Authorization will not complete

I try to play the song.
"This computer is not authorized. Would you like to authorize it"
I type in my password to authorize it and click Authorize
"This computer is already authorized"
Then I try to play the song.
"This computer is not authorized. Would you like to authorize it"
I type in my password to authorize it and click Authorize
"This computer is already authorized"
Then I... (repeat)
My iTunes Library is on a Drobo, and I recently switched to using the MacBook Air

I am using multiple accounts with my iTunes...
I have also
Tried signing out of iTunes and then after you sign out, deauthorize your computer. Both are under the store file menu. After you do this, quit iTunes and then open it up again. Once you've opened it back up, go ahead and authorize your computer.
and completely removed itunes via http://support.apple.com/kb/ht1224

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