> Though once we start with the art software, that might be a bit tricky.

Something that took me way too long to figure out is that you can have Steam run arbitrary Windows software in a Steam-managed -er- Protonprefix. [0] Perhaps this might remove some of the hassle of handling Art Software if Wine doesn't quite work for you?

To do this, you can use the menu option to "Add a Non-Steam Game to My Library", browse for any old .EXE, and Steam will handle setting up Proton for you. You can also change the .EXE that that Steam entry points to after all that shit gets set up... so I _assume_ that you could first point to the .EXE for the Art Software's installer, let it run through the install process, and then change what the Steam entry points to to the .EXE for the Art Software.

[0] ...it's like a WINEPREFIX, but with Proton... get it???