Because Windows Vista is considered a particularly bad operating system in tech circles. And he can’t move because he’s scared, I guess.
I would think Windows 8 would fit more here.
8 wasn’t out yet.
Also, the general consensus is every other Windows OS sucks. 95 sucked; 98(SE) was good; Millennium sucked; XP was good; Vista sucked; 7 was good; 8 sucked; 10 is good.
But of those, Millennium and Vista are particularly bad. 8’s UI might have been horrible, but Millennium and Vista were resource hogs and frequently unstable.