Thank you for contacting Fixya Support, I am glad to assist.
An -69 error with an iPod occurs when iTunes sends a file or few files to your iPod, which may be corrupted and therefore unusable.
In order to remedy this issue, it is advisable to run the latest iTunes update and per this link directly from Apple Support which address this issue, try the steps provided in this support link below:
iTunes -69 error when syncing with iPod Follow the steps listed in this Apple article and you should be able to regain access to syncing your iPod in iTunes, whether on a Mac or PC, without further issue.
Let me know if this helps.
Regards,
-Mactechtrainer
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