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SvennoJ said:

Yeah, her dad, who has the same problem. Somehow it won't completely synch all the albums to the iPod, or they can't find them back on the iPod. Wiping it clean and starting over seems to help sometimes, then songs go missing again.
Maybe it just hates us since all we do is import CDs, never bought a single song online.

Maybe Apple is trolling you to buy their 1.30$ songs? I don't know what to say really. XD Have you checked the box where it mentions "sync all."?