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I have about 80 GB of songs on my Macbook Pro and my PC Desktop. I sometimes buy music during my travels and import it to my Macbook.

When I process my DJ Tracks, they're added on to my PC.

I want the ability to add songs to either my Macbook or my PC and have them synchronized with each other on all attributes in iTunes (including Rating, Comments, etc).

I need to do at least once a week.

How do I make this possible?

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iTunes in the cloud is a possible solution. otherwise you should be migrating your iTunes library all the time.(ilounge.com/index.php/articles/comments/…) –  Can Sürmeli Sep 1 '12 at 4:34
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