWP)' process
     /// </summary>
-    internal bool IsUwpApp => _isUwpApp;
+    public bool IsUwpAppFrameHost => _isUwpAppFrameHost;
 
     /// <summary>
     /// Gets a value indicating whether this is the shell process or not
@@ -134,9 +135,12 @@ internal sealed class WindowProcess
     internal WindowProcess(uint pid, uint tid, string name)
     {
         UpdateProcessInfo(pid, tid, name);
-        _isUwpApp = string.Equals(Name, "ApplicationFrameHost.exe", StringComparison.OrdinalIgnoreCase);
+        ProcessType = ProcessPackagingInspector.Inspect((int)pid);
+        _isUwpAppFrameHost = string.Equals(Name, "ApplicationFrameHost.exe", StringComparison.OrdinalIgnoreCase);
     }
 
+    public ProcessPackagingInfo ProcessType { get; private set; }
+
     /// <summary>
     /// Updates the process information of the <see cref="WindowProcess"/> instance.
     /// </summary>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowWalker/Helpers/NativeMethods.cs

@@ -5,7 +5,7 @@
 using System;
 using System.Runtime.InteropServices;
 using System.Text;
-
+using Microsoft.Win32.SafeHandles;
 using SuppressMessageAttribute = System.Diagnostics.CodeAnalysis.SuppressMessageAttribute;
 
 #pragma warning disable SA1649, CA1051, CA1707, CA1028, CA1714, CA1069, SA1402
@@ -98,6 +98,25 @@ public static partial class NativeMethods
     [DllImport("kernel32.dll")]
     [return: MarshalAs(UnmanagedType.Bool)]
     public static extern bool GetFirmwareType(ref FirmwareType FirmwareType);
+
+    [DllImport("advapi32.dll", SetLastError = true)]
+    [return: MarshalAs(UnmanagedType.Bool)]
+    internal static extern bool OpenProcessToken(SafeProcessHandle processHandle, TokenAccess desiredAccess, out SafeAccessTokenHandle tokenHandle);
+
+    [DllImport("advapi32.dll", SetLastError = true)]
+    [return: MarshalAs(UnmanagedType.Bool)]
+    internal static extern bool GetTokenInformation(
+        SafeAccessTokenHandle tokenHandle,
+        TOKEN_INFORMATION_CLASS tokenInformationClass,
+        out int tokenInformation,
+        int tokenInformationLength,
+        out int returnLength);
+
+    [DllImport("kernel32.dll", CharSet = CharSet.Unicode, SetLastError = true, EntryPoint = "GetPackageFullName")]
+    internal static extern int GetPackageFullName(
+        SafeProcessHandle hProcess,
+        ref uint packageFullNameLength,
+        StringBuilder? packageFullName);
 }
 
 [SuppressMessage("StyleCop.CSharp.NamingRules", "SA1310:Field names should not contain underscore", Justification = "These are the names used by win32.")]
@@ -383,7 +402,7 @@ public enum ShowWindowCommand
 
     /// <summary>
     /// Displays a window in its most recent size and position. This value
-    /// is similar to <see cref="Win32.ShowWindowCommand.Normal"/>, except
+    /// is similar to <see cref="ShowWindowCommand.Normal"/>, except
     /// the window is not activated.
     /// </summary>
     ShowNoActivate = 4,
@@ -401,14 +420,14 @@ public enum ShowWindowCommand
 
     /// <summary>
     /// Displays the window as a minimized window. This value is similar to
-    /// <see cref="Win32.ShowWindowCommand.ShowMinimized"/>, except the
+    /// <see cref="ShowWindowCommand.ShowMinimized"/>, except the
     /// window is not activated.
     /// </summary>
     ShowMinNoActive = 7,
 
     /// <summary>
     /// Displays the window in its current size and position. This value is
-    /// similar to <see cref="Win32.ShowWindowCommand.Show"/>, except the
+    /// similar to <see cref="ShowWindowCommand.Show"/>, except the
     /// window is not activated.
     /// </summary>
     ShowNA = 8,
@@ -1100,3 +1119,14 @@ public enum SIGDN : uint
     FILESYSPATH = 0x80058000,
     URL = 0x80068000,
 }
+
+internal enum TOKEN_INFORMATION_CLASS
+{
+    TokenIsAppContainer = 29,
+}
+
+[Flags]
+internal enum TokenAccess : uint
+{
+    TOKEN_QUERY = 0x0008,
+}

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowWalker/Helpers/ProcessPackagingInfo.cs

@@ -0,0 +1,14 @@
+// Copyright (c) Microsoft Corporation
+// The Microsoft Corporation licenses this file to you under the MIT license.
+// See the LICENSE file in the project root for more information.
+
+namespace Microsoft.CmdPal.Ext.WindowWalker.Helpers;
+
+internal sealed record ProcessPackagingInfo(
+    int Pid,
+    ProcessPackagingKind Kind,
+    bool HasPackageIdentity,
+    bool IsAppContainer,
+    string? PackageFullName,
+    int? LastError
+);

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowWalker/Helpers/ProcessPackagingInspector.cs

@@ -0,0 +1,123 @@
+// Copyright (c) Microsoft Corporation
+// 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.Runtime.InteropServices;
+using System.Text;
+using Microsoft.Win32.SafeHandles;
+
+namespace Microsoft.CmdPal.Ext.WindowWalker.Helpers;
+
+internal static class ProcessPackagingInspector
+{
+#pragma warning disable SA1310 // Field names should not contain underscore
+    private const int ERROR_INSUFFICIENT_BUFFER = 122;
+    private const int APPMODEL_ERROR_NO_PACKAGE = 15700;
+#pragma warning restore SA1310 // Field names should not contain underscore
+
+    /// <summary>
+    /// Inspect a process by PID and classify its packaging.
+    /// </summary>
+    public static ProcessPackagingInfo Inspect(int pid)
+    {
+        var hProcess = NativeMethods.OpenProcess(ProcessAccessFlags.QueryLimitedInformation, false, pid);
+        using var process = new SafeProcessHandle(hProcess, true);
+        if (process.IsInvalid)
+        {
+            return new ProcessPackagingInfo(
+                pid,
+                ProcessPackagingKind.Unknown,
+                HasPackageIdentity: false,
+                IsAppContainer: false,
+                PackageFullName: null,
+                LastError: Marshal.GetLastPInvokeError());
+        }
+
+        // 1) Check package identity
+        var hasPackage = TryGetPackageFullName(process, out var packageFullName, out _);
+
+        // 2) If packaged, check AppContainer -> strict UWP
+        var isAppContainer = false;
+        int? tokenErr = null;
+        if (hasPackage)
+        {
+            isAppContainer = TryIsAppContainer(process, out tokenErr);
+        }
+
+        var kind =
+            !hasPackage ? ProcessPackagingKind.UnpackagedWin32 :
+            isAppContainer ? ProcessPackagingKind.UwpApp :
+            ProcessPackagingKind.PackagedWin32;
+
+        return new ProcessPackagingInfo(
+            pid,
+            kind,
+            HasPackageIdentity: hasPackage,
+            IsAppContainer: isAppContainer,
+            PackageFullName: packageFullName,
+            LastError: null);
+    }
+
+    private static bool TryGetPackageFullName(SafeProcessHandle hProcess, out string? packageFullName, out int? lastError)
+    {
+        packageFullName = null;
+        lastError = null;
+
+        uint len = 0;
+        var rc = NativeMethods.GetPackageFullName(hProcess, ref len, null);
+        if (rc == APPMODEL_ERROR_NO_PACKAGE)
+        {
+            return false; // no package identity
+        }
+
+        if (rc != ERROR_INSUFFICIENT_BUFFER && rc != 0)
+        {
+            lastError = rc;
+            return false; // unexpected error
+        }
+
+        if (len == 0)
+        {
+            return false;
+        }
+
+        var sb = new StringBuilder((int)len);
+        rc = NativeMethods.GetPackageFullName(hProcess, ref len, sb);
+        if (rc == 0)
+        {
+            packageFullName = sb.ToString();
+            return true;
+        }
+
+        lastError = rc;
+        return false;
+    }
+
+    private static bool TryIsAppContainer(SafeProcessHandle hProcess, out int? lastError)
+    {
+        lastError = null;
+
+        if (!NativeMethods.OpenProcessToken(hProcess, TokenAccess.TOKEN_QUERY, out var token))
+        {
+            lastError = Marshal.GetLastPInvokeError();
+            return false; // can't decide; treat as not-UWP for classification
+        }
+
+        using (token)
+        {
+            if (!NativeMethods.GetTokenInformation(
+                    token,
+                    TOKEN_INFORMATION_CLASS.TokenIsAppContainer,
+                    out var val,
+                    sizeof(int),
+                    out _))
+            {
+                lastError = Marshal.GetLastPInvokeError();
+                return false;
+            }
+
+            return val != 0; // true => AppContainer (UWP)
+        }
+    }
+}

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowWalker/Helpers/ProcessPackagingKind.cs

@@ -0,0 +1,13 @@
+// Copyright (c) Microsoft Corporation
+// The Microsoft Corporation licenses this file to you under the MIT license.
+// See the LICENSE file in the project root for more information.
+
+namespace Microsoft.CmdPal.Ext.WindowWalker.Helpers;
+
+internal enum ProcessPackagingKind
+{
+    Unknown = 0,
+    UnpackagedWin32,
+    PackagedWin32,
+    UwpApp,
+}

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Commands/LaunchProfileAsAdminCommand.cs

@@ -20,13 +20,15 @@ internal sealed partial class LaunchProfileAsAdminCommand : InvokableCommand
     private readonly string _profile;
     private readonly bool _openNewTab;
     private readonly bool _openQuake;
+    private readonly AppSettingsManager _appSettingsManager;
 
-    internal LaunchProfileAsAdminCommand(string id, string profile, bool openNewTab, bool openQuake)
+    internal LaunchProfileAsAdminCommand(string id, string profile, bool openNewTab, bool openQuake, AppSettingsManager appSettingsManager)
     {
         this._id = id;
         this._profile = profile;
         this._openNewTab = openNewTab;
         this._openQuake = openQuake;
+        this._appSettingsManager = appSettingsManager;
 
         this.Name = Resources.launch_profile_as_admin;
         this.Icon = Icons.AdminIcon;
@@ -59,6 +61,17 @@ internal sealed partial class LaunchProfileAsAdminCommand : InvokableCommand
             //_context.API.ShowMsg(name, message, string.Empty);
             Logger.LogError($"Failed to open Windows Terminal: {ex.Message}");
         }
+
+        try
+        {
+            _appSettingsManager.Current.AddRecentlyUsedProfile(id, profile);
+            _appSettingsManager.Save();
+        }
+        catch (Exception ex)
+        {
+            // We don't want to fail the whole operation if we can't save the recently used profile
+            Logger.LogError($"Failed to save recently used profile: {ex.Message}");
+        }
     }
 #pragma warning restore IDE0059, CS0168, SA1005
 

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Commands/LaunchProfileCommand.cs

@@ -20,13 +20,15 @@ internal sealed partial class LaunchProfileCommand : InvokableCommand
     private readonly string _profile;
     private readonly bool _openNewTab;
     private readonly bool _openQuake;
+    private readonly AppSettingsManager _appSettingsManager;
 
-    internal LaunchProfileCommand(string id, string profile, string iconPath, bool openNewTab, bool openQuake)
+    internal LaunchProfileCommand(string id, string profile, string iconPath, bool openNewTab, bool openQuake, AppSettingsManager appSettingsManager)
     {
         this._id = id;
         this._profile = profile;
         this._openNewTab = openNewTab;
         this._openQuake = openQuake;
+        this._appSettingsManager = appSettingsManager;
 
         this.Name = Resources.launch_profile;
         this.Icon = new IconInfo(iconPath);
@@ -62,6 +64,17 @@ internal sealed partial class LaunchProfileCommand : InvokableCommand
             // _context.API.ShowMsg(name, message, string.Empty);
             Logger.LogError($"Failed to open Windows Terminal: {ex.Message}");
         }
+
+        try
+        {
+            _appSettingsManager.Current.AddRecentlyUsedProfile(id, profile);
+            _appSettingsManager.Save();
+        }
+        catch (Exception ex)
+        {
+            // We don't want to fail the whole operation if we can't save the recently used profile
+            Logger.LogError($"Failed to save recently used profile: {ex.Message}");
+        }
     }
 #pragma warning restore IDE0059, CS0168
 

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Helpers/AppSettings.cs

@@ -4,7 +4,9 @@
 
 #nullable enable
 
+using System.Collections.Generic;
 using System.Text.Json.Serialization;
+using Microsoft.CommandPalette.Extensions.Toolkit;
 
 namespace Microsoft.CmdPal.Ext.WindowsTerminal.Helpers;
 
@@ -15,10 +17,30 @@ namespace Microsoft.CmdPal.Ext.WindowsTerminal.Helpers;
 /// </summary>
 public sealed class AppSettings
 {
+    private const int MaxRecentProfilesCount = 64;
+
     /// <summary>
     /// Gets or sets the last selected channel identifier for the Windows Terminal extension.
     /// Empty string when no channel has been selected yet.
     /// </summary>
     [JsonPropertyName("lastSelectedChannel")]
     public string LastSelectedChannel { get; set; } = string.Empty;
+
+    /// <summary>
+    /// Gets the list of recently used profile identifiers.
+    /// </summary>
+    [JsonPropertyName("recentlyUsedProfiles")]
+    public List<TerminalProfileKey> RecentlyUsedProfiles { get; init; } = [];
+
+    public void AddRecentlyUsedProfile(string appId, string profileName)
+    {
+        var key = new TerminalProfileKey(appId, profileName);
+        RecentlyUsedProfiles.Remove(key);
+        RecentlyUsedProfiles.Insert(0, key);
+
+        if (RecentlyUsedProfiles.Count > MaxRecentProfilesCount)
+        {
+            RecentlyUsedProfiles.RemoveRange(MaxRecentProfilesCount, RecentlyUsedProfiles.Count - MaxRecentProfilesCount);
+        }
+    }
 }

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Helpers/AppSettingsJsonContext.cs

@@ -10,6 +10,4 @@ namespace Microsoft.CmdPal.Ext.WindowsTerminal.Helpers;
 
 [JsonSourceGenerationOptions(WriteIndented = true)]
 [JsonSerializable(typeof(AppSettings))]
-internal sealed partial class AppSettingsJsonContext : JsonSerializerContext
-{
-}
+internal sealed partial class AppSettingsJsonContext : JsonSerializerContext;

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Helpers/AppSettingsManager.cs

@@ -12,8 +12,6 @@ using Microsoft.CommandPalette.Extensions.Toolkit;
 
 namespace Microsoft.CmdPal.Ext.WindowsTerminal.Helpers;
 
-#nullable enable
-
 public sealed class AppSettingsManager
 {
     private const string FileName = "appsettings.json";
@@ -42,7 +40,7 @@ public sealed class AppSettingsManager
             if (File.Exists(_filePath))
             {
                 var json = File.ReadAllText(_filePath);
-                var loaded = JsonSerializer.Deserialize(json, AppSettingsJsonContext.Default.AppSettings);
+                var loaded = JsonSerializer.Deserialize(json, AppSettingsJsonContext.Default.AppSettings!);
                 if (loaded is not null)
                 {
                     Current = loaded;
@@ -60,7 +58,7 @@ public sealed class AppSettingsManager
     {
         try
         {
-            var json = JsonSerializer.Serialize(Current, AppSettingsJsonContext.Default.AppSettings);
+            var json = JsonSerializer.Serialize(Current, AppSettingsJsonContext.Default.AppSettings!);
             File.WriteAllText(_filePath, json);
         }
         catch (Exception ex)

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Helpers/ProfileSortOrder.cs

@@ -0,0 +1,13 @@
+// Copyright (c) Microsoft Corporation
+// The Microsoft Corporation licenses this file to you under the MIT license.
+// See the LICENSE file in the project root for more information.
+
+#nullable enable
+namespace Microsoft.CmdPal.Ext.WindowsTerminal.Helpers;
+
+public enum ProfileSortOrder
+{
+    Default = 0,
+    Alphabetical = 1,
+    MostRecentlyUsed = 2,
+}

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Helpers/SettingsManager.cs

@@ -40,6 +40,16 @@ public class SettingsManager : JsonSettingsManager
         Resources.save_last_selected_channel_description!,
         false);
 
+    private readonly ChoiceSetSetting _profileSortOrder = new(
+        Namespaced(nameof(ProfileSortOrder)),
+        Resources.profile_sort_order!,
+        Resources.profile_sort_order_description!,
+        [
+            new ChoiceSetSetting.Choice(Resources.profile_sort_order_item_default!, ProfileSortOrder.Default.ToString("G")),
+            new ChoiceSetSetting.Choice(Resources.profile_sort_order_item_alphabetical!, ProfileSortOrder.Alphabetical.ToString("G")),
+            new ChoiceSetSetting.Choice(Resources.profile_sort_order_item_mru!, ProfileSortOrder.MostRecentlyUsed.ToString("G")),
+        ]);
+
     public bool ShowHiddenProfiles => _showHiddenProfiles.Value;
 
     public bool OpenNewTab => _openNewTab.Value;
@@ -48,6 +58,8 @@ public class SettingsManager : JsonSettingsManager
 
     public bool SaveLastSelectedChannel => _saveLastSelectedChannel.Value;
 
+    public ProfileSortOrder ProfileSortOrder => System.Enum.TryParse<ProfileSortOrder>(_profileSortOrder.Value, out var result) ? result : ProfileSortOrder.Default;
+
     private static string SettingsJsonPath()
     {
         var directory = Utilities.BaseSettingsPath("Microsoft.CmdPal");
@@ -65,6 +77,7 @@ public class SettingsManager : JsonSettingsManager
         Settings.Add(_openNewTab);
         Settings.Add(_openQuake);
         Settings.Add(_saveLastSelectedChannel);
+        Settings.Add(_profileSortOrder);
 
         // Load settings from file upon initialization
         LoadSettings();

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Helpers/TerminalProfileKey.cs

@@ -0,0 +1,8 @@
+// Copyright (c) Microsoft Corporation
+// The Microsoft Corporation licenses this file to you under the MIT license.
+// See the LICENSE file in the project root for more information.
+
+#nullable enable
+namespace Microsoft.CmdPal.Ext.WindowsTerminal.Helpers;
+
+public sealed record TerminalProfileKey(string AppId, string ProfileName);

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Helpers/TerminalQuery.cs

@@ -58,7 +58,7 @@ public class TerminalQuery : ITerminalQuery
             profiles.AddRange(TerminalHelper.ParseSettings(terminal, settingsJson));
         }
 
-        return profiles.OrderBy(p => p.Name);
+        return profiles;
     }
 
     public IEnumerable<TerminalPackage> GetTerminals()

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Pages/ProfilesListPage.cs

@@ -51,9 +51,16 @@ internal sealed partial class ProfilesListPage : ListPage, INotifyItemsChanged
         Icon = Icons.TerminalIcon;
         Name = Resources.profiles_list_page_name;
         _terminalSettings = terminalSettings;
+        _terminalSettings.Settings.SettingsChanged += Settings_SettingsChanged;
         _appSettingsManager = appSettingsManager;
     }
 
+    private void Settings_SettingsChanged(object sender, Settings args)
+    {
+        EnsureInitialized();
+        RaiseItemsChanged();
+    }
+
     private List<ListItem> Query()
     {
         EnsureInitialized();
@@ -62,7 +69,27 @@ internal sealed partial class ProfilesListPage : ListPage, INotifyItemsChanged
         openNewTab = _terminalSettings.OpenNewTab;
         openQuake = _terminalSettings.OpenQuake;
 
-        var profiles = _terminalQuery.GetProfiles();
+        var profiles = _terminalQuery.GetProfiles()!;
+
+        switch (_terminalSettings.ProfileSortOrder)
+        {
+            case ProfileSortOrder.MostRecentlyUsed:
+                var mru = _appSettingsManager.Current.RecentlyUsedProfiles ?? [];
+                profiles = profiles.OrderBy(p =>
+                    {
+                        var key = new TerminalProfileKey(p.Terminal?.AppUserModelId ?? string.Empty, p.Name ?? string.Empty);
+                        var index = mru.IndexOf(key);
+                        return index == -1 ? int.MaxValue : index;
+                    })
+                    .ThenBy(static p => p.Name, StringComparer.CurrentCultureIgnoreCase)
+                    .ToList();
+                break;
+            case ProfileSortOrder.Default:
+            case ProfileSortOrder.Alphabetical:
+            default:
+                profiles = profiles.OrderBy(static p => p.Name, StringComparer.CurrentCultureIgnoreCase);
+                break;
+        }
 
         if (terminalFilters?.IsAllSelected == false)
         {
@@ -78,12 +105,12 @@ internal sealed partial class ProfilesListPage : ListPage, INotifyItemsChanged
                 continue;
             }
 
-            result.Add(new ListItem(new LaunchProfileCommand(profile.Terminal.AppUserModelId, profile.Name, profile.Terminal.LogoPath, openNewTab, openQuake))
+            result.Add(new ListItem(new LaunchProfileCommand(profile.Terminal.AppUserModelId, profile.Name, profile.Terminal.LogoPath, openNewTab, openQuake, _appSettingsManager))
             {
                 Title = profile.Name,
                 Subtitle = profile.Terminal.DisplayName,
                 MoreCommands = [
-                    new CommandContextItem(new LaunchProfileAsAdminCommand(profile.Terminal.AppUserModelId, profile.Name, openNewTab, openQuake)),
+                    new CommandContextItem(new LaunchProfileAsAdminCommand(profile.Terminal.AppUserModelId, profile.Name, openNewTab, openQuake, _appSettingsManager)),
                 ],
             });
         }

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Properties/Resources.Designer.cs

@@ -159,6 +159,60 @@ namespace Microsoft.CmdPal.Ext.WindowsTerminal.Properties {
             }
         }
         
+        /// <summary>
+        ///   Looks up a localized string similar to Profiles order.
+        /// </summary>
+        internal static string profile_sort_order {
+            get {
+                return ResourceManager.GetString("profile_sort_order", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Profiles order.
+        /// </summary>
+        internal static string profile_sort_order_description {
+            get {
+                return ResourceManager.GetString("profile_sort_order_description", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Alphabetical.
+        /// </summary>
+        internal static string profile_sort_order_item_alphabetical {
+            get {
+                return ResourceManager.GetString("profile_sort_order_item_alphabetical", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to As defined in Terminal.
+        /// </summary>
+        internal static string profile_sort_order_item_as_in_terminal {
+            get {
+                return ResourceManager.GetString("profile_sort_order_item_as_in_terminal", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Default (alphabetical).
+        /// </summary>
+        internal static string profile_sort_order_item_default {
+            get {
+                return ResourceManager.GetString("profile_sort_order_item_default", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Most recently used.
+        /// </summary>
+        internal static string profile_sort_order_item_mru {
+            get {
+                return ResourceManager.GetString("profile_sort_order_item_mru", resourceCulture);
+            }
+        }
+        
         /// <summary>
         ///   Looks up a localized string similar to Windows Terminal Profiles.
         /// </summary>

src/modules/cmdpal/ext/Microsoft.CmdPal.Ext.WindowsTerminal/Properties/Resources.resx

@@ -173,4 +173,22 @@
   <data name="save_last_selected_channel_description" xml:space="preserve">
     <value>Remember the last selected channel instead of resetting to All Channels.</value>
   </data>
+  <data name="profile_sort_order" xml:space="preserve">
+    <value>Profiles order</value>
+  </data>
+  <data name="profile_sort_order_description" xml:space="preserve">
+    <value>Profiles order</value>
+  </data>
+  <data name="profile_sort_order_item_default" xml:space="preserve">
+    <value>Default (alphabetical)</value>
+  </data>
+  <data name="profile_sort_order_item_mru" xml:space="preserve">
+    <value>Most recently used</value>
+  </data>
+  <data name="profile_sort_order_item_as_in_terminal" xml:space="preserve">
+    <value>As defined in Terminal</value>
+  </data>
+  <data name="profile_sort_order_item_alphabetical" xml:space="preserve">
+    <value>Alphabetical</value>
+  </data>
 </root>