It's only fitting that "roi" is French for "king."That's because Hall of Famer Patrick Roy spelling not withstanding is the only player in NHL history to earn three Conn Smythe awards in his trophy room.MORE: It's hard enough Kevin Pillar Jersey to make it to multiple Stanley Cup finals, and it's even tougher for players to win multiple Conn Smythe awards. With the Stanley Cup Final MVP award handed out to players since 1965, six players have won multiple, while Brandon Crawford Jersey only Roy stands rather, sprawls above the rest with three.To take it a step further, regular season production is hardly an indicator of postseason succe s. Only three players in NHL history have won the Hart Trophy and the Conn Smythe trophy in the same year: Bobby Orr in 1970, Guy Lafleur in 1977 and some dude named Wayne Gretzky in 1985.Here's how the honor has been awarded to hockey's most clutch performers over the years:Who has won the most Conn Smythe Gaylord Perry Jersey awards?Only one player in NHL history has earned three Conn Smythe awards: Goaltender Patrick Roy, who won two while a member of the Montreal Canadiens, and a third in 2001 with the Colorado Avalanche.Several players are tied with two Conn Smythe victories:PlayerTeamYearsSidney CrosbyPittsburgh Penguins2017, 2016Mario LemieuxPittsburgh Penguins1991, 1992Wayne GretzkyEdmonton Oilers1984, 1988Bernie ParentPhiladelphia Flyers1974, 1975Bobby OrrBoston Bruins1970, 1972Conn Smythe winnersThe only year the Conn Smythe was not awarded since 1965 was in 2005 when the season was cancelled due to the NHL lockout.YearPlayerTeamPosition2021Andrei VasilevskiyTampa Bay LightningG2020Victor HedmanTampa Bay LightningD2019Ryan O'ReillySt. Louis BluesC2018Alex OvechkinWashington CapitalsLW2017Sidney CrosbyPittsburgh Mike Gerber Jersey PenguinsC2016Sidney CrosbyPittsburgh PenguinsC2015Duncan KeithChicago BlackhawksD2014Justin WilliamsLos Angeles KingsRW2013Patrick KaneChicago BlackhawksRW2012Jonathan QuickLos Angeles KingsG2011Tim ThomasBoston BruinsG2010Jonathan ToewsChicago BlackhawksC2009Evgeni MalkinPittsburgh PenguinsC2008Henrik ZetterbergDetroit Red WingsC2007Scott NiedermayerAnaheim DucksD2006Cam WardCarolina HurricanesG2005N/A*N/A*N/A2004Brad RichardsTampa Bay LightningC2003Jean-Sebastien GiguereMighty Ducks of AnaheimG2002Nicklas LidstromDetroit Red WingsD2001Patrick RoyColorado AvalancheG2000Scott StevensNew Jersey DevilsD1999Joe NieuwendykDallas StarsC1998Steve YzermanDetroit Red WingsC1997Mike VernonDetroit Red WingsG1996Joe SakicColorado AvalancheC1995Claude LemieuxNew Jersey DevilsRW1994Brian LeetchNew York RangersD1993Patrick RoyMontreal CanadiensG1992Mario LemieuxPittsburgh PenguinsC1991Mario LemieuxPittsburgh PenguinsC1990Bill RanfordEdmonton OilersG1989Al MacInnisCalgary FlamesD1988Wayne GretzkyEdmonton OilersC1987Ron HextallPhiladelphia Willie Mays Jersey FlyersG1986Patrick RoyMontreal CanadiensG1985Wayne GretzkyEdmonton OilersC1984Mark Me sierEdmonton OilersC1983Billy SmithNew York IslandersG1982Mike Bo syNew York IslandersRW1981Butch GoringNew York IslandersC1980Bryan TrottierNew York IslandersC1979Bob GaineyMontreal CanadiensLW1978Larry RobinsonMontreal CanadiensD1977Guy LafleurMontreal CanadiensRW1976Reggie LeachPhiladelphia FlyersRW1975Bernie ParentPhiladelphia FlyersG1974Bernie ParentPhiladelphia FlyersG1973Yvan CournoyerMontreal CanadiensRW1972Bobby OrrBoston BruinsD1971Ken DrydenMontreal CanadiensG1970Bobby OrrBoston BruinsD1969Serge SavardMontreal CanadiensD1968Glenn HallSt. Louis BluesG1967Dave KeonToronto Maple LeafsC1966Roger CrozierDetroit Red WingsG1965Jean BeliveauMontreal CanadiensCBy position:19 centers17 goalies11 defensemenNine wingers