Found this:
http://www.macworld.com/article/42469/2005/01/2waystreet.html
Macintosh
Senuti Whitney Young’s free Senuti offers a straightforward interface for moving music off your iPod. Like similar utilities, it allows you to select songs on the iPod and then copy them to a location of your choosing. Unlike with other utilities, you can copy not only single songs and songs grouped by artist and album, but also complete playlists from the iPod.
This solves a tricky problem that has plagued some iTunes users. Suppose that you lost your computer’s entire iTunes library. You could recover your songs from the iPod, but how would you re-create your carefully wrought playlists? Now, as long as those playlists were copied to the iPod, you can re-create those playlists by copying a playlist at a time from the iPod, creating a new playlist in iTunes, and adding the songs copied from the iPod’s playlist to the playlist you created in iTunes.
iPodRip The Little App Factory’s $15 iPodRip is another good utility. Like Senuti, it lets you recover songs, albums, and playlists from your iPod to iTunes. It also supports all song information that’s stored by iTunes, including ratings, play count, and last played. iPodRip features an iTunes-like interface for easy operation. You can find a version for Windows here.
Windows
SharePod Unlike other utilities designed to copy music from an iPod to a computer, Jeffrey Harris’ free, open-source SharePod must be installed on the iPod rather than a host computer. Like other tools, it can extract music from the iPod either as individual files or by playlist. It can also copy the iPod’s On The Go playlists. And the program lets you create Winamp playlists from the music on the iPod so you can listen to the iPod’s music without copying the music files to your PC.
The author makes it pretty clear that the program was designed with piracy in mind—along with the features I mention above, SharePod lets those on a network copy music from an iPod mounted on that network.
*iPod Agent* iPodSoft’s $15 iPod Agent has many talents, including transferring Outlook mail, appointments, calendars, contacts, tasks, and notes to your iPod. It also can move music from the iPod to your PC. As with the other utilities I’ve mentioned, iPod Agent can export single songs or playlists. It won’t, however, export the iPod’s On The Go playlists.