Symptoms

I try running a legacy game inside a Windows virtual machine. Every time I try starting it, the game crashes and the error message "game.exe has stopped working" pops up: 

Cause

The issue isn't related to Parallels Desktop and caused by some limitations of the game in question. Several files of this game are being automatically saved to the Documents folder by design. The aforementioned folder is a network one that goes to the conflict with game API. As a result, the game crashes.

Resolution

Open virtual machine configuration settings > Options > Sharing > Shared profile > Configure... > uncheck "Documents" folder.