diff --git a/src/settings-ui/Settings.UI/Helpers/TitleBarHelper.cs b/src/settings-ui/Settings.UI/Helpers/TitleBarHelper.cs
new file mode 100644
index 000000000000..24a3047594d3
--- /dev/null
+++ b/src/settings-ui/Settings.UI/Helpers/TitleBarHelper.cs
@@ -0,0 +1,44 @@
+// 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;
+using Microsoft.UI.Xaml;
+using Windows.UI;
+
+namespace Microsoft.PowerToys.Settings.UI.Helpers
+{
+    /// <summary>
+    /// Helpers for theming the system caption buttons (minimize/maximize/close) of a window.
+    /// </summary>
+    public static class TitleBarHelper
+    {
+        /// <summary>
+        /// Applies the given element theme to a window's system caption buttons.
+        /// </summary>
+        /// <remarks>
+        /// Workaround for the AppWindow TitleBar not updating caption button colors to match the
+        /// app theme when the OS theme differs from the app theme or the theme changes at runtime.
+        /// Mirrors the helper used by the WinUI Gallery (https://github.com/microsoft/WinUI-Gallery).
+        /// </remarks>
+        public static void ApplySystemThemeToCaptionButtons(Window window, ElementTheme theme)
+        {
+            if (window?.AppWindow is null)
+            {
+                return;
+            }
+
+            var titleBar = window.AppWindow.TitleBar;
+            var foregroundColor = theme == ElementTheme.Dark ? Colors.White : Colors.Black;
+
+            titleBar.ButtonBackgroundColor = Colors.Transparent;
+            titleBar.ButtonInactiveBackgroundColor = Colors.Transparent;
+            titleBar.ButtonForegroundColor = foregroundColor;
+            titleBar.ButtonHoverForegroundColor = foregroundColor;
+            titleBar.ButtonInactiveForegroundColor = Colors.DarkGray;
+            titleBar.ButtonHoverBackgroundColor = theme == ElementTheme.Dark
+                ? Color.FromArgb(24, 255, 255, 255)
+                : Color.FromArgb(24, 0, 0, 0);
+        }
+    }
+}
diff --git a/src/settings-ui/Settings.UI/SettingsXAML/OOBE/Views/ScoobeReleaseNotesPage.xaml b/src/settings-ui/Settings.UI/SettingsXAML/OOBE/Views/ScoobeReleaseNotesPage.xaml
index 2adb6b3a7ea8..f7efb4ea6603 100644
--- a/src/settings-ui/Settings.UI/SettingsXAML/OOBE/Views/ScoobeReleaseNotesPage.xaml
+++ b/src/settings-ui/Settings.UI/SettingsXAML/OOBE/Views/ScoobeReleaseNotesPage.xaml
@@ -52,11 +52,18 @@
                         <tkcontrols:MarkdownTextBlock
                             x:Name="ReleaseNotesMarkdown"
                             Config="{StaticResource ReleaseNotesMarkdownConfig}"
+                            Foreground="{ThemeResource TextFillColorPrimaryBrush}"
                             UseAutoLinks="True"
                             UseEmphasisExtras="True"
                             UseListExtras="True"
                             UsePipeTables="True"
                             UseTaskLists="True" />
+                        <!--  Hidden helper used to resolve the accent brush for the active element theme (see ApplyMarkdownThemeWorkaround).  -->
+                        <TextBlock
+                            x:Name="LinkBrushProvider"
+                            Foreground="{ThemeResource AccentTextFillColorPrimaryBrush}"
+                            IsHitTestVisible="False"
+                            Visibility="Collapsed" />
                     </Grid>
                 </Grid>
             </Grid>
diff --git a/src/settings-ui/Settings.UI/SettingsXAML/OOBE/Views/ScoobeReleaseNotesPage.xaml.cs b/src/settings-ui/Settings.UI/SettingsXAML/OOBE/Views/ScoobeReleaseNotesPage.xaml.cs
index a26d15759c1d..d1e5007a7187 100644
--- a/src/settings-ui/Settings.UI/SettingsXAML/OOBE/Views/ScoobeReleaseNotesPage.xaml.cs
+++ b/src/settings-ui/Settings.UI/SettingsXAML/OOBE/Views/ScoobeReleaseNotesPage.xaml.cs
@@ -7,10 +7,12 @@
 using System.Globalization;
 using System.Text;
 using System.Text.RegularExpressions;
+using CommunityToolkit.WinUI.Controls;
 using ManagedCommon;
 using Microsoft.PowerToys.Settings.UI.Helpers;
 using Microsoft.UI.Xaml;
 using Microsoft.UI.Xaml.Controls;
+using Microsoft.UI.Xaml.Media;
 using Microsoft.UI.Xaml.Media.Imaging;
 using Microsoft.UI.Xaml.Navigation;
 
@@ -19,6 +21,7 @@ namespace Microsoft.PowerToys.Settings.UI.OOBE.Views
     public sealed partial class ScoobeReleaseNotesPage : Page
     {
         private IList<PowerToysReleaseInfo> _currentReleases;
+        private string _releaseNotesMarkdownText;
 
         /// <summary>
         /// Initializes a new instance of the <see cref="ScoobeReleaseNotesPage"/> class.
@@ -26,6 +29,37 @@ public sealed partial class ScoobeReleaseNotesPage : Page
         public ScoobeReleaseNotesPage()
         {
             this.InitializeComponent();
+
+            // Re-apply the markdown theme workaround when the theme changes at runtime so the
+            // headings/links stay readable after the user switches between light and dark.
+            this.ActualThemeChanged += OnActualThemeChanged;
+            this.Unloaded += OnUnloaded;
+        }
+
+        private void OnUnloaded(object sender, RoutedEventArgs e)
+        {
+            this.ActualThemeChanged -= OnActualThemeChanged;
+            this.Unloaded -= OnUnloaded;
+        }
+
+        private void OnActualThemeChanged(FrameworkElement sender, object args)
+        {
+            RefreshMarkdownTheme();
+        }
+
+        private void RefreshMarkdownTheme()
+        {
+            if (string.IsNullOrEmpty(_releaseNotesMarkdownText))
+            {
+                return;
+            }
+
+            ApplyMarkdownThemeWorkaround();
+
+            // The MarkdownTextBlock captures heading/link brushes when it renders, so re-set the
+            // text to force it to rebuild with the brushes for the now-active theme.
+            ReleaseNotesMarkdown.Text = string.Empty;
+            ReleaseNotesMarkdown.Text = _releaseNotesMarkdownText;
         }
 
         /// <summary>
@@ -128,7 +162,18 @@ private void DisplayReleaseNotes()
             {
                 LoadingProgressRing.Visibility = Visibility.Collapsed;
 
+                // Workaround: the MarkdownTextBlock control captures its heading foreground
+                // brushes from Application.Current.Resources when its theme config is created,
+                // which resolves against the OS (application) theme rather than the app's
+                // selected theme. When the OS is Light but PowerToys is Dark (or vice versa),
+                // headings render with an unreadable color. Force the control's theme and
+                // reapply correctly-themed heading brushes before the markdown is rendered.
+                // TODO: Remove once the upstream control resolves brushes against the element theme.
+                // Upstream fix: https://github.com/CommunityToolkit/Labs-Windows/pull/785
+                ApplyMarkdownThemeWorkaround();
+
                 var (releaseNotesMarkdown, heroImageUrl) = ProcessReleaseNotesMarkdown(_currentReleases);
+                _releaseNotesMarkdownText = releaseNotesMarkdown;
 
                 // Set the Hero image if found
                 if (!string.IsNullOrEmpty(heroImageUrl))
@@ -150,6 +195,46 @@ private void DisplayReleaseNotes()
             }
         }
 
+        /// <summary>
+        /// Works around the <see cref="MarkdownTextBlock"/> control pinning its heading and link
+        /// brushes to the OS (application) theme instead of the element's selected theme, which makes
+        /// titles/links unreadable when the OS and PowerToys themes differ. Pins the control's theme and
+        /// reassigns the heading/link brushes resolved for the selected theme before the markdown renders.
+        /// TODO: Remove once the upstream control resolves brushes against the element theme.
+        /// Upstream fix: https://github.com/CommunityToolkit/Labs-Windows/pull/785
+        /// </summary>
+        private void ApplyMarkdownThemeWorkaround()
+        {
+            var elementTheme = App.IsDarkTheme() ? ElementTheme.Dark : ElementTheme.Light;
+            ReleaseNotesMarkdown.RequestedTheme = elementTheme;
+            LinkBrushProvider.RequestedTheme = elementTheme;
+
+            if (Resources["ReleaseNotesMarkdownConfig"] is MarkdownConfig config
+                && config.Themes is MarkdownThemes themes)
+            {
+                // The control's Foreground is bound to TextFillColorPrimaryBrush via ThemeResource,
+                // so after setting RequestedTheme it resolves to the brush for the selected theme.
+                // Reuse it for the heading brushes, which the control would otherwise pin to the OS theme.
+                if (ReleaseNotesMarkdown.Foreground is Brush headingForeground)
+                {
+                    themes.H1Foreground = headingForeground;
+                    themes.H2Foreground = headingForeground;
+                    themes.H3Foreground = headingForeground;
+                    themes.H4Foreground = headingForeground;
+                    themes.H5Foreground = headingForeground;
+                    themes.H6Foreground = headingForeground;
+                }
+
+                // The link brush is likewise pinned to the OS theme's accent color, which can be
+                // unreadable when the app theme differs from the OS theme. Reapply the accent brush
+                // resolved for the selected theme using the hidden helper element.
+                if (LinkBrushProvider.Foreground is Brush linkForeground)
+                {
+                    themes.LinkForeground = linkForeground;
+                }
+            }
+        }
+
         private void Page_Loaded(object sender, RoutedEventArgs e)
         {
             DisplayReleaseNotes();
diff --git a/src/settings-ui/Settings.UI/SettingsXAML/ScoobeWindow.xaml.cs b/src/settings-ui/Settings.UI/SettingsXAML/ScoobeWindow.xaml.cs
index 0bebb825bfe8..67001d2c25a0 100644
--- a/src/settings-ui/Settings.UI/SettingsXAML/ScoobeWindow.xaml.cs
+++ b/src/settings-ui/Settings.UI/SettingsXAML/ScoobeWindow.xaml.cs
@@ -57,6 +57,16 @@ private void SetTitleBar()
             this.ExtendsContentIntoTitleBar = true;
             this.SetTitleBar(AppTitleBar);
             Title = ResourceLoaderInstance.ResourceLoader.GetString("ScoobeWindow_Title");
+
+            // The built-in WinUI TitleBar does not tint the system caption buttons (min/max/close)
+            // to match the app's selected theme, so they can be unreadable when the OS theme differs
+            // from the PowerToys theme. Drive their colors from the window content's actual theme.
+            if (this.Content is FrameworkElement rootElement)
+            {
+                TitleBarHelper.ApplySystemThemeToCaptionButtons(this, rootElement.ActualTheme);
+                rootElement.ActualThemeChanged += (s, e) =>
+                    TitleBarHelper.ApplySystemThemeToCaptionButtons(this, s.ActualTheme);
+            }
         }
 
         private void Window_Activated(object sender, WindowActivatedEventArgs args)