Incidentally I was just testing Crossover on Mac with mixed results. Totally random sample: Civ3 worked fine (after some fix to the startup in an INI file), HL1 random crashes although playable, Locomotion needed a workaround (dxwnd) to run windowed, Chants of Senaar ran fine.

That's not surprising, as Proton is hit-or-miss too. But Crossover will at least run Steam, right?