Is it really necessary to first install and copy from a Windows machine?

I never had any issues using WINE to install GOG games, but maybe running WINE on a Mac is not as easy now as it was back when I did that on a x86 Mac?

I always run the GOG installer in WINE and then copy the game into my git repo for DOS stuff, make sure the game works, git commit it, and then I know it will always just work and I will not have to think about that again (plus I can version manage all settings and save-games for all the games and also sync between my different machines without relying on any cloud service).

Hmm i guess this would require figuring out how to extract game data from an .exe installer GOG distributes. I guess AI would figure it out in like 3 minutes ;) I’ll check later.