Backyard Baseball 2001 is immediately crashing in Wine on a black screen: https://paste.debian.net/1294999
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.)
The game appears as Platinum rated on Wine AppDB: https://appdb.winehq.org/objectManager.php?sClass=application&iId=9088
I will add here. Apparently, I have fixed it by finding a workaround. Shutting down cups with sudo service stop cups has made the game run.
Try using ScummVM to play it instead of WINE.
I don't know why but ScummVM runs extremely poorly on my system. Despite it not being weak or old, audio is just very corrupted/distorted. Also, a couple of old games I tried in the past lost some features (like my copy of Sam and Max Hit the Road not rendering subtitles in ScummVM)