I always had trouble running it in Windows even when it was only a couple of years old. (Part of the problem was the installer, which thankfully you won't have to deal with if you get it from GOG.) I always ran into a bug where after some point (I never found out what, exactly) the game would always crash on exit, which meant it wouldn't autosave. From that point you had to save manually or not at all. It's possible the GOG version doesn't have that issue, though...
A couple years back I played it in DosBox (using a rip of the same CD that I bought way back when) and didn't have any issues once I figured out the right DosBox settings to use. Only thing was I was missing one point at the end of the game and couldn't find it, so I didn't finish with a perfect score. It was probably just something I missed, though...
Post edited October 02, 2013 by furrykef