The Zero video Thrill Of It All (1997) featured Jamie's attempt at what would be coined "The Leap Of Faith", an ollie grab down an 18-foot, 8-inch drop over a handrail at Point Loma High School in San Diego, California. His board snapped upon impact. Although Jamie never successfully landed the trick, the sheer size of the Leap of Faith made his attempt instantly famous.
Thomas was a playable character in the first five Tony Hawk video games, but Tony Hawk's Underground was the last game he was featured in.
He is the owner and president of Black Box Distribution, the parent company of Zero Skateboards, Mystery Skateboards, Fallen Footwear and $lave Skateboards. In 2006 he won a regional "Entrepreneur of the Year" award from Ernst & Young