Salling Media Sync synchronizes playlists, music, and podcasts from iTunes and photos from Adobe Photoshop Elements or Adobe Photoshop Album SE onto your mobile phone. It's free to use, but when registered it intelligently updates your phone, which is much faster.
Windows XP SP2 with WMP11, Windows Vista, or Windows 7 (also available for Mac OS X)
iTunes 7.6.x - 10.1.1 (for music and podcasts)
Adobe Photoshop Elements 6.x - 8.x or Adobe Photoshop Album SE 3.2 (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.