diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/Converters/ShortcutDescriptionToKeysConverter.cs b/src/modules/ShortcutGuide/ShortcutGuide.Ui/Converters/ShortcutDescriptionToKeysConverter.cs
index a90ee31c40..38824b30bc 100644
--- a/src/modules/ShortcutGuide/ShortcutGuide.Ui/Converters/ShortcutDescriptionToKeysConverter.cs
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/Converters/ShortcutDescriptionToKeysConverter.cs
@@ -84,6 +84,9 @@ namespace ShortcutGuide.Converters
                         case "Back":
                             shortcutList.Add(8); // The Back key or button.
                             break;
+                        case "<TASKBAR1-9>":
+                            shortcutList.Add("Num");
+                            break;
                         default:
                             shortcutList.Add(key); // Add other keys as strings.
                             break;
diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/Helpers/StringResourceExtension.cs b/src/modules/ShortcutGuide/ShortcutGuide.Ui/Helpers/StringResourceExtension.cs
new file mode 100644
index 0000000000..c25c18b527
--- /dev/null
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/Helpers/StringResourceExtension.cs
@@ -0,0 +1,30 @@
+// 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 Microsoft.UI.Xaml.Markup;
+
+namespace ShortcutGuide.Helpers
+{
+    [MarkupExtensionReturnType(ReturnType = typeof(string))]
+    public partial class StringResourceExtension : MarkupExtension
+    {
+        public enum SpecialTreatment
+        {
+            None,
+            FirstCharOnly,
+            EverythingExceptFirstChar,
+        }
+
+        public string Key { get; set; } = string.Empty;
+
+        public SpecialTreatment Treatment { get; set; } = SpecialTreatment.None;
+
+        protected override object ProvideValue() => Treatment switch
+        {
+            SpecialTreatment.FirstCharOnly => ResourceLoaderInstance.ResourceLoader.GetString(Key)[0].ToString(),
+            SpecialTreatment.EverythingExceptFirstChar => ResourceLoaderInstance.ResourceLoader.GetString(Key)[1..],
+            _ => ResourceLoaderInstance.ResourceLoader.GetString(Key),
+        };
+    }
+}
diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyCharPresenter.xaml b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyCharPresenter.xaml
index 228276544d..0d962c3be8 100644
--- a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyCharPresenter.xaml
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyCharPresenter.xaml
@@ -3,10 +3,12 @@
     xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
     xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
     xmlns:local="using:ShortcutGuide.Controls"
+    xmlns:helpers="using:ShortcutGuide.Helpers"
     xmlns:ui="using:CommunityToolkit.WinUI">
 
     <Style BasedOn="{StaticResource DefaultKeyCharPresenterStyle}" TargetType="local:KeyCharPresenter" />
 
+    
     <Style x:Key="DefaultKeyCharPresenterStyle" TargetType="local:KeyCharPresenter">
         <Setter Property="FontWeight" Value="Normal" />
         <Setter Property="HorizontalAlignment" Value="Left" />
@@ -32,6 +34,27 @@
             </Setter.Value>
         </Setter>
     </Style>
+    <Style x:Key="UnderlinedLetterKeyCharPresenterStyle" 
+    BasedOn="{StaticResource DefaultKeyCharPresenterStyle}"
+       TargetType="local:KeyCharPresenter">
+        <Setter Property="Template">
+            <Setter.Value>
+                <ControlTemplate TargetType="local:KeyCharPresenter">
+                    <Grid Height="{TemplateBinding FontSize}">
+                        <TextBlock
+                        HorizontalAlignment="{TemplateBinding HorizontalContentAlignment}"
+                        VerticalAlignment="{TemplateBinding VerticalContentAlignment}"
+                        FontFamily="{TemplateBinding FontFamily}"
+                        FontSize="{TemplateBinding FontSize}"
+                        FontWeight="{TemplateBinding FontWeight}"
+                        TextLineBounds="Tight">
+                        <Run Text="{helpers:StringResourceExtension Key='UnderlinedKeyChar/Text', Treatment=FirstCharOnly}" TextDecorations="Underline" /><Run Text="{helpers:StringResourceExtension Key='UnderlinedKeyChar/Text', Treatment=EverythingExceptFirstChar}"/>
+                        </TextBlock>
+                    </Grid>
+                </ControlTemplate>
+            </Setter.Value>
+        </Setter>
+    </Style>
     <Style
         x:Key="WindowsKeyCharPresenterStyle"
         BasedOn="{StaticResource DefaultKeyCharPresenterStyle}"
diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyCharPresenter.xaml.cs b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyCharPresenter.xaml.cs
index 092591dfc8..f6f2be3b6b 100644
--- a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyCharPresenter.xaml.cs
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyCharPresenter.xaml.cs
@@ -6,12 +6,14 @@ using System;
 using System.Collections.Generic;
 using System.Linq;
 using System.Runtime.InteropServices.WindowsRuntime;
+using System.Windows.Markup;
 using Microsoft.UI.Xaml;
 using Microsoft.UI.Xaml.Controls;
 using Microsoft.UI.Xaml.Data;
 using Microsoft.UI.Xaml.Documents;
 using Microsoft.UI.Xaml.Input;
 using Microsoft.UI.Xaml.Media;
+using ShortcutGuide.Helpers;
 
 namespace ShortcutGuide.Controls;
 
diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyVisual.xaml.cs b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyVisual.xaml.cs
index 9c58bba86f..dfecf63140 100644
--- a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyVisual.xaml.cs
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Controls/KeyVisual.xaml.cs
@@ -98,20 +98,30 @@ namespace ShortcutGuide.Controls
 
             if (Content is string key)
             {
-                switch (key)
+                SetGlyphOrText(key switch
                 {
-                    case "<Copilot>":
-                        _keyPresenter.Style = (Style)Application.Current.Resources["CopilotKeyCharPresenterStyle"];
-                        break;
+                    "<TASKBAR1-9>" => "Num",
+                    "<Left>" => "\uE0E2",
+                    "<Right>" => "\uE0E3",
+                    "<Up>" => "\uE0E4",
+                    "<Down>" => "\uE0E5",
+                    "<ArrowUD>" => "\uE0E4\uE0E5",
+                    "<ArrowLR>" => "\uE0E2\uE0E3",
+                    "<Arrow>" => "\uE0E2\uE0E3\uE0E4\uE0E5",
+                    "<Enter>" => "\uE751",
+                    "<Backspace>" => "\uE750",
+                    "<Escape>" => "Esc",
+                    string s when s.StartsWith('<') => s.Trim('<', '>'),
+                    _ => key,
+                });
 
-                    case "<Office>":
-                        _keyPresenter.Style = (Style)Application.Current.Resources["OfficeKeyCharPresenterStyle"];
-                        break;
-
-                    default:
-                        _keyPresenter.Style = (Style)Application.Current.Resources["DefaultKeyCharPresenterStyle"];
-                        break;
-                }
+                _keyPresenter.Style = key switch
+                {
+                    "<Copilot>" => (Style)Application.Current.Resources["CopilotKeyCharPresenterStyle"],
+                    "<Office>" => (Style)Application.Current.Resources["OfficeKeyCharPresenterStyle"],
+                    "<Underlined letter>" => (Style)Application.Current.Resources["UnderlinedLetterKeyCharPresenterStyle"],
+                    _ => _keyPresenter.Style,
+                };
 
                 return;
             }
@@ -122,33 +132,33 @@ namespace ShortcutGuide.Controls
                 switch (virtualKey)
                 {
                     case VirtualKey.Enter:
-                        SetGlyphOrText("\uE751", virtualKey);
+                        SetGlyphOrText("\uE751");
                         break;
 
                     case VirtualKey.Back:
-                        SetGlyphOrText("\uE750", virtualKey);
+                        SetGlyphOrText("\uE750");
                         break;
 
                     case VirtualKey.Shift:
                     case (VirtualKey)160: // Left Shift
                     case (VirtualKey)161: // Right Shift
-                        SetGlyphOrText("\uE752", virtualKey);
+                        SetGlyphOrText("\uE752");
                         break;
 
                     case VirtualKey.Up:
-                        _keyPresenter.Content = "\uE0E4";
+                        SetGlyphOrText("\uE0E4");
                         break;
 
                     case VirtualKey.Down:
-                        _keyPresenter.Content = "\uE0E5";
+                        SetGlyphOrText("\uE0E5");
                         break;
 
                     case VirtualKey.Left:
-                        _keyPresenter.Content = "\uE0E2";
+                        SetGlyphOrText("\uE0E2");
                         break;
 
                     case VirtualKey.Right:
-                        _keyPresenter.Content = "\uE0E3";
+                        SetGlyphOrText("\uE0E3");
                         break;
 
                     case VirtualKey.LeftWindows:
@@ -156,8 +166,7 @@ namespace ShortcutGuide.Controls
                         _keyPresenter.Style = (Style)Application.Current.Resources["WindowsKeyCharPresenterStyle"];
                         break;
                     default: // For all other keys, we will use the key name.
-                        _keyPresenter.Content = virtualKey.ToString();
-                        _keyPresenter.Style = (Style)Application.Current.Resources["DefaultKeyCharPresenterStyle"];
+                        SetGlyphOrText(virtualKey.ToString());
                         break;
                 }
 
@@ -167,18 +176,14 @@ namespace ShortcutGuide.Controls
             Visibility = Visibility.Collapsed;
         }
 
-        private void SetGlyphOrText(string glyph, VirtualKey key)
+        private void SetGlyphOrText(string glyphOrText)
         {
-            if (RenderKeyAsGlyph)
-            {
-                _keyPresenter.Content = glyph;
-                _keyPresenter.Style = (Style)Application.Current.Resources["GlyphKeyCharPresenterStyle"];
-            }
-            else
-            {
-                _keyPresenter.Content = key.ToString();
-                _keyPresenter.Style = (Style)Application.Current.Resources["DefaultKeyCharPresenterStyle"];
-            }
+            RenderKeyAsGlyph = ((glyphOrText[0] >> 12) & 0xF) is 0xE or 0xF;
+            _keyPresenter.Content = glyphOrText;
+
+            _keyPresenter.Style = RenderKeyAsGlyph
+                ? (Style)Application.Current.Resources["GlyphKeyCharPresenterStyle"]
+                : (Style)Application.Current.Resources["DefaultKeyCharPresenterStyle"];
         }
 
         private void KeyVisual_IsEnabledChanged(object sender, DependencyPropertyChangedEventArgs e)
diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/MainWindow.xaml b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/MainWindow.xaml
index 8680850258..c6fadd6bd7 100644
--- a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/MainWindow.xaml
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/MainWindow.xaml
@@ -23,7 +23,8 @@
                 <RowDefinition Height="*" />
             </Grid.RowDefinitions>
             <TitleBar x:Uid="TitleBar">
-                <TitleBar.Content>
+                <!--<TitleBar.Content>
+
                     <AutoSuggestBox
                         x:Name="SearchBox"
                         x:Uid="SearchBox"
@@ -41,12 +42,12 @@
                             <DataTemplate x:DataType="models:ShortcutEntry">
                                 <Grid>
                                     <TextBlock Text="{x:Bind Name}" />
-                                    <!--  TO DO: Add shortcuts / description  -->
+                                     TO DO: Add shortcuts / description
                                 </Grid>
                             </DataTemplate>
                         </AutoSuggestBox.ItemTemplate>
                     </AutoSuggestBox>
-                </TitleBar.Content>
+                </TitleBar.Content>-->
             </TitleBar>
 
             <NavigationView
@@ -54,11 +55,19 @@
                 Grid.Row="1"
                 IsBackButtonVisible="Collapsed"
                 IsSettingsVisible="False"
+                IsPaneToggleButtonVisible="False"
                 SelectionChanged="WindowSelector_SelectionChanged"
                 Style="{StaticResource RailNavigationViewStyle}">
                 <NavigationView.MenuItems />
                 <NavigationView.FooterMenuItems>
-                    <!--  TO DO: SOME WEIRD VISUAL GLITCH WITH THE ICON BEING CLIPPED  -->
+                    <!-- If footer only has one item, a visual bug can occur. This fake settings button will have set height to zero as soon as the content is loaded -->
+                    <NavigationViewItem
+                        x:Name="FakeSettingsButton"
+                        Content="Settings"
+                        Icon="Setting"
+                        SelectsOnInvoked="False"
+                        Tag="Settings"
+                        Tapped="Settings_Tapped" />
                     <NavigationViewItem
                         Content="Settings"
                         Icon="Setting"
@@ -66,21 +75,22 @@
                         Tag="Settings"
                         Tapped="Settings_Tapped" />
                 </NavigationView.FooterMenuItems>
-                <NavigationView
+                <NavigationView.Content>
+                    <NavigationView
                     x:Name="SubNav"
                     IsBackButtonVisible="Collapsed"
                     IsSettingsVisible="False"
                     PaneDisplayMode="Top"
                     SelectionChanged="SubNav_SelectionChanged">
-                    <Frame
+                        <Frame
                         x:Name="ContentFrame"
                         Margin="4,8,0,0"
                         Background="{ThemeResource AcrylicBackgroundFillColorDefaultBrush}"
                         BorderBrush="{ThemeResource CardStrokeColorDefaultBrush}"
                         BorderThickness="1"
                         CornerRadius="8,0,0,0" />
-                </NavigationView>
-
+                    </NavigationView>
+                </NavigationView.Content>
                 <NavigationView.Resources>
                     <SolidColorBrush x:Key="NavigationViewContentBackground" Color="Transparent" />
                     <SolidColorBrush x:Key="NavigationViewContentGridBorderBrush" Color="Transparent" />
diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/MainWindow.xaml.cs b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/MainWindow.xaml.cs
index 32bf050a89..70b713bbfc 100644
--- a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/MainWindow.xaml.cs
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/MainWindow.xaml.cs
@@ -6,6 +6,7 @@ using System;
 using System.Collections.ObjectModel;
 using System.IO;
 using System.Linq;
+using System.Threading.Tasks;
 using Common.UI;
 using ManagedCommon;
 using Microsoft.UI.Windowing;
@@ -117,6 +118,12 @@ namespace ShortcutGuide
             // The code below sets the position of the window to the center of the monitor, but only if it hasn't been set before.
             if (!_setPosition)
             {
+                Content.GettingFocus += (_, _) =>
+                {
+                    FakeSettingsButton.Height = 10;
+                    FakeSettingsButton.Height = 0;
+                };
+
                 SetWindowPosition();
                 _setPosition = true;
 
@@ -166,10 +173,21 @@ namespace ShortcutGuide
         {
             var hwnd = WindowNative.GetWindowHandle(this);
             Rect monitorRect = DisplayHelper.GetWorkAreaForDisplayWithWindow(hwnd);
-            this.MoveAndResize((int)monitorRect.X, (int)monitorRect.Y, Width, monitorRect.Height);
+            if (App.TaskBarWindow.AppWindow.IsVisible && App.TaskBarWindow.AppWindow.Position.X <= AppWindow.Position.X + Width)
+            {
+                MaxHeight = App.TaskBarWindow.AppWindow.Position.Y / DpiHelper.GetDPIScaleForWindow(hwnd.ToInt32());
+                MinHeight = MaxHeight;
+                Height = MaxHeight;
+                return;
+            }
+
+            this.MoveAndResize((int)monitorRect.X, (int)monitorRect.Y, Width, monitorRect.Height / DpiHelper.GetDPIScaleForWindow(hwnd.ToInt32()));
+            MaxHeight = monitorRect.Height / DpiHelper.GetDPIScaleForWindow(hwnd.ToInt32());
+            MinHeight = MaxHeight;
+            Height = MaxHeight;
         }
 
-        private void SearchBox_TextChanged(AutoSuggestBox sender, AutoSuggestBoxTextChangedEventArgs args)
+        /*private void SearchBox_TextChanged(AutoSuggestBox sender, AutoSuggestBoxTextChangedEventArgs args)
         {
             // TO DO: should the results of this be shown on a separate results page? Or as part of the suggested items of the search box?
             // The current UX is a bit weird as search is about the content that is selected on the page, vs. global search (which a search box in the title bar communicates).
@@ -193,7 +211,7 @@ namespace ShortcutGuide
         private void SearchBox_KeyboardAcceleratorInvoked(KeyboardAccelerator sender, KeyboardAcceleratorInvokedEventArgs args)
         {
             SearchBox.Focus(FocusState.Programmatic);
-        }
+        }*/
 
         private void WindowSelector_SelectionChanged(NavigationView sender, NavigationViewSelectionChangedEventArgs args)
         {
@@ -257,13 +275,15 @@ namespace ShortcutGuide
                     selectedPage = typeof(OverviewPage);
 
                     // We only show the taskbar button window when the overview page of Windows is selected.
-                    if (_selectedAppName == ManifestInterpreter.GetIndexYamlFile().DefaultShellName)
+                    if (_shortcutFile is not null && _shortcutFile.Value.Shortcuts.Any(c => c.SectionName.Contains("<TASKBAR1-9>")))
                     {
                         _taskBarWindowActivated = true;
                         App.TaskBarWindow.Activate();
                     }
                 }
 
+                // Set window position so that the taskbar window does not potentially clip into the main window
+                SetWindowPosition();
                 ContentFrame.Navigate(selectedPage, new ShortcutPageNavParam() { ShortcutFile = file, PageIndex = param, AppName = _selectedAppName });
             }
         }
diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Pages/OverviewPage.xaml b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Pages/OverviewPage.xaml
index 3ddc93b7bb..1a9e76815f 100644
--- a/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Pages/OverviewPage.xaml
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/ShortcutGuideXAML/Pages/OverviewPage.xaml
@@ -126,9 +126,11 @@
                     <TextBlock
                         x:Name="TaskbarHeaderTxt"
                         x:Uid="TaskbarHeaderTxt"
-                        Margin="16,24,16,8"
-                        FontWeight="SemiBold"
-                        Text="Taskbar shortcuts" />
+                        Margin="16,24,16,2"
+                        FontWeight="SemiBold" />
+                    <TextBlock
+                        x:Uid="TaskbarDescriptionTxt"
+                        Margin="16,2,16,12" />
                     <ItemsRepeater
                         x:Name="TaskbarShortcutsListView"
                         ItemTemplate="{StaticResource ShortcutItemTemplate}"
diff --git a/src/modules/ShortcutGuide/ShortcutGuide.Ui/Strings/en-us/Resources.resw b/src/modules/ShortcutGuide/ShortcutGuide.Ui/Strings/en-us/Resources.resw
index 73f674f981..6cd59d5bcf 100644
--- a/src/modules/ShortcutGuide/ShortcutGuide.Ui/Strings/en-us/Resources.resw
+++ b/src/modules/ShortcutGuide/ShortcutGuide.Ui/Strings/en-us/Resources.resw
@@ -197,4 +197,14 @@
     <value>Shortcut Guide</value>
     <comment>Shortcut refers to a keyboard shortcut</comment>
   </data>
+  <data name="TaskbarDescriptionTxt.Text" xml:space="preserve">
+    <value>In combination with the number shown above the taskbar</value>
+  </data>
+  <data name="UnderlinedKeyChar.Text" xml:space="preserve">
+    <value>Underlined character</value>
+    <comment>character meaning a letter</comment>
+  </data>
+  <data name="Settings" xml:space="preserve">
+    <value>Settings</value>
+  </data>
 </root>
\ No newline at end of file