Winkler started his professional hockey career with the Edmonton Eskimos of the Western Canada Hockey League in 1922. He would also play with the Calgary Tigers. In 1926, he moved to the New York Rangers of the National Hockey League. He would also play with the Boston Bruins who acquired him from the Rangers in a cash transaction on January 17, 1927.
Winkler recorded 15 shutouts in 44 games for the 1927-28 Boston Bruins. Despite the NHL's regular season almost doubling in length from 1927–28, Winkler's mark is a single-season team record that still stands.
March 20, 1894|
Gretna, Manitoba, Canada
May 29, 1956 (aged 62)|
Winnipeg, Manitoba, Canada
|Height||5 ft 8 in (173 cm)|
|Weight||150 lb (68 kg; 10 st 10 lb)|