I have an application (Mac here, but there's gotta be a Windoze equivalent) that does the remote-control of the phone. I can dial, send/receive SMS, and the like through my Mac laptop via Bluetooth on my 8100 just fine.
Re: Google, I think that there *might* be a Calendar tool for the 8100 that works. Use the "Search" function at the top for "Google Calendar," perhaps?
Re: Outlook contacts, if the Blackberry syncs with my Apple Address Book, I don't think you have anything to worry about w/ Outlook. (It's a supported configuration - you won't have any problems getting it to work!)
My 8100 has been *the* most usable personal information manager I've used to date. It's even better that I don't have to hold a brick to my head to talk on the phone.