There's other ways to do it, without actually getting microsoft's digital signature. How do you think custom ROMs on Windows Mobile devices are possible? You would essentially have to hack into the bootloader and BIOS and hex-edit some stuff in there to get it to work with unsigned firmware. or, any firmware with a fake signature. However, to actually get that to work, you'd have to be able to access those files, which I don't think is possible, unless someone figures out how to do a dump of the Zune's firmware. Also, there's a whole level of security that MS has built into the zune, I forget what it's called, but I'm sure that wouldn't be fun to mess with.
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