I still use Windows 2k machines for Photoshop and other old Adobe tools that didn't have much in the way of DRM. It's an operating system that respects the user, it doesn't act as a babysitter.
And I still have a W2K machine that I use for offline tasks, some are software related (compatibility), others support older hardware that's still functional (back then, forced/planned obsolescence wasn't quite as bigger deal). I've my ancient HP LJ-III printer connected to the PC via its parallel port.