He started performing stand-up comedy at Canadian clubs at age 15. After over two years as a stand-up comedian, he moved to New York with his rap comedy group.
His mother, Mary, worked as a consultant while his father, Richard, worked as a computer analysis. He was married to actress Drew Barrymore from July 2001 to October 2002.
He was in the movie Road Trip, which also starred Breckin Meyer.