Patrick Roy is the only three-time winner of the Conn Smythe Trophy, which is awarded to the NHL's playoff MVP:
1986: Won the award as a member of the Montreal Canadiens
1993: Won the award as a member of the Montreal Canadiens
2001: Won the award as a member of the Colorado Avalanche

Roy is also the only player to win the Conn Smythe Trophy while playing for two different teams. He was the youngest player to ever win the award, taking it at age 20

Goaltender Patrick Roy is the only 3-time Smythe winner and the only player to win the trophy as a member of 2 different teams (with the Canadiens in 1986 and 1993, and with the Colorado Avalanche in 2001) his wins also fall into 3 different decades.

The Conn Smythe Trophy (French: Trophée Conn-Smythe) is awarded annually to the most valuable player (MVP) of his team during the National Hockey League's (NHL) Stanley Cup playoffs.

Roy was born in Quebec City but grew up in Cap-Rouge, Quebec. His parents are Barbara (Miller) and Michel Roy.
He played in the 1977 and 1978 Quebec International Pee-Wee Hockey Tournaments on a minor ice hockey team from Quebec City, which included his brother in 1978. After playing for the local Sainte-Foy Gouverneurs, he played for the Granby Bisons of the QMJHL(Quebec Major Junior Hockey League). He then began his professional career with the Sherbrooke Canadiens of the American Hockey League (AHL).

Patrick Jacques Roy born October 5 1965 is a Canadian professional ice hockey coach, executive and former player who is the head coach for the New York Islanders of the National Hockey League (NHL).
Roy previously served as head coach for the Colorado Avalanche of the NHL, as well as the Quebec Remparts of the Quebec Major Junior Hockey League (QMJHL). In 2017, he was named one of the 100 Greatest NHL Players in history and was hailed in sports media as "king of goaltenders"

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NICKNAMED "SAINT PATRICK", ROY SPLIT HIS PLAYING CAREER IN THE NATIONAL HOCKEY LEAGUE (NHL) BETWEEN THE MONTREAL CANADIENS, WITH WHOM HE PLAYED FOR 11 YEARS, AND THE COLORADO AVALANCHE, WITH WHOM HE PLAYED FOR EIGHT YEARS. ROY WON THE STANLEY CUP FOUR TIMES DURING HIS CAREER, TWO WITH EACH FRANCHISE.

IN 2004, ROY WAS SELECTED AS THE GREATEST GOALTENDER IN NHL HISTORY BY A PANEL OF 41 WRITERS, COUPLED WITH A SIMULTANEOUS FAN POLL. ON NOVEMBER 13, 2006, ROY WAS INDUCTED INTO THE HOCKEY HALL OF FAME.[

THE CANADIENS HAVE WON THE CUP 24 TIMES, MORE THAN ANY OTHER TEAM BY FAR, AND THEIR LEGENDS FILL THE HOCKEY HALL OF FAME. BUT THEY HAVE NOT WON THE CUP SINCE ROY WAS IN NET IN 1986 AND 1993, WINNING THE CONN SMYTHE AS THE MOST VALUABLE PLAYER OF THE PLAYOFFS EACH TIME. THAT IS THEIR FRESHEST MEMORY OF GLORY.

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