Dates to 1937 ( Ross left his coaching job in 1945) when the team lost in the semi-finals against the Maple Leafs.

More on this: Arthur Howey "Art" Ross (January 13, 1885[3] – August 5, 1964) was a Canadian professional ice hockey player and executive from 1905 until 1954. Regarded as one of the best defenders of his era by his peers, he was one of the first to skate with the puck up the ice rather than pass it to a forward. He was on Stanley Cup championship teams twice in a playing career that lasted thirteen seasons; in January 1907 with the Kenora Thistles and 1908 with the Montreal Wanderers. Like other players of the time, Ross played for several different teams and leagues, and is most notable for his time with the Wanderers while they were members of the National Hockey Association (NHA) and its successor, theNational Hockey League (NHL). In 1911 he led one of the first organized player strikes over increased pay. When the Wanderers' home arena burned down in January 1918, the team ceased operations and Ross retired as a player.After several years as an on-ice official, he was named head coach of the Hamilton Tigers for one season. When theBoston Bruins were formed in 1924, Ross was hired as the first coach and general manager of the team. He would go on to coach the team on three separate occasions until 1945 and stayed as general manager until his retirement in 1954. Ross helped the Bruins finish first place in the league ten times and to win the Stanley Cup three times; Ross personally coached the team to two of those victories. After being hired by the Bruins, Ross, along with his wife and two sons, moved to a suburb of Boston, and became an American citizen in 1938. He died near Boston in 1964..

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