Hewitt was honorary team manager of three consecutive Olympic gold medal winning hockey teams, the Winnipeg Falcons (1920), Toronto Granites (1924), and Toronto Varsity Grads (1928). He was also referee of the first Olympic hockey game, Sweden's 8-0 victory over Belgium at the 1920 Olympic Games. In 1924, he lost a coin toss to American William S. Haddock to determine who would be second vice-president of the International Ice Hockey Federation.