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I have the 20 gig as you know and I love it! But, I have lots of people saying that what happened to you is not as un common as one would think. It happened to me once, I put tons of new music on Itunes and plugged in my ipod and left it alone. CAme back and figured it was done updating and took it on a long airplane ride, to realize NOTHING had updated it didn't even do anything. Brought it home and tried it again and all is well.
I know this happens a lot to other people as well.. one of the major complaints I guess.
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