Video: New World Order (1993)
Company: World Industries

In 1993, few people looked as good on a skateboard as Kareem Campbell. With his pop and style, he put his stamp on every trick he did—notably a fakie 5-0 half-Cab flip out and the concluding kickflip to fakie, which almost 20 years later remains hard to understand. And as a sign of the times, he received a whopping $100 for his efforts.