Video: Welcome to Hell (1996)
Company: Toy Machine

Love it or hate it, this section set skateboarding on a different course—and not just by turning an entire generation of 13-year-olds into handrail hessians. Suddenly, a trick's merit was measured by its stair count. Yes, some of it was goofy—the Alabama native had no qualms with kicking his front foot off his board in mid-50-50—but Jamie clearly killed himself for this much-hyped part, going so far as to lipslide a banister barefoot.