Until recently I used my Blackberry as my personal and business phone, with a policy change at work I've had to change that. I received a company Blackberry with cell and I traded my personal Blackberry in for a Motorola Razr V3M.
I also purchased VZW's mobile office kit so I could sync up my phone's address book with Outlook. That was a disaster, I could not get it to work. I called tech support which only helped to waste an hour of my time and increase my frustration level. Anyway, it's on the way back to VZW for a full refund.
Next step was to figure out how I could automate the populating and maintenance of my phone's address book. I found Plaxo Mobile Plus, $4.99 a month plus airtime, but it works great. I'd already been using Plaxo Online for years, all I needed to do was mark the contacts that I wanted on my phone.
Sure almost $60 a year seems steep, but it's slick and easy.