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Even though this computer is already authorized for iTunes:

enter image description here

Following the directions on the warning message as seen in the screenshot:

I did authenticate this computer

    Store | Authorize this computer

(which btw had already been authenticated in the past - so I don't know why it lost the auth..). But the error message continues to happen.

enter image description here

So then we are in a catch22. iTunes say I am already authorized but then turns around and says I am not. I have repeated this process to ensure it were not just temporary. Why the discrepancy here - and what to do to resolve?

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  • sometimes it's just best to clear all authorisations & start over - support.apple.com/en-gb/HT204385
    – Tetsujin
    Commented Jan 14, 2016 at 19:42
  • @Tetsujin I did reauthorize (i.e. re-enter the iTunes Store password) but behavior persists. Commented Jan 14, 2016 at 19:44
  • did you clear all authorisations first?
    – Tetsujin
    Commented Jan 14, 2016 at 20:43

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