 He served as Second City Toronto's artistic director from 2003–2004.In 2005, he made his Broadway debut starring as “Man in Chair” in the musical "The Drowsy Chaperone", which he co-wrote with Don McKellar (book), and Lisa Lambert and Greg Morrison (music and lyrics).He was nominated for the Tony Award for Best Actor in a Musical and won the Tony Award for Best Book of a Musical with Don McKellar.