I use MO2 on Linux through Steam's Proton runtime, to play TTW (Fallout NV mod). Works fine. The TTW installer did require an older Proton version though.

Janky but works. I started experiment with game scope I think is called. Interesting results upscaling some games. Fiddly though

Probably not often I'd say, but at least there were some games I played with wine where some executables to apply mods also ran in wine and worked, I vaguely remember some fix to make something be able to use more than a few GB of ram to allow farther or better remdering, sometimes just a strange combination of things is needed to get something to work. But that's actually long ago, these days everything just works in Steam instead