Gah, I would not trust Microsoft with my PDA EVER.
I'm swapping to an older Clié from my Zaurus for my main work - I need it to sync with my Mac, and to *just work* well. The Zaurus PIMs are... lacking.
But my Zaurus goes to become my network tool.
Cracking, packet sniffing, everything.
But back on topic: I would never buy a Pocket PC. Microsoft is evil. And really cannot be trusted. Of course, that's really my opinion....