Not really. If illustrator breaks on Windows at the most I’ll have to power cycle the PC. I’ve never heard of it taking Windows down with it.

To even get it functional on wine I’d have to invest untold hours of research and tomfoolery, and then any time it didn’t work I’d not know if it was adobe’s fault or wine’s.

I wouldn’t mind doing this kind of thing for a hobby, but not for production software unfortunately.