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When you sign up with your Apple Account, you can provide valuable feedback to other community members by upvoting helpful replies and User Tips.
The screen below is infuriating. I can't play songs 2, 3, 4, or 5. I have seen support complaints about this problem going back to at least 2013. Why hasn't this been fixed permanently? Notice it says "Purchased" in the top left corner.
Repeated requests to authorize an already authorized computer for store downloads typically indicates you have corrupt or incomplete copies. Delete the tracks that won't play from your library without hiding from your purchase history. Redownload using the cloud links that should remain, or close iTunes and reopen if they don't show up straight away. While downloading click the activity widget and turn off the option that allows for simultaneous downloads.
If that hasn't helped see If iTunes for Windows prompts you to authorize your computer when you try to play purchases - Apple Support.
tt2
Repeated requests to authorize an already authorized computer for store downloads typically indicates you have corrupt or incomplete copies. Delete the tracks that won't play from your library without hiding from your purchase history. Redownload using the cloud links that should remain, or close iTunes and reopen if they don't show up straight away. While downloading click the activity widget and turn off the option that allows for simultaneous downloads.
If that hasn't helped see If iTunes for Windows prompts you to authorize your computer when you try to play purchases - Apple Support.
tt2
Computer Not Authorized
