I also have this problem and would like this issue bumped up to a higher
importance.

Here are my details.

Ipod: 5th gen 80gb formatted on windows

I used to use Amarok on Ubuntu 8.04 and everything worked fine. When I
upgraded to 9.10 I got a new version of Amarok that was useless for
podcasts. So I switched to Rhythmbox and it appeared to work ok. But it
will not create playlists reliably. It will copy podcasts to the ipod,
and will sometimes create playlists, but mostly not. It always *appears*
to create the play list but the play list is almost always empty in
reality. It does appear that it is creating some artifact on the ipod
because when I plug it back in the play list is there, but it is empty.
It appears that the ipod itself will not list an empty play list, but
gtkpod does see these empty play lists and can put songs into them which
them show up when the ipod is unpluged. gtkpod works fine with this ipod
but does not manage podcasts so I want Rhythmbox to work properly please

-- 
Rhythmbox does not save playlist on iPod
https://bugs.launchpad.net/bugs/496681
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