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Thanks for the fast responses, guys. This is a bit of an emergency for me! Zig, I listen to my tunes on an iPod Classic (’cause I’m a classic!) on headphones and on a Bose iPod speaker stand. I mostly listen to music on headphones and would like to preserve the option to keep my entire library mobile (my commute is an hour one way). I don’t have the same streaming services available here and am worried about the loss of control of my library that giving into iTunes Match entails (I never trusted Steve Jobs). Splitting into multiple iPods and using playlists to limit content in a single device seems a step back (I’m lazy and want it all, all the time). Arse, I will look into the iPod Video and iPod upgrade packages. How would The Cloud work with iTunes? I have an iPhone 4S. I’m clueless. Help!