#23. Ricky Oyola
Video: Underachievers (Eastern Exposure 3) (1996)
Company: Dan Wolfe
Before you saw Underachievers, you and your friends skated small boards and wheels. After, at least a couple of you set up 8.25-inch decks with 58-millimeter Nicotines and learned wallrides and pole jams. And that's when you realized you would never skate your city with the speed and power with which Ricky killed Philadelphia.