This is on a dedicated 32-bit prefix with DirectPlay only installed via winetricks. The prefix is set to claim to be Windows 98. The exact same disc is confirmed to work if mounted in 86box (running Windows 2000)
Just before the crash, a printer error is thrown. The printer works fine in Linux, but such an error shouldn't crash the game like this. And also, printing is not an integral part of the game (you can print an image of your team, but its optional.)