McCullough was born in Philadelphia, Pennsylvania in 1979. He initially attended college in California before attending Rutgers University, where he majored in English. After graduating from college in 2001, McCullough moved to Brooklyn, New York where he began to pursue a career in comedy. In 2007, McCullough participated in the Just for Laughs comedy festival in Montreal, Quebec, Canada and appeared on an episode of the Comedy Central television series Live at Gotham hosted by Robert Schimmel. McCullough has performed at the Comedy Cellar, …