Not gonna lie, I only stick with Windows because it's almost a Pavlovian thing of being so used to it that my brain would take ages to acclimate to anything else. I regret the fact that I was "raised on Windows", and never even knew how to properly run games in DOS (despite having an uncle who avidly collected the latest shareware back in the day). After watching Ross's video, though, I'd welcome a new, improved GUI over ANY version of Windows any day of the week. Ross made so many good points in the video that I can't help but think of an alternate universe where the anti-trust lawsuit went a completely different way and GUI development blossomed in the years following.
