Blue or Red isn't really a difficult decision to make. If you flip a coin you're already 50% likely to be correct. Musical taste is much much harder.
To generate a Hank III radio station, Pandora analyzes his music, and -- based on similarities in composition and genre ("major key tonality," "traditional country influes") -- creates a station of top 40 pop country songs, which is pretty much the antithesis of Hank III's music.
Last.FM, on the other hand, analyzes the listening habits of other Hank III fans, and correctly assumes someone listening to Hank III radio will not only be a fan of outlaw and traditional country music, but also of bands like the Misfits and Black Flag.
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