In the 1967–68 season, Olmstead served as coach of the expansion Oakland Seals. Olmstead played in the Stanley Cup final in 11 of his 14 seasons in the NHL, winning it five times. He won it four times with Montreal, in 1953, 1956, 1957, 1958, and once with Toronto, in 1962, which was his last season. He was inducted into the Hockey Hall of Fame in 1985.\n', '

Olmstead was born in Sceptre, Saskatchewan, a small village with a population of less than 200, in southwestern Saskatchewan. In 1944, at the age of 18, he moved to Moose Jaw, Saskatchewan, to play junior hockey. In his first year, Olmstead and the Moose Jaw Canucks challenged for the Memorial Cup, after finishing the playoffs with a 15–1 record. They were unsuccessful in the series against the St. Michael\'s Majors. Olmstead had 10 goals and eight assists in the 17 playoff games he played. He played another season in Moose Jaw, before being assigned to the Kansas City Pla-Mors of the United States Hockey League (USHL) by the Chicago Black Hawks.\n', '

Olmstead played three full seasons for Kansas City, and part of another, later in 1950, for the Milwaukee Sea Gulls. In the 1946–47 season, Olmstead joined the Pla-Mors, finishing the season with 42 points in 60 games. In 1948–49, the Canadiens, who had originally sponsored him and owned his rights, traded him to the Chicago Black Hawks. The same season, Olmstead made his NHL debut, called up after scoring 33 goals and 44 assists, for 77 points, in 52 games with the Pla-Mors. He played nine games for the Black Hawks and collected two assists. Olmstead played the entire following season for the Black Hawks, appearing in 70 games and scoring 20 goals.\n', '

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