ITunes not fully updating iPod

I recently purchased an iPod 60gb, and already have iTunes installed on my computer since I also own an iPod Mini. I connected the iPod 60gb to the computer to let iTunes update it with everything already in my library, however iTunes keept giving me this error:
Attempting to copy to the disk "MICHAEL'S I" failed. An unknown error occured (-69).
Only 144 out of the 1000 songs in my Library were successfully updated onto the iPod on the first try, and ever since - iTunes has kept giving me that error. My version of iTunes is 6.0.4.2, which is said to be suitable for both iPods, so why doesn't iTunes completely update my iPod 60gb, while it works fine with the Mini?
Thanks in advance for any help!
Windows XP

error says it can't read or write to the ipod
pretty apple, here's the best place to start with that one:
"Disk cannot be read from or written to" when syncing iPod or "Firmware update failure" error when updating or restoring iPod
... if it turns out to be a song file causing this in your case, the -69 document should be of some help to you too.

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