A heart-stopping video captured Chris Gursky holding on for dear life after he realized he wasn’t strapped into a hang glider while on vacation in Switzerland. Just a second after takeoff from the 4,000-foot mountaintop, Gursky, 55, realized he was not attached and spent just over two minutes clinging tightly to the bar as he and the pilot of the glider sailed over trees. You’d think after an experience like that, he’d never do it again. But he does.

Tim Konrad is the founder of Unofficial Networks and a passionate skier with over two decades of experience in the ski industry. In 2006, he launched the blog from Lake Tahoe with his brother John, evolving...