From what I read when it was coming out the Zune is a DRM friendly piece of shit. Of course I have a pretty hefty anti-Microsoft bias, but I didn't write the articles. The wireless features sound so groovy until you realize if you send something to a friend with another Zune (as if you'd ever find one!) it will only last for a few days.
iPods are only DRM friendly if you buy music from iTunes, which I've never done for that very reason (though EMI apparently now offers you the chance to pay more to have music without lame copy protection via iTunes.)
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