I'm leaning towards ATT as a carrier.
Which of these phones can I sync up with my outlook calendar ??? No one at two phone stores could tell me.
Droid on Sprint (HTC Hero) can definitely sync with Outlook calendar by USB with a dedicated application (so you would have to do it once a day or however frequent you need sync). The Verizon (with the Motorola phone) version has Droid v2.0 (Sprint is somewhere between 1.5-1.6 I think).
All Droid devices sync with Google calendar instantly over the network / airwaves (eg: you change a calendar item or contact in
https://www.google.com/calendar and it instantly updates on the device, and vice versa).
That said,
pretty sure there are decent ways to do it, none of which are perfect ...you may need to do a few trial syncs to make sure names (Last, First <-> First, Last) and calendar formatting remains accurate, there have been some reports of that, etc. Also good to create a new gmail account just for this (your "main" account which bridges everything).
There are a few more ways to do it (like "push" services, which push emails to your device).
Probably not as seamless as Blackberrry or a Windows device, but Droid more than makes up for it in other areas.
Check out
Droid forums, I would imagine Droid users have worked out many of any kinks already.