I have been considering a Droid 2 as well, but I cannot sync locally Outlook then I am looking in the wrong place as Companionlink still uses Google. I have searched many threads high and low and still cannot find a local sync application. It seems they really do not want to support it locally unlike Apple.
If anyone has any new information that contradicts this, please post it.
CompanionLink offers both solutions: sync through Google and direct USB sync. Here's info on our direct USB sync - www.companionlink.com/androidusb/