He graduated from Ryerson University’s School of Image Arts in 2007. Vandewater got his start working for Rhombus Media where he was the director, cinematographer and editor of a one-hour television documentary about the making of Paul Gross’ feature film Passchendaele (2008). The documentary, The Road to Passchendaele, premiered on Global TV, enjoying record ratings for a documentary of its kind. Vandewater is the series producer and director of the comedy quiz show, Cash Cab, starring comedian Adam Growe, which is now in its eighth season.