Career
Stewart began his career with the Calgary Stampeders, recording two tackles in two games over a two-year span. On February 24, 2009, Stewart signed as a free agent with the Winnipeg Blue Bombers and spent five seasons with the club Upon becoming a free agent again, he signed with the Hamilton Tiger-Cats on February 11, 2014.
He spent two years with the Tiger-Cats before entering free agency again and signing a two-year deal with the Lions on February 9, 2016.