First you want to consolidate your library by going to File>Library>Consolidate Library. This will move all your songs into your iTunes folder located at /Users/username/Music/iTunes/. Move that folder anywhere onto your drobo. Close iTunes and open it back up again making sure to hold down the Option (alt) key. Click the button that says Choose Library, then navigate to your iTunes folder on your drobo. Simply pick iTunes Library and you should be all set.

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