Billy Ray Cyrus
The father of country-turned-twerker gave himself a 10-month goal to become famous when he dropped out of college to pursue music, and he wasn't kidding: He went from obscurity to super-stardom so quickly that the adjustment was a rocky one, even with that big ol' party in the back to keep him going. He told Country Music Magazine at the time, "one day I was living out of my car, the next day I was nominated for five Grammy awards." This was all for the achingly cloying anthem "Achy Breaky Heart," which was causing a fury and spurring impromptu dances from the offices of Music Row to Sweet 16 parties. And, apparently, mullet beats bowl cut. The song held the Number One spot on the Billboard charts for 18 weeks, dethroning the Beatles, who previously held the title.