Random songs keep getting erased by itunes

i have the ipod 30 gb video. i have noticed that some of music radomally gets erased. for example, i purchased a cd named "trick trick the people versus" from itunes, well after a while my ipod still lists the songs but they dont play. what could be my problem? ps i have my settings on manual updating.
thanks...

What do you mean by "they don't play?" If you mean it sorta just skips them, then it's possible that the key file on the iPod has become corrupted. A Restore will fix this problem, but erase the iPod in the process.
If you have not updated your iPod to the latest version of the iPod software, do so. Several bugs were fixed in older iPod firmwares that could cause this sort of corruption from time to time.

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Random songs keep getting erased by itunes

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