Loss of authorization for music purchased on iPod

Dear Experts,
I have a strange authorization problem for (only) music that purchased via itunes on my ipod. The problem does not (seem) to affect music that I purchased via itunes on my PC and synced to my ipod.
After purchasing music on my ipod, then next time that I sync my ipod with itunes, I lose authorization for all music purchased via my ipod. If I deauthorize itunes on my PC, restart itunes and re-authorize itunes I can then play the purchased music. However, the very next time that I sync my ipod, I get the same problem.
So at the moment, everytime I sync my ipod I have to go through a deauthorize/restart/authorize sequence before syncing to ensure I don't lose access to the music purchased on the ipod. Obviously this is pretty damned annoying.
Any ideas?
Regards,
ExtraPilot144

SOunds like you are buying music wirelessly using an itouch or iphone.
You might have more luck over in those discussion forums.
http://discussions.apple.com/index.jspa?categoryID=1
Not everyone here has one, but presumably, most do, over there.

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Loss of authorization for music purchased on iPod

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