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The Winnipeg Blue Bombers have made the most appearances (29), while the Toronto Argonauts have won the most championships (19) and have the best record in the Grey Cup composite standings (19–6). Despite the CFL's brief U.S. expansion era in the mid-1990s , the Grey Cup has never been played outside of Canada.
In 2019, Andrew Harris was the first player to win both the Grey Cup's Most Valuable Canadian and Most Valuable Player the same year, playing for the Winnipeg Blue Bombers. The trophy was commissioned in 1909 by The Earl Grey , then Canada's governor general , who originally hoped to donate it for the country's senior amateur hockey championship.
Most consecutive wins, Grey Cup. 6 – Edmonton Eskimos (1978–1982) 3 – University of Toronto (1909–1911) 3 – Queen's University (1922–1924)
Head coaches with multiple Grey Cup wins. Head Coach Wins Years won Team(s) Lew Hayman: 5 1933, 1937, 1938, 1942, 1949:
Most consecutive Grey Cup wins. 5 ... Most Wins, season. Edmonton Eskimos 16 (1989) Toronto Argonauts 16 (2023) Calgary Stampeders 15 (1993, 1994, 1995, 2014, 2016)
Most Grey Cups Won, Player. 3 - Peter Dalla Riva 3 - Sonny Wade 3 - Gordon Judges 3 - Barry Randall 3 - Anthony Calvillo 3 - Ben Cahoon 3 - Anwar Stewart 3 - Scott Flory Most Grey Cup Appearances, Player
As of the end of the 2024 CFL season, the active head coach with the most wins is Mike O'Shea, who has 107 wins and 69 losses. Five head coaches share the record for Grey Cup championships at five: Wally Buono, Don Matthews, Frank Clair, Hugh Campbell, and Lew Hayman. [1]
Since 1950, the team has won the Grey Cup championship eight times, most recently in 1999. The Hamilton Tiger-Cats Football Club recognizes all Grey Cups won by Hamilton-based teams as part of their history, bringing their win total to 15 (the Hamilton Tigers with five, the Hamilton Flying Wildcats and Hamilton Alerts with one each). [7]