drewfx1
I still run a 15+ year old copy of Photoshop and it runs beautifully, though installing on new machines is a bit of a pain.
I have one piece of ancient (but critical) software for which I actually had to find a floppy drive last time I configured a new computer, because I needed the authorization that was on the floppy. But I was at least able to do it. Nowadays authorizations are all server-based and once they're shut down that's it (see: Kjaerhus).
And this is what'll most likely be the issue down the road: re-authorizations. They'll keep the servers up for awhile, but somebody has to pay for that, and it won't be Gibson. So even though I plan to keep using SONAR for the immediate future, eventually there will be a new computer in that future.
The kindest thing CW could do now is post unprotected versions of everything as a parting gift, but I doubt that'll happen.