MarkSpace let the world know that they have added automatic synching over Bluetooth to their Mac/Apple BlackBerry sync application. They also added the ability to sync your iTunes playlist, including music and video, to your BlackBerry. Unlike the free Mac sync product, PocketMac, this application costs quite a bit at $39.95 or $29.95 if you qualify for an upgrade.
I just got a Mac myself and use Fusion to sync my BlackBerry, so this solution is promising. On the other hand, without the ability to upgrade the OS, this application becomes kind of useless for me since I am on BES. On the other hand, most Macbooks come with Bluetooth in the past few years, so that could be a great way to stay in sync if you are not on BES.