iTunes Always Asks to Authorize

Question

Whenever I sync my iPod Nano or iPod Touch to my iTunes library, iTunes (version 9) will say that my computer is not authorized to play my DRMed songs. So, I give it my username and password to appease it. It then tells me that my computer is already one of my five authorized computers, and it completes the sync.

It does this every time I sync. What is going on?

Answer 1

I ran into this once with iTunes 7.... The library was partially corrupted, or the permissions on the file were wonky...

I ended up moving the music library, creating a new library, and then re-importing all the music. I didn't lose any data, except for play counts...

Answer 2

This is a bit odd. Try deauthorising your computer by going to the Store menu, then Deauthorize Computer, then just follow the prompts. Then Authorise your computer again using your favourite method.

If this does not work, try deauthorising all computers: From the Store menu, select View my account. Once you login, go down to Deauthorize all computers and follow the prompts. Then Authorise your computer again using your favourite method. Hopefully, everything should be working fine after that.

If you are still experiencing problems I suggest you lodge a support ticket with Apple to get them to try and rectify the problem.

Answer 3

Some applications have problems storing information in registry, probably due to the more strict approach in Windows 7 when it comes to user rights.

Try to run iTunes as an administrator (Right click on the program icon, and choose "Run as administrator") and see if it helps.