Dean Winters

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.

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Known For

Law & Order: Special Victims Unit

1999 • as Brian Cassidy

Saturday Night Live

1975 • as Self - Cameo (uncredited)

Last Week Tonight with John Oliver

2014 • as Brett

American Dad!

2005 • as (voice)

CSI: Miami

2002 • as Raymond Caine

Law & Order: Criminal Intent

2001 • as Mike Stoat

Filmography

2025

Highest 2 Lowest

Movie - Released: 5/19/2025

I Am Luke Perry

as Self

Movie - Released: 3/1/2025

2024

Justice League: Crisis on Infinite Earths Part Three

as Captain Storm (voice)

Movie - Released: 7/15/2024

as Ryan O'Reily

Movie - Released: 5/1/2024

Chuck Zito: An American Story

as Self

Movie - Released: 5/1/2024

Monsieur Spade

as Father Morgan

TV - Released: 1/14/2024

2023

The Out-Laws

as Vince Millen

Movie - Released: 7/7/2023

2022

Joe vs Carole

as Jeff Lowe

TV - Released: 3/3/2022

So Help Me Todd

as Dick Frank

TV - Released: 9/29/2022

2021

Christmas vs The Walters

as Brian Walters

Movie - Released: 11/5/2021

Palmer

as Jerry

Movie - Released: 1/28/2021

DC Showcase: The Losers

as Capt. Storm (voice)

Movie - Released: 6/22/2021

Girls5eva

as Nick

TV - Released: 5/6/2021

2020

Lost Girls

as Dean Bostick

Movie - Released: 1/28/2020

2019

Framing John DeLorean

as John Valestra

Movie - Released: 6/7/2019

Wayne

as Bobby

TV - Released: 1/16/2019

City on a Hill

as Ralph Hook

TV - Released: 6/16/2019

2018

After Everything

as Blake

Movie - Released: 10/12/2018

Father of the Year

as Geoff

Movie - Released: 7/20/2018

A Civilized Life

as Conway

Movie - Released: 11/1/2018

2017

Rough Night

as Detective Frazier

Movie - Released: 6/15/2017

Rapunzel's Tangled Adventure

as Andrew (voice)

TV - Released: 3/24/2017

American Gods

as Mr. Town

TV - Released: 4/30/2017

2016

Teenage Mutant Ninja Turtles: Out of the Shadows

as Bartender

Movie - Released: 6/1/2016

Divorce

as Tony Silvercreek

TV - Released: 10/9/2016

Berlin Station

as Birdman

TV - Released: 10/16/2016

2015

Don't F*#% With John Wick

as Self

Movie - Released: 2/3/2015

Battle Creek

as Detective Russ Agnew

TV - Released: 3/1/2015

Unbreakable Kimmy Schmidt

as Bunny (voice)

TV - Released: 3/6/2015

2014

Don Peyote

as Gun Dealer

Movie - Released: 5/1/2014

John Wick

as Avi

Movie - Released: 10/22/2014

Last Week Tonight with John Oliver

as Brett

TV - Released: 4/27/2014

2013

The Devil You Know

as Jake Kelly

Movie - Released: 7/9/2013

Brooklyn Nine-Nine

as Keith 'The Vulture' Pembroke

TV - Released: 9/17/2013

2012

Movie

The Worst

as Nick

Movie - Released: 1/1/2012

2011

Up All Night

as Casey Brinkley

TV - Released: 9/14/2011

2009

Winter of Frozen Dreams

as Ken Curtis

Movie - Released: 6/1/2009

Splinterheads

as Reggie

Movie - Released: 11/6/2009

Today's Special

as Steve

Movie - Released: 10/14/2009

2008

Terminator: The Sarah Connor Chronicles

as Charley Dixon

TV - Released: 1/13/2008

Life on Mars

as Vic Tyler

TV - Released: 10/9/2008

2007

P.S. I Love You

as Tom

Movie - Released: 11/15/2007

2006

30 Rock

as Dennis Duffy

TV - Released: 10/11/2006

2005

Bristol Boys

as Randy

Movie - Released: 1/1/2005

Brooklyn Bound

as Danny

Movie - Released: 4/14/2005

American Dad!

as (voice)

TV - Released: 2/6/2005

2004

Strip Search

as Ned McGrath

Movie - Released: 4/27/2004

Love Rome

as Dean

Movie - Released: 11/9/2004

Rescue Me

as Johnny Gavin

TV - Released: 7/21/2004

2002

Hellraiser: Hellseeker

as Trevor Gooden

Movie - Released: 10/15/2002

CSI: Miami

as Raymond Caine

TV - Released: 9/23/2002

The Twilight Zone

as Gordon

TV - Released: 9/18/2002

2001

Snipes

as Bobby Starr

Movie - Released: 9/13/2001

Movie

Starwater

Movie - Released: 1/1/2001

Bullet In The Brain

as Bank Robber

Movie - Released: 10/24/2001

Law & Order: Criminal Intent

as Mike Stoat

TV - Released: 9/30/2001

2000

Deadline

as Des Lonegan

TV - Released: 10/2/2000

1999

Undercover Angel

as Harrison Tyler

Movie - Released: 5/16/1999

Third Watch

as Bill Stram

TV - Released: 9/23/1999

Law & Order: Special Victims Unit

as Brian Cassidy

TV - Released: 9/20/1999

1998

Sex and the City

as John McFadden

TV - Released: 6/6/1998

1997

Movie

FireHouse

as Nick Wilkinson

Movie - Released: 1/1/1997

Lifebreath

as Chrystie's Lover

Movie - Released: 11/7/1997

Conspiracy Theory

as Cleet

Movie - Released: 8/8/1997

as Ryan O'Reily

TV - Released: 7/12/1997

1996

Millennium

as Mr. Crocell

TV - Released: 10/25/1996

Millennium

as Young Michael Lanyard

TV - Released: 10/25/1996

1994

New York Undercover

as Paul Delaney

TV - Released: 9/8/1994

1993

Homicide: Life on the Street

as Tom Marans

TV - Released: 1/31/1993

NYPD Blue

as Larry

TV - Released: 9/21/1993

1975

Saturday Night Live

as Self - Cameo (uncredited)

TV - Released: 10/11/1975

Unknown

Street Justice

as Patrick Hannigan

Movie