I have my iPod set up to only sync certain playlists, so that I don't fill up the whole thing. However, iTunes keeps on losing my sync settings for my iPod across syncs. It doesn't remember any of the settings I set at all and I have to go back and check all the playlist again...etc. How can I fix this, as it is really annoying (and a big hassle)? I've tried restoring the iPod, repairing permissions. There are two other devices synced to my iTunes, an iPod nano, and an iPad.
Update: The recent update to iTunes (10.6.3) doesn't seem to fix this issue.