After working as an on-ice official for a few years, he became head coach of the Hamilton Tigers for one season. When the Boston Bruins were created in 1924, Ross was hired as the first coach and general manager of the team. He would go on to coach the team four different times 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 coached the team to one of the Stanley Cup victories. After he was hired by the Bruins, Ross, along with his wife and two sons, moved to a city near Boston, and became an American citizen in 1938. He died near Boston in 1964.