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I'm on an iMac which was recently upgraded to OSX 10.9.1 Mavericks. There are two users accounts, which both use it regularly. It only happens with one of the accounts:
After a clean start-up, when I login with my credentials, it will load the wrong settings. The reason that I know this is:

  • wrong wallpaper (I have it customized, but first time it shows default)
  • wrong iTunes Library (empty actually)

However, some of my settings seem to be maintained:

  • correct number of desktops
  • correct applications are opened (which were open the last time I logged out)

If this happens, I force quit whatever is running, and log out immediatly. Then I login again and everything is fine. Even applications (eg iTunes) which I had force closed, are opened correctly again. It also usually happens when the other user is already logged in.

This is very strange behavior, and I don't even know where to start looking. Why is it loading the wrong settings?

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I don't think that this is a problem you can solve on your own. Is sounds like a bug. Did you reported this to the official Apple Community?

Did you restored on of the users (or both) from an older backup or did you a clean install with both users?

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