authorization
iTunes keeps asking me to verify the same laptop over and over when trying to download one song from an album I purchased on iTunes. But it will never work for that one song.
Windows, Windows 6
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Repeated requests to authorize an already authorized computer for recent 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 prompts you to authorize your computer when you try to play iTunes Store purchases - Apple Support.
If the issue persists with a particular track contact Apple Support for assistance.
tt2