diff --git a/ShareX.HelpersLib/Properties/Resources.Designer.cs b/ShareX.HelpersLib/Properties/Resources.Designer.cs
index 0aeb52706..05c0a49e5 100644
--- a/ShareX.HelpersLib/Properties/Resources.Designer.cs
+++ b/ShareX.HelpersLib/Properties/Resources.Designer.cs
@@ -1839,6 +1839,60 @@ internal class Resources {
             }
         }
         
+        /// <summary>
+        ///   Looks up a localized string similar to Pin to screen (From clipboard).
+        /// </summary>
+        internal static string HotkeyType_PinToScreenFromClipboard {
+            get {
+                return ResourceManager.GetString("HotkeyType_PinToScreenFromClipboard", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Tools.
+        /// </summary>
+        internal static string HotkeyType_PinToScreenFromClipboard_Category {
+            get {
+                return ResourceManager.GetString("HotkeyType_PinToScreenFromClipboard_Category", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Pin to screen (From file).
+        /// </summary>
+        internal static string HotkeyType_PinToScreenFromFile {
+            get {
+                return ResourceManager.GetString("HotkeyType_PinToScreenFromFile", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Tools.
+        /// </summary>
+        internal static string HotkeyType_PinToScreenFromFile_Category {
+            get {
+                return ResourceManager.GetString("HotkeyType_PinToScreenFromFile_Category", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Pin to screen (From screen).
+        /// </summary>
+        internal static string HotkeyType_PinToScreenFromScreen {
+            get {
+                return ResourceManager.GetString("HotkeyType_PinToScreenFromScreen", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Tools.
+        /// </summary>
+        internal static string HotkeyType_PinToScreenFromScreen_Category {
+            get {
+                return ResourceManager.GetString("HotkeyType_PinToScreenFromScreen_Category", resourceCulture);
+            }
+        }
+        
         /// <summary>
         ///   Looks up a localized string similar to Capture entire screen.
         /// </summary>
diff --git a/ShareX.HelpersLib/Properties/Resources.resx b/ShareX.HelpersLib/Properties/Resources.resx
index 08402c48e..68b653ec3 100644
--- a/ShareX.HelpersLib/Properties/Resources.resx
+++ b/ShareX.HelpersLib/Properties/Resources.resx
@@ -1469,4 +1469,22 @@ Would you like to download and install it?</value>
   <data name="ShapeType_ToolCutOut" xml:space="preserve">
     <value>Cut out (X)</value>
   </data>
+  <data name="HotkeyType_PinToScreenFromClipboard" xml:space="preserve">
+    <value>Pin to screen (From clipboard)</value>
+  </data>
+  <data name="HotkeyType_PinToScreenFromClipboard_Category" xml:space="preserve">
+    <value>Tools</value>
+  </data>
+  <data name="HotkeyType_PinToScreenFromFile" xml:space="preserve">
+    <value>Pin to screen (From file)</value>
+  </data>
+  <data name="HotkeyType_PinToScreenFromFile_Category" xml:space="preserve">
+    <value>Tools</value>
+  </data>
+  <data name="HotkeyType_PinToScreenFromScreen" xml:space="preserve">
+    <value>Pin to screen (From screen)</value>
+  </data>
+  <data name="HotkeyType_PinToScreenFromScreen_Category" xml:space="preserve">
+    <value>Tools</value>
+  </data>
 </root>
\ No newline at end of file
diff --git a/ShareX/Enums.cs b/ShareX/Enums.cs
index 49f6dc8d9..fd08cc980 100644
--- a/ShareX/Enums.cs
+++ b/ShareX/Enums.cs
@@ -215,6 +215,9 @@ public enum HotkeyType // Localized + Category
         ScreenColorPicker,
         Ruler,
         PinToScreen,
+        PinToScreenFromScreen,
+        PinToScreenFromClipboard,
+        PinToScreenFromFile,
         ImageEditor,
         ImageEffects,
         ImageViewer,
diff --git a/ShareX/TaskHelpers.cs b/ShareX/TaskHelpers.cs
index 0e362a7b0..73c30eeb4 100644
--- a/ShareX/TaskHelpers.cs
+++ b/ShareX/TaskHelpers.cs
@@ -181,6 +181,15 @@ public static async Task ExecuteJob(TaskSettings taskSettings, HotkeyType job, C
                 case HotkeyType.PinToScreen:
                     PinToScreen();
                     break;
+                case HotkeyType.PinToScreenFromScreen:
+                    PinToScreenFromScreen();
+                    break;
+                case HotkeyType.PinToScreenFromClipboard:
+                    PinToScreenFromClipboard();
+                    break;
+                case HotkeyType.PinToScreenFromFile:
+                    PinToScreenFromFile();
+                    break;
                 case HotkeyType.ImageEditor:
                     if (command != null && !string.IsNullOrEmpty(command.Parameter) && File.Exists(command.Parameter))
                     {
@@ -1306,6 +1315,43 @@ public static void PinToScreen(string filePath)
             PinToScreen(image);
         }
 
+        public static void PinToScreenFromScreen()
+        {
+            if (RegionCaptureTasks.GetRectangleRegion(out Rectangle rect))
+            {
+                Image image = new Screenshot().CaptureRectangle(rect);
+
+                if (image != null)
+                {
+                    PinToScreen(image, rect.Location);
+                }
+            }
+        }
+
+        public static void PinToScreenFromClipboard()
+        {
+            Image image = ClipboardHelpers.TryGetImage();
+
+            if (image != null)
+            {
+                PinToScreen(image);
+            }
+            else
+            {
+                MessageBox.Show(Resources.ClipboardDoesNotContainAnImage, "ShareX - " + Resources.PinToScreen, MessageBoxButtons.OK, MessageBoxIcon.Information);
+            }
+        }
+
+        public static void PinToScreenFromFile()
+        {
+            Image image = ImageHelpers.LoadImageWithFileDialog();
+
+            if (image != null)
+            {
+                PinToScreen(image);
+            }
+        }
+
         public static void TweetMessage()
         {
             if (IsUploadAllowed())
@@ -1597,6 +1643,9 @@ public static void OpenCustomUploaderSettingsWindow()
                     case HotkeyType.ScreenColorPicker: return Resources.pipette;
                     case HotkeyType.Ruler: return Resources.ruler_triangle;
                     case HotkeyType.PinToScreen: return Resources.pin;
+                    case HotkeyType.PinToScreenFromScreen: return Resources.pin;
+                    case HotkeyType.PinToScreenFromClipboard: return Resources.pin;
+                    case HotkeyType.PinToScreenFromFile: return Resources.pin;
                     case HotkeyType.ImageEditor: return Resources.image_pencil;
                     case HotkeyType.ImageEffects: return Resources.image_saturation;
                     case HotkeyType.ImageViewer: return Resources.images_flickr;