> If Microsoft had incredible hip credibility and some more luck, the Zune could’ve been a success in line with a solid distant but respected number two. True.

> If Microsoft had incredible hip credibility and some more luck, the Zune could’ve been a success in line with a solid distant but respected number two. True. I only used it briefly and I really liked it. There was some anti-monopoly trial around that time, and some of the unsealed documents (which are now impossible to Google for) where emails from Bill Gates where he raged "why can't Creative make something similar to iPod? Bring them here, give them money, get them early API access". In the end they had to do everything themselves :) And they didn't do a bad job of it! > I do think Microsoft should’ve kept on with the Windows Phone. True. And it was the only one daring to explore something new with phone UI/UX. As with Zune, it wasn't half bad. I'd even say WIndows Phone was good, and onto something new. > The PR battle would’ve been a bigger hurdle. Other major hurdles would’ve been Google being in my opinion anti competitive as hell. Sadly, also true. > If webOS stayed at 7.5% worldwide penetration in the west and 10% in other countries (cheap phones, deals, etc), I’d still be on that and likely never would’ve left it. Ah, the lost opportunities that never came to be :(