I am currently an avid Android user.
I used to be an avid Windows Mobile user. WM5/6 were actually, when they existed, the MOST power-user/business-friendly mobile OSes out there. They were more geek-friendly than any of the horrifically locked-down "Linux-based" mobile OSes.
Then Microsoft dropped WP7 on the world - an OS which was unusable for nearly 100% of the core WM5/WM6 user base. At the same time, Android was coming onto the scene, which had everything that WM5/WM6's core user base wanted. MS never recovered, they utterly screwed up. NEVER alienate the majority of your core user base, even if it's trying to reach a "new" audience - especially when the "new" audience you're targeting is already drooling over a competitor (Apple).