Bert Olmstead, the Hall of Fame left winger who played on five Stanley Cup championships teams during his 14-year NHL career, has died. He was 89.

Olmstead had 181 goals and 421 assists in 848 regular-season games for Chicago, Montreal and Toronto from 1948 to 1962. He had 16 goals and 43 assists in 115 playoff games, winning titles with the Canadiens in 1953, 1956, 1957 and 1958 and the Maple Leafs in 1962.

“The National Hockey League family mourns the passing of Bert Olmstead — a fierce competitor and a five-time champion who played in the Stanley Cup Final 11 times in his 14-season career with Chicago, Montreal and Toronto,” Commissioner Gary Bettman said in a statement. “Bert’s passion for the game earned unwavering respect from his teammates.”