Maxwell briefly coached in the professional ranks, with the Winnipeg Maroons of the American Hockey Association in 1927–28. The Toronto Maple Leafs attempted to sign him to coach their National Hockey League club in 1931, however team owner Conn Smythe chose to hire Dick Irvin instead after Maxwell insisted on a three-year contract. Instead, Maxwell returned to the Winnipeg Monarchs, where he led their junior team to the western Canadian championship in 1931–32. In the Memorial Cup final, Maxwell's squad lost to the eastern champion Sudbury Cub Wolves.