Additional suggestions for Podtrans for osx 10.6 by our robot:
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It is designed to transfer music, movies, and playlists between iPod and iTunes.
PodTrans Pro is
Transfer songs from the iPod or iPhone to the Mac computer.
Copy iPod files to Mac, and upload songs/videos/photos from Mac to iPod.
Bigasoft iPod Transfer is a nice backup utility for the Mac.
iJoysoft iPod Transfer Ultimate is a complete iPod backup solution.
Transfer files between iPod and Mac without any file loss.