Born in Shrewsbury, Massachusetts, he is a comedian, actor, and filmmaker known for his storytelling style. He gained recognition with his one-man shows, including "Sleepwalk with Me," which he later adapted into a successful film. He continued to explore personal themes with shows like "My Girlfriend's Boyfriend" and "Thank God for Jokes." Apart from stand-up, he has appeared in films such as "Trainwreck" and "Don't Think Twice," and has contributed to NPR's "This American Life."