Sync any MP3 player with iTunes Sync
If you like iTunes but wish you could sync it with something other than an Apple iPod you’re in luck.
iTunes Sync is a free software app for Windows that lets you sync playlists from iTunes with lots of other MP3 players–any one that shows up as a drive letter in Windows.
No mention of whether or not it can handle files with DRM or if it needs DRM-free MP3 files but it might be worth a try.
You can grab it here if you’re interested.
Mac users can grab SyncTunes here which looks to be essentially the same but for Mac’s and its also free.
[Via Chip Chick]