When you try to sync files to any iPod in iTunes on a Mac or Windows computer, you might see the following -69 error message:

"Attempting to copy to the disk failed. An unknown error occurrred (-69)"

This error occurs when iTunes tries to send files to your iPod, but a file (or files) is unusable (something is wrong with it).

To figure out which file (or files) is causing the error, update to