Grant Gordon was a graduate of St. Andrew’s College, a prestigious university preparatory school in Ontario, Canada, and served as captain of both the hockey and football squads. He then entered the University of Toronto and became a member of their Varsity Blues junior ice hockey team in 1919. He moved to the senior level in 1920 and maintained this affiliation after joining the institution’s Osgoode Hall Law School in 1923. Following his graduation in 1926, he joined the Toronto Graduates and won the Allan Cup, given annually to the Canadian senior amateur men’s ice hockey champions, in 1927. This led to his selection as a representative for Canada in the hockey tournament at the 1928 Winter Olympics, where his nation shutout every opponent by a large margin and captured the gold medal. Gordon, however, did not participate in any games. He had one final season with the Graduates before retiring from active competition to focus on his law career in Toronto with the firm White, Bristol, Gordon, Beck, and Phipps. He was made a member of the King’s Counsel in 1944.