Dean Winters
Biography
Dean Winters (born July 20, 1964) is an American actor, who is known for his roles as Bobby on the YouTube series Wayne, Detective Brian Cassidy on Law & Order: SVU, Detective Russ Agnew on Battle Creek, 'The Vulture' Detective Pembroke on Brooklyn Nine-Nine, Charley Dixon on FOX's Terminator: The Sarah Connor Chronicles, Dennis Duffy on NBC's 30 Rock, Johnny Gavin on FX's Rescue Me, Ryan O'Reily on HBO's Oz. He also portrays "Mayhem" in Allstate commercials.
Actor Dean Winters on working for director Spike Lee: ‘Best summer of my life’
VideoKnown For
TV
Law & Order: Special Victims Unit
Brian Cassidy
1999
TV
American Dad!
(voice)
2005
TV
CSI: Miami
Raymond Caine
2002
TV
Saturday Night Live
Ryan O'Reily (uncredited)
1975
TV
Law & Order: Criminal Intent
Mike Stoat
2001
TV
NYPD Blue
Larry
1993
TV
Brooklyn Nine-Nine
Keith 'The Vulture' Pembroke
2013
TV
Last Week Tonight with John Oliver
Brett
2014
TV
30 Rock
Dennis Duffy
2006
TV
Sex and the City
John McFadden
1998
TV
Homicide: Life on the Street
Tom Marans
1993
TV
Rescue Me
Johnny Gavin
2004
TV
Oz
Ryan O'Reily
1997
TV
Third Watch
Bill Stram
1999
TV
Terminator: The Sarah Connor Chronicles
Charley Dixon
2008
TV
Unbreakable Kimmy Schmidt
Bunny (voice)
2015
TV
American Gods
Mr. Town
2017
TV
Millennium
Mr. Crocell
1996
TV
Millennium
Michael Lanyard (joven)
1996
TV
New York Undercover
Paul Delaney
1994
Filmography
2026TVThe Fall and Rise of Reggie Dinkinsas "FDNY: Chicago" Star2025FilmEenie Meanieas Mikey2025FilmHighest 2 Lowestas Det. Higgins2025FilmI Am Luke Perryas Self2024FilmJustice League: Crisis on Infinite Earths Part Threeas Captain Storm (voice)2024FilmZoas Ryan O'Reily2024FilmChuck Zito: An American Storyas Self2024TVMonsieur Spadeas Father Morgan2023FilmThe Out-Lawsas Vince Millen2022TVSo Help Me Toddas Dick Frank2022TVJoe vs Caroleas Jeff Lowe2021FilmChristmas vs The Waltersas Brian Walters2021FilmDC Showcase: The Losersas Capt. Storm (voice)2021TVGirls5evaas Nick2021FilmPalmeras Jerry2020FilmLost Girlsas Dean Bostick2019TVCity on a Hillas Ralph Hook2019FilmFraming John DeLoreanas John Valestra2019TVWayneas Bobby2018FilmA Civilized Lifeas Conway2018FilmAfter Everythingas Blake2018FilmFather of the Yearas Geoff2017FilmRough Nightas Detective Frazier2017TVAmerican Godsas Mr. Town2017TVRapunzel's Tangled Adventureas Andrew (voice)2016TVBerlin Stationas Birdman2016TVDivorceas Tony Silvercreek2016FilmTeenage Mutant Ninja Turtles: Out of the Shadowsas Bartender2015TVUnbreakable Kimmy Schmidtas Bunny (voice)2015TVBattle Creekas Detective Russ Agnew2015FilmDon't F*#% With John Wickas Self2015FilmJohn Wick: NYC Noiras Self2014FilmJohn Wickas Avi2014FilmDon Peyoteas Gun Dealer2014TVLast Week Tonight with John Oliveras Brett2013TVDream Schoolas Self - Life Skills Teacher/Self - Actor and Allstate 'Mayhem'2013TVBrooklyn Nine-Nineas Keith 'The Vulture' Pembroke2013FilmThe Devil You Knowas Jake Kelly2012FilmThe Worstas Nick2011TVUp All Nightas Casey Brinkley2009FilmSplinterheadsas Reggie2009FilmToday's Specialas Steve2009FilmWinter of Frozen Dreamsas Ken Curtis2008TVLife on Marsas Vic Tyler2008TVTerminator: The Sarah Connor Chroniclesas Charley Dixon2007FilmP.S. I Love Youas Tom2006TV30 Rockas Dennis Duffy2005FilmBrooklyn Boundas Danny2005TVAmerican Dad!as (voice)2005FilmBristol Boysas Randy2004FilmLove Romeas Dean2004TVRescue Meas Johnny Gavin2004FilmStrip Searchas Ned McGrath2002FilmHellraiser: Hellseekeras Trevor Gooden2002TVCSI: Miamias Raymond Caine2002TVThe Twilight Zoneas Gordon2001FilmBullet in the Brainas Bank Robber2001TVLaw & Order: Criminal Intentas Mike Stoat2001FilmSnipesas Bobby Starr2001FilmStarwater2000TVDeadlineas Des Lonegan1999TVThird Watchas Bill Stram1999TVLaw & Order: Special Victims Unitas Brian Cassidy1999FilmUndercover Angelas Harrison Tyler1998TVSex and the Cityas John McFadden1997FilmLifebreathas Chrystie's Lover1997FilmConspiracy Theoryas Cleet1997TVOzas Ryan O'Reily1996TVMillenniumas Mr. Crocell1996FilmFirehouseas Nick Wilkinson1994TVNew York Undercoveras Paul Delaney1993TVNYPD Blueas Larry1993TVHomicide: Life on the Streetas Tom Marans1975TVSaturday Night Liveas Ryan O'Reily (uncredited)—FilmOld Soul