Reseach in Motion have released a special preview of their Media Sync software for Mac. This software program will sync playlists out of your iTunes library with zero setup on your part. In testing I was able to create a playlist in iTunes, add songs to it and the next time I cabled my BlackBerry the tunes automatically transferred. Speed is good and I like having the ability to copy my iTunes playlists. Two big downsides to this software: It notifies you that by loading Media Sync you no longer will be able to use any other BlackBerry Sync (PocketMac or Missing Sync) on your MAC and you can ONLY copy NON-DRM tunes to your BlackBerry. Music purchased through iTunes with DRM will not sync (note on my BlackBerry Bold playlist that only 150 of 163 songs sync – because the remaining 13 were iTunes purchased music with DRM).
Research in Motion – Media Sync for Mac (preview)