Salling Media Sync synchronizes playlists, music, and podcasts from iTunes and photos from iPhoto or Aperture onto your mobile phone.
The free trial is fully functional, but the paid version of the application intelligently updates your phone, which is much faster.
Mac OS X 10.4.11 - 10.6 (Snow Leopard) (also available for Windows)
iTunes 7.6.x - 10.1.1 (for music and podcasts)
iPhoto '08 - '11 or Aperture 2 (for photos)
A compatible device; selected models from Acer, Blackberry, Dell, Google, HTC, Motorola, Nokia, Palm, Samsung, Sony, Sony Ericsson, T-Mobile, and Verizon are currently supported.
Salling Media Sync does not copy DRM-protected media, as it wouldn't play on your device. Music that has been ripped from CDs in MP3 or M4A format will sync without problems.