Sometimes, however, iTunes seems to forget that you’re authorized to play the music you legally purchased.

There are a number of reasons why this problem may occur, and each has a corresponding fix.

This guide shows you how to troubleshoot a repeat authorization request in iTunes.

This guide uses “iTunes” and “Music” interchangeably.

Manage your authorized devices.

Navigate to theAccount Informationsection in iTunes/Music.

Deauthorize unused or unwanted devices.

You may have too many devices associated with your Apple Accounts.

Delete the SC Info folder.

The easiest solution is to delete the file and then reauthorize the Mac.

First, you need tomake invisible items visible.

Finally, relaunch iTunes and authorize the computer as instructed in step 1.

Your Mac must be authorized for every Apple Account used to purchase music that you want to play.

The problem is, you may not remember what Apple Account was used for a particular song.

However, it’s easy to figure out.