The Vincent Massey Trojans Football Program entered the Winnipeg High School Football League in 2009. The Trojans have two teams, with approximately 90-95 players competing in the Varsity-Potter Division and the Junior Varsity Division. The Junior Varsity team is made up of mostly grade 10 players, with a handful of grade 9 players. The Trojans' play their home games at Gary Hobson Field, the original field of the Fort Garry Lions Football Club, which is located behind Vincent Massey Collegiate.