Dean Winters

Known for: Acting

Born: 1964-07-20 (age 61)

From: New York City, New York, USA

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.

Filmography (73)

TV★ 5.0
The Fall and Rise of Reggie Dinkins
2026
as "FDNY: Chicago" Star
MOVIE★ 6.3
Eenie Meanie
2025
as Mikey
MOVIE★ 5.5
Highest 2 Lowest
2025
as Det. Higgins
MOVIE★ 7.0
I Am Luke Perry
2025
as Self
MOVIE★ 7.2
Justice League: Crisis on Infinite Earths Part Three
2024
as Captain Storm (voice)
MOVIE★ 7.0
Zo
2024
as Ryan O'Reily
MOVIE★ 2.0
Chuck Zito: An American Story
2024
as Self
TV★ 6.2
Monsieur Spade
2024
as Father Morgan
MOVIE★ 6.0
The Out-Laws
2023
as Vince Millen
TV★ 7.3
So Help Me Todd
2022
as Dick Frank
TV★ 4.1
Joe vs Carole
2022
as Jeff Lowe
MOVIE★ 5.0
Christmas vs The Walters
2021
as Brian Walters
MOVIE★ 5.5
DC Showcase: The Losers
2021
as Capt. Storm (voice)
TV★ 5.9
Girls5eva
2021
as Nick
MOVIE★ 8.1
Palmer
2021
as Jerry
MOVIE★ 6.1
Lost Girls
2020
as Dean Bostick
TV★ 7.2
City on a Hill
2019
as Ralph Hook
MOVIE★ 6.1
Framing John DeLorean
2019
as John Valestra
TV★ 8.3
Wayne
2019
as Bobby
MOVIE
A Civilized Life
2018
as Conway
MOVIE★ 6.5
After Everything
2018
as Blake
MOVIE★ 5.4
Father of the Year
2018
as Geoff
MOVIE★ 5.7
Rough Night
2017
as Detective Frazier
TV★ 7.1
American Gods
2017
as Mr. Town
TV★ 7.3
Rapunzel's Tangled Adventure
2017
as Andrew (voice)
TV★ 7.2
Berlin Station
2016
as Birdman
TV★ 6.5
Divorce
2016
as Tony Silvercreek
MOVIE★ 6.1
Teenage Mutant Ninja Turtles: Out of the Shadows
2016
as Bartender
TV★ 7.1
Unbreakable Kimmy Schmidt
2015
as Bunny (voice)
TV★ 6.9
Battle Creek
2015
as Detective Russ Agnew
MOVIE★ 7.6
Don't F*#% With John Wick
2015
as Self
MOVIE★ 7.5
John Wick
2014
as Avi
MOVIE★ 3.8
Don Peyote
2014
as Gun Dealer
TV★ 7.8
Last Week Tonight with John Oliver
2014
as Brett
TV
Dream School
2013
as Self - Life Skills Teacher/Self - Actor and Allstate 'Mayhem'
TV★ 8.2
Brooklyn Nine-Nine
2013
as Keith 'The Vulture' Pembroke
MOVIE★ 4.3
The Devil You Know
2013
as Jake Kelly
MOVIE
The Worst
2012
as Nick
TV★ 6.0
Up All Night
2011
as Casey Brinkley
MOVIE★ 5.9
Splinterheads
2009
as Reggie
MOVIE★ 6.2
Today's Special
2009
as Steve
MOVIE★ 4.5
Winter of Frozen Dreams
2009
as Ken Curtis
TV★ 6.4
Life on Mars
2008
as Vic Tyler
TV★ 7.5
Terminator: The Sarah Connor Chronicles
2008
as Charley Dixon
MOVIE★ 7.2
P.S. I Love You
2007
as Tom
TV★ 7.5
30 Rock
2006
as Dennis Duffy
MOVIE★ 4.7
Brooklyn Bound
2005
as Danny
TV★ 7.0
American Dad!
2005
as (voice)
MOVIE★ 5.7
Bristol Boys
2005
as Randy
MOVIE★ 5.5
Love Rome
2004
as Dean
TV★ 7.6
Rescue Me
2004
as Johnny Gavin
MOVIE★ 6.2
Strip Search
2004
as Ned McGrath
MOVIE★ 5.0
Hellraiser: Hellseeker
2002
as Trevor Gooden
TV★ 7.7
CSI: Miami
2002
as Raymond Caine
TV★ 7.1
The Twilight Zone
2002
as Gordon
MOVIE★ 6.5
Bullet in the Brain
2001
as Bank Robber
TV★ 7.6
Law & Order: Criminal Intent
2001
as Mike Stoat
MOVIE★ 5.8
Snipes
2001
as Bobby Starr
MOVIE
Starwater
2001
TV★ 10.0
Deadline
2000
as Des Lonegan
TV★ 7.9
Third Watch
1999
as Bill Stram
TV★ 8.0
Law & Order: Special Victims Unit
1999
as Brian Cassidy
MOVIE★ 6.9
Undercover Angel
1999
as Harrison Tyler
TV★ 7.4
Sex and the City
1998
as John McFadden
MOVIE★ 6.2
Lifebreath
1997
as Chrystie's Lover
MOVIE★ 6.6
Conspiracy Theory
1997
as Cleet
TV★ 8.1
Oz
1997
as Ryan O'Reily
TV★ 7.7
Millennium
1996
as Mr. Crocell
MOVIE★ 3.8
Firehouse
1996
as Nick Wilkinson
TV★ 7.3
New York Undercover
1994
as Paul Delaney
TV★ 7.0
NYPD Blue
1993
as Larry
TV★ 8.1
Homicide: Life on the Street
1993
as Tom Marans
TV★ 6.9
Saturday Night Live
1975
as Ryan O'Reily (uncredited)