He was a partner in the law firm of Winkler, Filion & Wakely and practiced labour law on behalf of management. He was appointed to the Ontario Court of Justice (General Division) in 1993 and appointed Regional Senior Judge for Toronto Region in March 2004.
As a member of the law firm Winkler, Filion & Wakely, he focused on labour law representing management's interests. In 1993, he was appointed to the Ontario Court of Justice (General Division), and two years later, in March 2004, he became Regional Senior Judge for Toronto Region.