diff --git a/src/core/Microsoft.PowerToys.Settings.UI.Lib/EnabledModules.cs b/src/core/Microsoft.PowerToys.Settings.UI.Lib/EnabledModules.cs
index 50e271df78..d93717eb56 100644
--- a/src/core/Microsoft.PowerToys.Settings.UI.Lib/EnabledModules.cs
+++ b/src/core/Microsoft.PowerToys.Settings.UI.Lib/EnabledModules.cs
@@ -1,47 +1,144 @@
-// 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.Text.Json;
-using System.Text.Json.Serialization;
-
-namespace Microsoft.PowerToys.Settings.UI.Lib
-{
-    public class EnabledModules
-    {
-        public EnabledModules()
-        {
-            this.FancyZones = false;
-            this.ImageResizer = false;
-            this.FileExplorerPreview = false;
-            this.PowerRename = false;
-            this.ShortcutGuide = false;
-            this.PowerLauncher = true;
-        }
+// 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.Runtime.CompilerServices;
+using System.Text.Json;
+using System.Text.Json.Serialization;
+using Microsoft.PowerToys.Settings.Telemetry;
+using Microsoft.PowerToys.Telemetry;
+
+namespace Microsoft.PowerToys.Settings.UI.Lib
+{
+    public class EnabledModules
+    {
+        public EnabledModules()
+        {
+        }
+
+        private bool fancyZones = true;
 
         [JsonPropertyName("FancyZones")]
-        public bool FancyZones { get; set; }
+        public bool FancyZones
+        {
+            get => this.fancyZones;
+            set
+            {
+                if (this.fancyZones != value)
+                {
+                    LogTelemetryEvent(value);
+                    this.fancyZones = value;
+                }
+            }
+        }
+
+        private bool imageResizer = true;
 
         [JsonPropertyName("Image Resizer")]
-        public bool ImageResizer { get; set; }
+        public bool ImageResizer
+        {
+            get => this.imageResizer;
+            set
+            {
+                if (this.imageResizer != value)
+                {
+                    LogTelemetryEvent(value);
+                    this.imageResizer = value;
+                }
+            }
+        }
+
+        private bool fileExplorerPreview = true;
 
         [JsonPropertyName("File Explorer Preview")]
-        public bool FileExplorerPreview { get; set; }
+        public bool FileExplorerPreview
+        {
+            get => this.fileExplorerPreview;
+            set
+            {
+                if (this.fileExplorerPreview != value)
+                {
+                    LogTelemetryEvent(value);
+                    this.fileExplorerPreview = value;
+                }
+            }
+        }
+
+        private bool shortcutGuide = true;
 
         [JsonPropertyName("Shortcut Guide")]
-        public bool ShortcutGuide { get; set; }
-
-        public bool PowerRename { get; set; }
-
-        [JsonPropertyName("Keyboard Manager")]
-        public bool KeyboardManager { get; set; }
-
-        [JsonPropertyName("Run")]
-        public bool PowerLauncher { get; set; }
-
-        public string ToJsonString()
+        public bool ShortcutGuide
         {
-            return JsonSerializer.Serialize(this);
+            get => this.shortcutGuide;
+            set
+            {
+                if (this.shortcutGuide != value)
+                {
+                    LogTelemetryEvent(value);
+                    this.shortcutGuide = value;
+                }
+            }
         }
-    }
+
+        private bool powerRename = true;
+
+        public bool PowerRename
+        {
+            get => this.powerRename;
+            set
+            {
+                if (this.powerRename != value)
+                {
+                    LogTelemetryEvent(value);
+                    this.powerRename = value;
+                }
+            }
+        }
+
+        private bool keyboardManager = true;
+        [JsonPropertyName("Keyboard Manager")]
+        public bool KeyboardManager
+        {
+            get => this.keyboardManager;
+            set
+            {
+                if (this.keyboardManager != value)
+                {
+                    LogTelemetryEvent(value);
+                    this.keyboardManager = value;
+                }
+            }
+        }
+
+        private bool powerLauncher = true;
+
+     	[JsonPropertyName("Run")]
+        public bool PowerLauncher
+        {
+            get => this.powerLauncher;
+            set
+            {
+                if (this.powerLauncher != value)
+                {
+                    LogTelemetryEvent(value);
+                    this.powerLauncher = value;
+                }
+            }
+}
+
+        public string ToJsonString()
+        {
+            return JsonSerializer.Serialize(this);
+        }
+
+        private void LogTelemetryEvent(bool value, [CallerMemberName] string moduleName = null )
+        {
+            var dataEvent = new EnabledModuleEvent()
+            {
+                Value = value,
+                ModuleName = moduleName,
+            };
+            PowerToysTelemetry.Log.WriteEvent(dataEvent);
+        }
+    }
 }
\ No newline at end of file
diff --git a/src/core/Microsoft.PowerToys.Settings.UI.Lib/Microsoft.PowerToys.Settings.UI.Lib.csproj b/src/core/Microsoft.PowerToys.Settings.UI.Lib/Microsoft.PowerToys.Settings.UI.Lib.csproj
index db1d040113..b8d8e05ec2 100644
--- a/src/core/Microsoft.PowerToys.Settings.UI.Lib/Microsoft.PowerToys.Settings.UI.Lib.csproj
+++ b/src/core/Microsoft.PowerToys.Settings.UI.Lib/Microsoft.PowerToys.Settings.UI.Lib.csproj
@@ -33,6 +33,7 @@
 
   <ItemGroup>
     <ProjectReference Include="..\..\common\interop\interop.vcxproj" />
+    <ProjectReference Include="..\..\common\ManagedTelemetry\Telemetry\Telemetry.csproj" />
   </ItemGroup>
 
 </Project>
diff --git a/src/core/Microsoft.PowerToys.Settings.UI.Lib/Telemetry/Events/EnabledModuleEvent.cs b/src/core/Microsoft.PowerToys.Settings.UI.Lib/Telemetry/Events/EnabledModuleEvent.cs
new file mode 100644
index 0000000000..658c41adef
--- /dev/null
+++ b/src/core/Microsoft.PowerToys.Settings.UI.Lib/Telemetry/Events/EnabledModuleEvent.cs
@@ -0,0 +1,15 @@
+using System.Diagnostics.Tracing;
+using Microsoft.PowerToys.Telemetry;
+
+namespace Microsoft.PowerToys.Settings.Telemetry
+{
+    [EventData]
+    public class EnabledModuleEvent : IEvent
+    {
+        public string EventName { get; } = "Settings_EnableModule";
+
+        public string ModuleName { get; set; }
+
+        public bool Value { get; set; }
+    }
+}
diff --git a/src/core/Microsoft.PowerToys.Settings.UI.Runner/MainWindow.xaml.cs b/src/core/Microsoft.PowerToys.Settings.UI.Runner/MainWindow.xaml.cs
index 3eb5d43604..e6fc42b0d0 100644
--- a/src/core/Microsoft.PowerToys.Settings.UI.Runner/MainWindow.xaml.cs
+++ b/src/core/Microsoft.PowerToys.Settings.UI.Runner/MainWindow.xaml.cs
@@ -29,7 +29,8 @@ namespace Microsoft.PowerToys.Settings.UI.Runner
                 // send IPC Message
                 shellPage.SetDefaultSndMessageCallback(msg =>
                 {
-                    Program.GetTwoWayIPCManager().Send(msg);
+                    //IPC Manager is null when launching runner directly
+                    Program.GetTwoWayIPCManager()?.Send(msg);
                 });
 
                 // send IPC Message