ITunes sometimes 'thinks' the iPod is corrupted

iTunes sometimes thinks the iPod is corrupted. But it only thinks so if I connect the iPod WHILE itunes is running. If I connect the iPod and then start iTunes there isn't a problem. Or if the message below appears I can click OK.. stop itunes, restart itunes and then iTunes can see the the iPod just fine.
http://codethought.com/images/itunesfailmsg.png
I've tried reformatting the iPod - same thing. I've also flushed my OS installation out.. reinstalled OS X from scratch.. and the problem went away... until today. Now the problem is back.
Any thoughts on how to determine what the root cause might be, or how to diagnose it?

I am having the same problem with my old iPod. I just bought a new iPod an hour ago and same thing.
Help anybody?
I am using Windows XP

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Erm, ok maybe I'm not being clear.
Pre iTunes7: iPod's were updated using the iPod updater application located in /Applications/Utilities. This could be downloaded as a standalone app and showed up in software updater when updating of the app was required. Easy.
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http://www.macosxhints.com/article.php?story=20060912144151766
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I tried to sync my iPod Classic but if I try to sync more than 700 songs, everything freezes and the iPod gets corrupted, and I have to restore it. Can I fix this?

I recently bought a new Mac laptop. When I tried to erase all the songs on my iPod and sync it to my new library, 700 songs synced before the sync froze. I could still play songs on iTunes but no more songs would sync.
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I transfered music from my ipod to a new itunes library (new PC). The music plays in itunes but when I sync my ipod and try to drag songs from the itunes library to the ipod it wont load. It shows a circle with aline through it.

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Im having problems with my iPod Touch 2nd gen. It's disabled and tells me to connect to iTunes. But when I do that, iTunes wont detect the iPod.I have put the iPod in USB- mode, and by that I mean I have tried connecting with holding the home button Help?

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Place the iOS device in Recovery Mode and then connect to your computer and restore via iTunes. The iPod will be erased.
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How to put iPod touch / iPhone into DFU mode « Karthik's scribblings
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Enter SN hee:
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ITunes sometimes 'thinks' the iPod is corrupted

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