Clicking or alternate-click produces a System.ArgumentOutOfRangeException. I recently adjusted the output filename pattern and thought that might be the issue. Found the configuration INI in %APPDATA%\Greenshot and renamed. That seemed to fix it and a new INI was automatically generated.

Error message:

Software version: 1.3.277 - f862e79485 (64 bit)
.NET runtime version: 4.0.30319.42000+
Time: 2025-01-08 13:26:15 -07:00
OS: Windows 10 2009 x64 build 26100
GDI object count: 59
User object count: 33

Exception: System.ArgumentOutOfRangeException
Message: The added or subtracted value results in an un-representable DateTime.
Parameter name: value

Stack:
at System.DateTime.AddTicks(Int64 value)
at Greenshot.Base.Core.FileDescriptor..ctor(BinaryReader reader) in D:\a\1\s\src\Greenshot.Base\Core\FileDescriptor.cs:line 55
at Greenshot.Base.Core.FileDescriptorReader.<Read>d__0.MoveNext() in D:\a\1\s\src\Greenshot.Base\Core\FileDescriptorReader.cs:line 53
at Greenshot.Base.Core.ClipboardHelper.<IterateFileDescriptors>d__24.MoveNext() in D:\a\1\s\src\Greenshot.Base\Core\ClipboardHelper.cs:line 436
at Greenshot.Base.Core.ClipboardHelper.<IterateClipboardContent>d__22.MoveNext() in D:\a\1\s\src\Greenshot.Base\Core\ClipboardHelper.cs:line 393
at Greenshot.Base.Core.ClipboardHelper.ContainsImage(IDataObject dataObject) in D:\a\1\s\src\Greenshot.Base\Core\ClipboardHelper.cs:line 311
at Greenshot.Forms.MainForm.ContextMenuOpening(Object sender, CancelEventArgs e) in D:\a\1\s\src\Greenshot\Forms\MainForm.cs:line 1007
at System.Windows.Forms.ToolStripDropDown.OnOpening(CancelEventArgs e)
at System.Windows.Forms.ToolStripDropDown.SetVisibleCore(Boolean visible)
at System.Windows.Forms.ToolStripDropDown.Show(Int32 x, Int32 y)
at System.Windows.Forms.ContextMenuStrip.ShowInTaskbar(Int32 x, Int32 y)
at System.Windows.Forms.NotifyIcon.ShowContextMenu()
at System.Windows.Forms.NotifyIcon.WndProc(Message& msg)
at System.Windows.Forms.NativeWindow.Callback(IntPtr hWnd, Int32 msg, IntPtr wparam, IntPtr lparam)

Configuration dump: