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12. Outkast Loses to O Brother Where Art Thou

In 2002, Outkast dropped Stankonia, a now-classic album that featured all original compositions from the Atlanta duo. That same year, T-Bone Burnett put together a bunch of songs from the 1930’s, threw it onto a soundtrack for the (admittedly good) movie O Brother Where Art Thou, and called it a day. Both albums were up for a Grammy. Guess what happened next. Go ahead, GUESS!

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