After spending the bulk of the 1935–36 and 1936–37 seasons in the minor leagues with the Boston Cubs of the Can-Am League, Dumart made the Bruins for good in early 1937. Reunited with Schmidt and Bauer, the trio become one of the most famous lines in hockey history. Dumart – at 6'1", one of the largest wingers of his day – was the skilled checking and defensive component to the line, while contributing good scoring, and helped lead the Bruins to Stanley Cup victories in 1939 and 1941. His contributions were recognized by being named the left wing on the Second All-Star Team in both 1939–40 and 1940–41.