Dean Winters

ActorProducer Jul 20 (age 62) New York City, New York, USA 1975–2026 (51 year career)

6.5 avg rating

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.

Known For

Film

John Wick

Avi

Film

Palmer

Jerry

Film

P.S. I Love You

Tom

Film

Oz

Ryan O'Reily

Film

Wayne

Bobby

Film

Teenage Mutant Ninja Turtles: Out of the Shadows

Bartender

Film

Conspiracy Theory

Cleet

Film

Rough Night

Detective Frazier

Filmography

Acting (76)

Movies (40)

Highest 2 Lowest

as Det. Higgins

Eenie Meanie

as Mikey

I Am Luke Perry

as Self

Justice League: Crisis on Infinite Earths Part Three

2024

as Captain Storm (voice)

7.2

2024

as Ryan O'Reily

8.0

Chuck Zito: An American Story

as Self

The Out-Laws

as Vince Millen

Palmer

as Jerry

DC Showcase: The Losers

2021

as Capt. Storm (voice)

5.6

Christmas vs The Walters

as Brian Walters

Lost Girls

as Dean Bostick

Framing John DeLorean

as John Valestra

After Everything

as Blake

A Civilized Life

as Conway

Father of the Year

as Geoff

Rough Night

as Detective Frazier

Teenage Mutant Ninja Turtles: Out of the Shadows

2016

as Bartender

6.1

Don't F*#% With John Wick

as Self

John Wick: NYC Noir

as Self

John Wick

as Avi

Don Peyote

as Gun Dealer

The Devil You Know

as Jake Kelly

The Worst

as Nick

Today's Special

2009

as Steve

6.2

Winter of Frozen Dreams

as Ken Curtis

Splinterheads

as Reggie

P.S. I Love You

as Tom

Bristol Boys

as Randy

Brooklyn Bound

as Danny

Strip Search

as Ned McGrath

Love Rome

as Dean

Hellraiser: Hellseeker

as Trevor Gooden

Snipes

as Bobby Starr

Starwater

Bullet in the Brain

as Bank Robber

Undercover Angel

as Harrison Tyler

Conspiracy Theory

as Cleet

Lifebreath

as Chrystie's Lover

Firehouse

as Nick Wilkinson

Old Soul

Television (36)

The Fall and Rise of Reggie Dinkins

2026

as "FDNY: Chicago" Star

Monsieur Spade

as Father Morgan

So Help Me Todd

as Dick Frank

Joe vs Carole

as Jeff Lowe

Girls5eva

as Nick

Wayne

as Bobby

City on a Hill

as Ralph Hook

American Gods

as Mr. Town

Rapunzel's Tangled Adventure

as Andrew (voice)

Divorce

as Tony Silvercreek

Berlin Station

as Birdman

Unbreakable Kimmy Schmidt

2015

as Bunny (voice)

7.1

Battle Creek

2015

as Detective Russ Agnew

6.9

Last Week Tonight with John Oliver

2014

as Brett

7.8

Brooklyn Nine-Nine

2013

as Keith 'The Vulture' Pembroke

8.2

Dream School

2013

as Self - Life Skills Teacher/Self - Actor and Allstate 'Mayhem'

Up All Night

2011

as Casey Brinkley

6.0

Terminator: The Sarah Connor Chronicles

as Charley Dixon

Life on Mars

as Vic Tyler

30 Rock

as Dennis Duffy

American Dad!

as (voice)

Rescue Me

as Johnny Gavin

Rescue Me

as Johnny Gavin

CSI: Miami

as Raymond Caine

The Twilight Zone

as Gordon

Law & Order: Criminal Intent

as Mike Stoat

Deadline

as Des Lonegan

Law & Order: Special Victims Unit

as Brian Cassidy

Third Watch

as Bill Stram

Sex and the City

as John McFadden

as Ryan O'Reily

Millennium

as Mr. Crocell

New York Undercover

as Paul Delaney

NYPD Blue

as Larry

Homicide: Life on the Street

1993

as Tom Marans

8.1

Saturday Night Live

1975

as Self - Cameo (uncredited)

6.9

Crew (2)

Movies (2)

2024

Producer

8.0

A Civilized Life

2018

Producer