My recommendation: Investigate Android. Either the G1 on T-Mobile, or the upcoming Lancaster on AT&T (assuming you're in the US). Good finger friendly GUI, much more open application ecosystem (you can bypass the regulated market completely), it multi-tasks, and those two devices have real keyboards. The only drawback, IMO, is that the Linux layer isn't open, so you have to hack it to get thing like tethering. Until there's a Maemo Phone, it's the only platform I'll touch these days.