The ProjectWise Check-In dialog is quite deceptive and hard to find. If a user doesn't actively search for the dialog they may not notice it. It might hide on the desktop or behind some application UI, or some random monitor where the app is not open in.
It would help if the Check-in dialog created a Windows Taskbar item so users can easily click on it. Even better if it highlights and blinks as it appears waiting for user input.