@cometdog: In the iPod's Sync menu, first disable syncing with all of
your playlists. Sync. Then re-enable syncing with all of your playlists
and sync again. That did it for me (Rhythmbox 2.96 on Ubuntu 12.04 and a
30GB 4th-gen iPod).

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https://bugs.launchpad.net/bugs/496681

Title:
  Rhythmbox does not save playlist on iPod

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