Bob's first film was the multi award winning Merwinsville, which garnered the Best Editing, Best Writing and Best Experimental Film Awards at the Yorkton Short Film Festival in 1997. Merwinsville was also broadcast on CBC, PBS and Canal 22 Mexico. His subsequent films, The Resolving Door was broadcast on CBC and A Fare to Remember went on to screen at festivals in the US. The Boys Who Came To Play was nominated for Best Short Documentary at the Yorkton Short Film Festival in 2007.
Since winning a scholarship to the American Musical and Dramatic Academy in New York, Bob has gone on to star in theatrical and television features such as The Adventures of Shirley Holmes (YTV), The David Milgard Story (CTV), The Many Trials of One Jane Doe (CBC), The Crooked "E" (CBS), George Lopez Christmas Movie (ABC), 7 Times Lucky (Odeon) and Capote (MGM-UA).