Acting

Dean Winters

Born 1964-07-20 · 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.

Credits

Newest first

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