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Ice Hockey Biography

Max Bentley

“Dipsy/Bentley”

Canadian flag Canadian · Delisle, Saskatchewan · Born 1 March 1920 · Died 1984-01-19

Centre
FSP GOAT Score40/100Algorithmic rating based on titles, records & career stats

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Max Bentley was a Hockey Hall of Fame centre celebrated for his stickhandling, winning the Art Ross and Hart trophies with Chicago before winning three Stanley Cups with the Toronto Maple Leafs.

Maxwell Herbert Lloyd Bentley was born in Delisle, Saskatchewan in 1920. He won two Art Ross Trophies as scoring champion (1946, 1947) and the Hart Trophy as MVP in 1946 with the Chicago Black Hawks. He was then involved in one of the most famous trades in NHL history — traded to Toronto in November 1947 for five players, one of the largest trades in league history to that point. He won two Stanley Cup championships with the Toronto Maple Leafs (1948, 1949). He was inducted into the Hockey Hall of Fame in 1966. His nickname the Dipsy Doodle Dandy from Delisle reflected his creative stickhandling and skating style — he was considered the most entertaining individual puck-handler of the mid-1940s. His brother Doug Bentley also played in the NHL. The Bentley brothers were part of Chicago's Pony Line with Bill Mosienko — one of the most celebrated lines of the era.

Famous For

Hall of Fame centre known as the 'Dipsy-Doodle Dandy from Delisle'

Playing Style

How They Played

Bentley was celebrated for his extraordinary stickhandling skills and creative playmaking ability. Despite his relatively small stature, he possessed exceptional vision on the ice and could thread passes through the tightest spaces. His elusive skating style and ability to control the puck made him extremely difficult to check.

Legacy

Lasting Impact

Bentley is remembered as one of the most skilled and creative centers of his era, helping establish the template for the modern playmaking center. His individual brilliance and team success cemented his place among hockey's all-time greats.

Honours & Achievements

Career Honours

  • Hockey Hall of Fame (1966)
  • 3x Stanley Cup champion (1947, 1948, 1949)
  • Art Ross Trophy (1946)
  • Hart Trophy (1946)
  • Lady Byng Trophy (1943)
Team Career
Team Period GP Goals
Chicago Black Hawks1940–1947290136
Toronto Maple Leafs1947–195331073
New York Rangers1953–1954204
Career Journey

Timeline

1940 📌 Professional debut with Chicago Blackhawks
1946 🥇 Won Hart Memorial Trophy as NHL MVP
1947 🥇 Won Art Ross Trophy as NHL scoring champion
1947 🏆 Won Stanley Cup with Chicago Blackhawks
1947 📌 Traded to Toronto Maple Leafs with Doug Bentley
1948 🏆 Won Stanley Cup with Toronto Maple Leafs
1949 🏆 Won Stanley Cup with Toronto Maple Leafs
1954 📌 Retired from professional hockey
FAQ

Frequently Asked Questions

2 common questions about Max Bentley

Max Bentley played for: Chicago Black Hawks, Toronto Maple Leafs, New York Rangers.

Max Bentley played as a Centre.