The GOG release is actually a DOS application. So I tried this on Monterey (M1):
- Install
dosbox-x
viaHomebrew
; - Install GOG's setup.exe via CrossOver as usual. Exit Installer, do not Launch;
- in Terminal,
path='/Library/Application Support/CrossOver/Bottles/Pro Pinball Timeshock!/drive_c/GOG Games/Pro Pinball - Timeshock/DOSBOX'
cd "$HOME/$path"
dosbox-x --conf ../dosboxTimeshock_single.conf
- When the game launches and complains about memory, set Graphics to 640 low quality. [1]
Other flavors of DOSBox might also work.
[1] This might be improvable.