Just make sure you are happy with your cell carrier.. once you buy in, there is a good chance you are stuck with that carrier to provide service for your PDA/Phone. Yes, you can unlock some, but carriers are still are a pain in the ass about it.
Also, I prefer PocketPC myself
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. But everything I do is Microsoft based.. it's what I have known since Win 3.0 days, it pays the bills, so thats what I use. I use Linux on a day to day basis as well, but I'm 85% MS, 15% other.