After garnering some attention within comedy circles, Swardson was selected to perform stand-up at the U.S. Comedy Arts Festival at 20 years of age. The festival, which up to 2007 was held in Aspen, Colorado, was a yearly festival attended by entertainment insiders and was a place for comics and comedic actors to get exposure to the industry. It was once the largest comedy convention of its kind in the US and became the launch pad for many comedians and comedy writers. After Swardson's first performance at the festival comedian Tony Camin, acting as the night's MC, was quoted as saying: "There's a deal waiting to happen. I can see the TV show now: 'An Aspen Kid With Altitude.'"