Dean Winters
Acting
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.
TV Shows(34)
The Fall and Rise of Reggie Dinkins
"FDNY: Chicago" Star
2026
Monsieur Spade
Father Morgan
2024
So Help Me Todd
Dick Frank
2022
Joe vs Carole
Jeff Lowe
2022
Girls5eva
Nick
2021
City on a Hill
Ralph Hook
2019
Wayne
Bobby
2019
American Gods
Mr. Town
2017
Rapunzel's Tangled Adventure
Andrew (voice)
2017
Berlin Station
Birdman
2016
Divorce
Tony Silvercreek
2016
Unbreakable Kimmy Schmidt
Bunny (voice)
2015
Battle Creek
Detective Russ Agnew
2015
Last Week Tonight with John Oliver
Brett
2014
Brooklyn Nine-Nine
Keith 'The Vulture' Pembroke
2013
Up All Night
Casey Brinkley
2011
Life on Mars
Vic Tyler
2008
Terminator: The Sarah Connor Chronicles
Charley Dixon
2008
30 Rock
Dennis Duffy
2006
American Dad!
(voice)
2005
Rescue Me
Johnny Gavin
2004
CSI: Miami
Raymond Caine
2002
The Twilight Zone
Gordon
2002
Law & Order: Criminal Intent
Mike Stoat
2001
Deadline
Des Lonegan
2000
Third Watch
Bill Stram
1999
Law & Order: Special Victims Unit
Brian Cassidy
1999
Sex and the City
John McFadden
1998
Oz
Ryan O'Reily
1997
Millennium
Mr. Crocell
1996
New York Undercover
Paul Delaney
1994
NYPD Blue
Larry
1993
Homicide: Life on the Street
Tom Marans
1993
Saturday Night Live
Ryan O'Reily (uncredited)
1975
Movies(38)
Eenie Meanie
Mikey
2025
Highest 2 Lowest
Det. Higgins
2025
I Am Luke Perry
Self
2025
Justice League: Crisis on Infinite Earths Part Three
Captain Storm (voice)
2024
Zo
Ryan O'Reily
2024
Chuck Zito: An American Story
Self
2024
The Out-Laws
Vince Millen
2023
Christmas vs The Walters
Brian Walters
2021
DC Showcase: The Losers
Capt. Storm (voice)
2021
Palmer
Jerry
2021
Lost Girls
Dean Bostick
2020
Framing John DeLorean
John Valestra
2019
A Civilized Life
Conway
2018
After Everything
Blake
2018
Father of the Year
Geoff
2018
Rough Night
Detective Frazier
2017
Teenage Mutant Ninja Turtles: Out of the Shadows
Bartender
2016
Don't F*#% With John Wick
Self
2015
John Wick
Avi
2014
Don Peyote
Gun Dealer
2014
The Devil You Know
Jake Kelly
2013
The Worst
Nick
2012
Splinterheads
Reggie
2009
Today's Special
Steve
2009
Winter of Frozen Dreams
Ken Curtis
2009
P.S. I Love You
Tom
2007
Brooklyn Bound
Danny
2005
Bristol Boys
Randy
2005
Love Rome
Dean
2004
Strip Search
Ned McGrath
2004
Hellraiser: Hellseeker
Trevor Gooden
2002
Bullet in the Brain
Bank Robber
2001
Snipes
Bobby Starr
2001
Starwater
2001
Undercover Angel
Harrison Tyler
1999
Lifebreath
Chrystie's Lover
1997
Conspiracy Theory
Cleet
1997
Firehouse
Nick Wilkinson
1996