Maxwell scored three goals and two assists for the Monarchs in the 1913–14 season as the team won the city and provincial championships. By virtue of the title, the team was granted possession of the Allan Cup, emblematic of Canada's national senior-amateur championship. The team initially refused to defend the trophy against a challenge by the Kenora Thistles after the Cup's trustees ruled Dick Irvin ineligible. Facing the possibility of having to play with only six players against Kenora's seven, the Monarchs threatened to default. The game, held March 11, 1914, was ultimately played and Maxwell's speed and skating helped lead the Monarchs to a 6–2 victory. The team was unable to defend the trophy against a second challenge, played two nights later against the Regina Victorias. Maxwell scored a goal in a 5–4 defeat.