I have both an Macbook (where my primary collection resides) along with an iMac, which has some of what my Macbook has. I would love to finally have my music collection both in sync on both machines, but I'm curious about some issues in doing this: 1. I have already enabled iTunes Match on my Macbook. If I were to do the same on my iMac, would all the songs on there that are already on the Macbook also be uploaded to the cloud, thereby creating duplicate entries? Or would iTunes Match detect the songs that are in my Macbook already and not upload what's on the iMac (provided the metadata was identical)? I'm afraid of doing this and then I see a bunch of duplicate entries everywhere on each computer, screwing things up. 2. Would the smart thing to do be wiping out my iTunes library on my iMac and just download on there whatever is from my Macbook? The only reservation I have in doing this is that, due to special remastered discs, mono albums, etc., having the Matched copy wouldn't be feasible. So I'm curious on the best track or at least the experiences of anyone who's been using iTunes Match across multiple computers. Thanks!