The world knows Stephen Glover as Steve-O, a daredevil famous for his stunts with the Jackass crew on MTV, a spin-off series Wildboyz, and four Jackass movies. It’s landed him on Dancing with the Stars and a Comedy Central Roast. When I met Steve-O in 2010, he was newly clean and sober and pursuing a second life as a stand-up comedian. We reconnected in the summer of 2020 over Zoom in two separate conversations. We talked about getting mentored in comedy by Dane Cook, how he joined the ranks of touring stand-up comedians almost immediately because of his celebrity, and had to figure out how to give everything he had to make it work. We also discuss the Ringling Brothers Barnum & Bailey Clown College (he studied there, while I didn’t get accepted), his relationship with his father, and his new comedy special, Gnarly, which is available now through his website at steveo.com. So let’s get to it!