After those pivotal first projects, Dov was cast as the lead role 'Nick Burns' in the 1996 Broadway production A Thousand Clowns alongside actor Judd Hirsch. After returning to Toronto, his name began circulating as he worked his way further into the film industry, starring in the lead roles of both Little Men and Cheaters. In 2003 he won a Leo Award for Best Supporting Male Performance in Flower & Garnet (2002).