Just drink some beer and install some "apps" with them to join the crowd
I've used Windows Mobile for 10 years now and I don't see myself changing anytime soon. Too many business programs are made for this OS and the TP2 is the best phone IMO for a real power user.
I went to a concert the other day and everyone I saw was running some sort of Android device or an iPhone. Only one dude had an Imagio that I noticed.