A product of Saskatchewan, Wintemute would be a fixture on the Winnipeg Football Club executive from the late 1940s through to the 1960s. Born in Saskatchewan, Wintemute played the game in high school and at the University of Alberta.
He attended the University of Manitoba after moving to Winnipeg and played for the Bisons from 1923-25, later coaching the team. He also served as the first president of the Manitoba Football Officials Association.
Wintemute served in World War II, retiring as a Lieutenant Colonel and as a recipient of the order of the British Empire. After the war he began work in the insurance industry while raising a family and turning his attention to helping serve the Bombers in a variety of roles.
He became a member of the club’s executive in the mid-1950s and in 1962-63 served as the team’s president.