13 Replies Latest reply: Sep 21, 2013 2:27 PM by LDMeyers
Morrie333 Level 1 (0 points)
When I plug in my iPod and iTunes starts syncing, I get the message "This computer is no longer authorized to play purchased items that are on the iPod '___'s iPod.' Would you like to authorize this computer for items purchased from the iTunes Store?"

When I then click Authorize, iTunes brings up an ancient iTunes ID that I haven't used in years. I do remember the password for it, though. However, that doesn't work. It says an error has occurred. When I enter my current (and longterm) iTunes ID and password, that also doesn't work (same error message). I've tried deauthorizing my Macbook but I get another error message. Worth noting--I don't get an error message when I log into iTunes through the store.

I don't think this is a problem with my iPod. I think it's an iTunes issue. (I could be wrong of course.) By the way, all of these songs should already be authorized. I haven't made any purchases lately, and syncing these songs previously has been no problem. It appears that the songs that are causing the trouble are DRM songs that I have yet to update (purchase an update from Apple, gee thanks, Apple) to non-DRM format.

Please advise. Thanks!

MacBook, Mac OS X (10.5.8)