iTunes Sync Download
In just a few easy steps iTunes Sync will let you synchronize any iTunes playlist with any MP3 player that shows up as a drive letter in Windows. iTunes Sync is designed and tested to work best with iTunes 7 or higher. You can configure as many different MP3 players as you need and synchronize each one with a different iTunes playlist. You can use standard playlists or dynamically updating smart playlists to synchronize your MP3 Player.
iTunes Sync works with most MP3 players from Cowon, Creative Labs, Dell, iRiver, JVC, Samsung and Sandisk. View the Tested MP3 Players list for a complete guide to all the MP3 players that have been tested with iTunes Sync.