Christian Hosoi, 42

No skater was bigger than Christian Hosoi in the '80s, but his rock star lifestyle hit rock bottom in the '90s and he wound up in prison on drug-related charges. He was released in 2004 and began skating with newfound faith and the same flare that brought him fame in the first place. "[He] skated like Muhammad Ali boxed," says Girl and Vans pro Alex Olson. "It was never jerky. It was all one motion. There are few people who can dress insane and get away with it in the public eye. Those people are natural talents. Christian was and still is one of those people." (Photos: Bryce Kanights/ESPN Images)