haven’t tried Photoshop, but what exe didn’t work in wine for you? If I load them in with Lutris, I haven’t found anything I can’t run. Just having wine installed and double clicking an exe I haven’t had as much luck, it doesn’t find dependencies.

Edit: I misread. I can try out Total Annihilation and see if it works. Lutris + protonGE has been pretty much perfect for me these days