Sinofsky was pretty grounded in the early days but I've heard during the Windows 8 development he was burying his head in the sand, surrounding himself with yes-men and pretending like all (internal) feedback about the idiotic design was coming from people "afraid of change" (yes, literally replied that to someone that sent him honest feedback about the product). The folks that came up with the "remove the start butt…
With the advent of high speed virtualization, it’s okay to break stuff (shoot, they tried it with XP Mode in 7, don’t know why they haven’t tried it again). I don’t know if we still need 20 years of compatibility.