Well, I guess that answers that when the question is raised: "What if Jeff Jones would have continued skating?"
Or perhaps, 'What if Chris Gentry had taken it to the next level?"
When you need airbags to ride your skateboard (or a parahcute, net, etc.) you've crossed the line into straight circus sideshows or episodes of Ripley's Believe it or Not.
Maybe he should wear a football helmet and shoulder pads instead. He'd look right at home in them.