Player/athlete: Jason Lee
Year: 1995

Before he became a well-known actor, Jason Lee was one hell of a street skater. As such, he became just the second person to get a signature shoe on Airwalk - the first being Tony Hawk. Lee's shoe was a simple lowcut that should be held in the same esteem as Airwalk classics like the Jim and the One. Or, considering his part in this, even higher.