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This should actually be really attractive to pirates. You know all those albums you downloaded, but could only find in 128 kbps? Well, spend $25, and all those can now be 256 kbps. I absolutely loathe iTunes, and that's attractive enough to me that I'm considering reinstalling it.

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I doubt that there would be many albums that are not available at at least 256kbps from various file-sharing networks. A pirate would have to first search their favourite file sharing network anyway to get the music they then have to pay Apple to listen to.

Or maybe just make file system objects that appear to be songs?

It seems to be using perceptual hashing to match tracks; you'd need to find actual crappy versions of the songs you want.

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