Some thoughts and responses:
Sprint is great service in metro areas. Last I knew, it didn't work AT ALL in Mammoth (AlpineDad may weigh in on this subject - he has Sprint). Their new $99 all you can eat plan is the best deal out there at the moment, although VZW also announced a $99 plan, but it doesn't include as much stuff.
Blackberry - hard to go too wrong there. As pointed out, their browser isn't the best, but it works. Battery life on a BB is better than on a Windows Mobile device (Moto Q and lots and lots of other options out there - check out the ones from HTC). Someone above mentioned BIS and BES. BIS = Blackberry Internet Server, BES = Blackberry Enterprise Server. If your firm has a BES and Exchange (or Lotus Notes), you'll get pretty good syncing. If you run off the BIS (this is the same service as BES, but run by the carrier and RIM), you'll still get live push email, but syncing will work a little differently. From a user's perspective, they aren't much different.
You'll be able to get your POP mail (gmail, yahoo, etc) on virtually any device you buy.
Using the device as a modem for dial-up (bad word, but that's what its called) access tied to your PC may work with a Palm or Windows Mobile device, but I'm not sure if you can get a BB to do it. Either way, VZW is going to try to prevent you from doing this without paying them extra for the ability. However, there are some hacks and 3rd party software out there that enable it. YMMV and keep in mind that VZW doesn't like the idea and your user agreement probably states that you aren't supposed to do it. I think they are total assholes for their approach to this. I know AlpineDad uses his Sprint Palm device as a tethered modem on his laptop.
There are an increasing number of really nice Windows Mobile devices out there. I haven't looked at all the ones available from VZW, but they keep getting better and there's increasing amounts of software for them (as opposed to Palm, which has lots of good software out there now, but will probably start seeing the variety of available SW start to decline, along with the OS' market share). If you do buy a Windows Mobile device, I'd recommend getting an extra battery. Exchange/Outlook sync on a WM device is very good, and they continue to work on the back-end infrastructure that currently eats battery life and makes for larger data usage than on BB's.
Call me if you still have questions.
**
I'm a cougar, not a MILF! I have to protect my rep! - bklyn
In any case, if you're ever really in this situation make sure you at least bargain in a couple of fluffers.
-snowsprite
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