Oliver was a member of the Winnipeg Monarchs, a junior hockey team, before joining the professional ranks. He made his professional debut with the Saskatoon Sheiks of the Western Canada Hockey League (WCHL) in 1922. He was an immediate success, scoring 24 goals in his first season. He continued to be a prolific scorer in the WCHL, and he was named to the league's First All-Star Team in 1925.
In 1927, Oliver joined the Detroit Cougars of the National Hockey League (NHL). He was an important part of the team, and he was named to the NHL's First All-Star Team in 1929. He was traded to the Boston Bruins in 1930, and he continued to be a top scorer in the NHL. He was named to the NHL's Second All-Star Team in 1931 and 1932.
Oliver was traded to the New York Americans in 1933, and he continued to be a top scorer in the NHL. He was named to the NHL's Second All-Star Team in 1934 and 1935. He retired from professional hockey in 1937, having scored a total of 164 goals in his career.
Harry Oliver was an outstanding hockey player who had a successful career in the NHL. He was known for his speed and agility on the ice, and he was a prolific scorer. He was named to the NHL's First and Second All-Star Teams multiple times, and he retired from professional hockey in 1937 having scored a total of 164 goals.
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