After playing the 1922-23 season in Toronto for the Senior City League, Jesse Spring signed with the Hamilton Tigers and made his NHL debut the next season. He spent two seasons with the Tigers before the team was relocated to the New York where they became the Americans. The Amazing Amerks then "loaned" Spring to the Pittsburgh Pirates. He played one season in Pittsburgh before he was dealt to the Leafs.
Spring was dealt back to the Americans only two months later, in 1927, and was traded once again back to Pittsburgh, then back to New York before finally stopping back in Pittsburgh, where he finished his NHL career after the 1929-30 season.
The Detroit Falcons signed Spring as a free agent in 1930 but he never played a game for them. He stayed in the minors until 1932 before retiring as a player and went on to coach in the OHA.