No, Checkman doesn't work with the Windows 10 operating system. I've downloaded the only version available at Software Informer and Windows 10 refused to run it because it's not compatible with 64bit versions of Windows.
You will have more luck running this application in Windows XP rather than Windows 10. In Windows 10, use VirtualBox to install Windows XP and run it in a window that be switched on an off at any time.
Note: An original ISO or Install Disc is needed to boot to Windows XP in VirtualBox.