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-->''I'm an [[SelfDemonstratingArticle article]] on Website/TVTropes, and I'm full of [[Administrivia/{{Wick}} Wicks]]. You've been on a WikiWalk for [[JustForFun/TVTropesWillRuinYourLife seven days with no sleep]], so you just clicked on the wrong link and downloaded a ComputerVirus. And if you got cut-rate internet insurance, then not even Website/{{Wikipedia}} will save you from paying for this. [[{{Advertising So get Allstate]], and be better protected from mayhem...like me.''
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-->''I'm an [[SelfDemonstratingArticle article]] on Website/TVTropes, and I'm full of [[Administrivia/{{Wick}} Wicks]]. You've been on a WikiWalk for [[JustForFun/TVTropesWillRuinYourLife seven days with no sleep]], so you just clicked on the wrong link and downloaded a ComputerVirus. And if you got cut-rate internet insurance, then not even Website/{{Wikipedia}} will save you from paying for this. [[{{Advertising [[{{Advertising}} So get Allstate]], and be better protected from mayhem...like me.''
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-->''I'm an [[SelfDemonstratingArticle article]] on Website/TVTropes, and I'm full of Administrivia/{{Wick|s}}. You've been on a WikiWalk for [[JustForFun/TVTropesWillRuinYourLife seven days with no sleep]], so you just clicked on the wrong link and downloaded a ComputerVirus. And if you got cut-rate internet insurance, then not even Website/{{Wikipedia}} will save you from paying for this. [[{{Advertising So get Allstate]], and be better protected from mayhem...like me.''
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-->''I'm an [[SelfDemonstratingArticle article]] on Website/TVTropes, and I'm full of Administrivia/{{Wick|s}}.[[Administrivia/{{Wick}} Wicks]]. You've been on a WikiWalk for [[JustForFun/TVTropesWillRuinYourLife seven days with no sleep]], so you just clicked on the wrong link and downloaded a ComputerVirus. And if you got cut-rate internet insurance, then not even Website/{{Wikipedia}} will save you from paying for this. [[{{Advertising So get Allstate]], and be better protected from mayhem...like me.''
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-->''I'm an [[SelfDemonstratingArticle article]] on Website/TVTropes, and I'm full of Administrivia/{{Wicks}} wikilinks. You've been on a WikiWalk for [[JustForFun/TVTropesWillRuinYourLife seven days with no sleep]], so you just clicked on the wrong link and downloaded a ComputerVirus. And if you got cut-rate internet insurance, then not even Website/{{Wikipedia}} will save you from paying for this. [[{{Advertising So get Allstate]], and be better protected from mayhem...like me.''
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-->''I'm an [[SelfDemonstratingArticle article]] on Website/TVTropes, and I'm full of Administrivia/{{Wicks}} wikilinks.Administrivia/{{Wick|s}}. You've been on a WikiWalk for [[JustForFun/TVTropesWillRuinYourLife seven days with no sleep]], so you just clicked on the wrong link and downloaded a ComputerVirus. And if you got cut-rate internet insurance, then not even Website/{{Wikipedia}} will save you from paying for this. [[{{Advertising So get Allstate]], and be better protected from mayhem...like me.''
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-->''I'm an [[SelfDemonstratingArticle article]] on Website/TVTropes, and I'm full of Administrivia/{{Wicks}} wikilinks. You've been on a WikiWalk for [[JustForFun/TVTropesWillRuinYourLife seven days with no sleep]], so you just clicked on the wrong link and downloaded a ComputerVirus. And if you got cut-rate internet insurance, then not even Website/{{Wikipedia}} will save you from paying for this. [[{{Advertising So get Allstate]], and be better protected from mayhem...like me.''
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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/dean_winters.jpg]]
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* ''[[Film/TheOutLaws2023 The Out-Laws]]'' (2023) as Vince Millen
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This is no longer a page. Please do not link examples to it
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* ActorExistenceFailure: Narrowly averted in 2009 when he suffered a bacterial infection that reached his heart, and he suffered cardiac arrest at his doctor's office. While he was revived, the infection would result in severe complications resulting in gangrene, requiring ten surgeries and costing him two toes and part of a thumb.
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* ActorExistenceFailure: Narrowly averted in 2009 when he suffered a bacterial infection that reached his heart, and he suffered cardiac arrest at his doctor's office. While he was revived, the infection would result in severe complications resulting in gangrene, requiring ten surgeries and costing him two toes and part of a thumb.
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His brother is actor Creator/ScottWilliamWinters.
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* ''Series/{{Millennium}}'' (1997-1999) as young Michael Lanyard[=/=]Mr. Crocell
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* ''Series/{{Millennium}}'' ''Series/Millennium1996'' (1997-1999) as young Michael Lanyard[=/=]Mr. Crocell
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* ''Series/{{The Twilight Zone|2002}} (2002) as Gordon
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* ''Series/{{The Twilight Zone|2002}} Zone|2002}}'' (2002) as Gordon
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* ''Series/UpAllNight
* ''Series/BrooklynNineNine (2013-2019) as Keith Pembroke
* ''Series/BrooklynNineNine (2013-2019) as Keith Pembroke
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* ''Series/UpAllNight
* ''Series/BrooklynNineNine''Series/BrooklynNineNine'' (2013-2019) as Keith Pembroke
* ''Series/BrooklynNineNine
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feel free to add more roles as see fit; i'm mostly just copying the Wikipedia page but only adding entries on works that have TVT pages.
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Dean Winters (born July 20, 1964 in New York City, New York) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', ''Series/BrooklynNineNine'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.
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Dean Winters (born July 20, 1964 in New York City, New York) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}.''Series/{{Oz}}''. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', ''Series/BrooklynNineNine'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.commercials.
!!His film roles include:
* ''Film/ConspiracyTheory'' (1997) as Cleet (film debut)
* ''Film/HellraiserHellseeker'' (2002) as Trevor
* ''Film/PSILoveYou'' (2007) as Tom
* ''Film/JohnWick'' (2014) as Avi
* ''Film/TeenageMutantNinjaTurtlesOutOfTheShadows'' (2016) as Bartender
* ''Film/RoughNight'' (2017) as Detective Frazier
!!His TV and serial roles include:
* ''Series/NYPDBlue'' (1996) as Larry
* ''Series/{{Millennium}}'' (1997-1999) as young Michael Lanyard[=/=]Mr. Crocell
* ''Series/{{Oz}}'' (1997-2003) as Ryan O'Reily
* ''Series/LawAndOrderSpecialVictimsUnit'' (1999-2019) as Brian Cassidy
* ''Series/ThirdWatch'' (2002) as Bill Stram
* ''Series/{{The Twilight Zone|2002}} (2002) as Gordon
* ''Series/RescueMe'' (2004-2011) as Johnny Gavin
* ''Series/CSIMiami'' (2005) as Raymond Caine
* ''Series/ThirtyRock'' (2006-2012) as Dennis Duffy
* ''Series/LawAndOrderCriminalIntent'' (2008) as Mike Stoat
* ''Series/TerminatorTheSarahConnorChronicles'' (2008-2009) as Charley Dixon
* ''Series/UpAllNight
* ''Series/BrooklynNineNine (2013-2019) as Keith Pembroke
* ''WesternAnimation/AmericanDad'' (2014) as Edward
* ''Series/BattleCreek'' (2015) as Russ Agnew
* ''Series/UnbreakableKimmySchmidt'' (2016) as Bunny
* ''WesternAnimation/TangledTheSeries'' (2017-2019) as Andrew
* ''Series/BerlinStation'' (2019) as Birdman
* ''Series/{{Wayne}}'' (2019) as Daddy[=/=]Bobby Lucetti
* ''Series/AmericanGods'' (2019) as Mr. Town
----
!!Tropes related to him:
* TypeCasting: Many of his roles are detectives in police procedural and crime drama shows.
!!His film roles include:
* ''Film/ConspiracyTheory'' (1997) as Cleet (film debut)
* ''Film/HellraiserHellseeker'' (2002) as Trevor
* ''Film/PSILoveYou'' (2007) as Tom
* ''Film/JohnWick'' (2014) as Avi
* ''Film/TeenageMutantNinjaTurtlesOutOfTheShadows'' (2016) as Bartender
* ''Film/RoughNight'' (2017) as Detective Frazier
!!His TV and serial roles include:
* ''Series/NYPDBlue'' (1996) as Larry
* ''Series/{{Millennium}}'' (1997-1999) as young Michael Lanyard[=/=]Mr. Crocell
* ''Series/{{Oz}}'' (1997-2003) as Ryan O'Reily
* ''Series/LawAndOrderSpecialVictimsUnit'' (1999-2019) as Brian Cassidy
* ''Series/ThirdWatch'' (2002) as Bill Stram
* ''Series/{{The Twilight Zone|2002}} (2002) as Gordon
* ''Series/RescueMe'' (2004-2011) as Johnny Gavin
* ''Series/CSIMiami'' (2005) as Raymond Caine
* ''Series/ThirtyRock'' (2006-2012) as Dennis Duffy
* ''Series/LawAndOrderCriminalIntent'' (2008) as Mike Stoat
* ''Series/TerminatorTheSarahConnorChronicles'' (2008-2009) as Charley Dixon
* ''Series/UpAllNight
* ''Series/BrooklynNineNine (2013-2019) as Keith Pembroke
* ''WesternAnimation/AmericanDad'' (2014) as Edward
* ''Series/BattleCreek'' (2015) as Russ Agnew
* ''Series/UnbreakableKimmySchmidt'' (2016) as Bunny
* ''WesternAnimation/TangledTheSeries'' (2017-2019) as Andrew
* ''Series/BerlinStation'' (2019) as Birdman
* ''Series/{{Wayne}}'' (2019) as Daddy[=/=]Bobby Lucetti
* ''Series/AmericanGods'' (2019) as Mr. Town
----
!!Tropes related to him:
* TypeCasting: Many of his roles are detectives in police procedural and crime drama shows.
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!Notable Roles
{{Oz}} as Ryan O'Reily 1997-2003
!Notable Roles
{{Oz}} as Ryan O'Reily 1997-2003
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!Notable Roles
{{Oz}} as Ryan O'Reily 1997-2003
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{{Oz}} as Ryan O'Reily 1997-2003
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----
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----
!Notable Roles
{{Oz}} as Ryan O'Reily 1997-2003
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Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', ''Series/BrooklynNineNine'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.
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Dean Winters (born July 20, 1964) 1964 in New York City, New York) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', ''Series/BrooklynNineNine'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.
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Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', ''Series/BrooklynNineNine'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.
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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/dean_winters.jpg]]
Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', ''Series/BrooklynNineNine'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurancecommercials.commercials.
----
Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', ''Series/BrooklynNineNine'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance
----
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Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.
to:
Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on ''Series/RescueMe'', ''Series/ThirtyRock'', ''Series/BrooklynNineNine'', and ''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.
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Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on Series/RescueMe, Series/ThirtyRock and Series/LawAndOrderSpecialVictimsUnit. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.
to:
Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on Series/RescueMe, Series/ThirtyRock ''Series/RescueMe'', ''Series/ThirtyRock'', and Series/LawAndOrderSpecialVictimsUnit.''Series/LawAndOrderSpecialVictimsUnit''. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.
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Dean Winters (born July 20, 1964) is an American actor perhaps best known for his starring role as the manipulative, Irish-American career criminal Ryan O'Reily on the critically acclaimed prison drama Series/{{Oz}}. He's also recognisable for regular and recurring roles on Series/RescueMe, Series/ThirtyRock and Series/LawAndOrderSpecialVictimsUnit. He can also be seen as the character "Mayhem" in a series of Allstate Insurance commercials.