He began his career starring in the Canadian teen soap opera Hillside and had minor roles before landing the role of Michael Bergen on the sitcom Two Guys and a Girl between 1998 and 2001. Reynolds then starred in a range of films, including comedies such as National Lampoon's Van Wilder, Waiting. . . , and The Proposal. He also performed in dramatic roles in Buried, Woman in Gold, and Life, and starred in action films such as Blade: Trinity, Green Lantern, and Safe House.