Dean Winters

July 20, 1964 (age 62) 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.

His titles like John Wick, P.S. I Love You, and Palmer - his biggest roles first.
Last updated: August 18, 2026

Watched: 0/29

Weighted avg: 6.83 /10

1

1

John Wick

2014October 2014 by Chad Stahelski

Supporting as Avi

Supporting as Avi

7.10 Good++
2

2

P.S. I Love You

2007November 2007 by Richard LaGravenese

Minor role as Tom

Minor role as Tom

6.77 Good
3

3

Palmer

2021January 2021 by Fisher Stevens

Supporting as Jerry

Supporting as Jerry

7.80 Excellent
4

4

Rough Night

2017June 2017 by Lucia Aniello

Minor role as Detective Frazier

Minor role as Detective Frazier

5.19 Okay--
5

5

Oz

1997–2003 by Tom Fontana

Starring as Ryan O'Reily

Starring as Ryan O'Reily

7.28 Excellent--
6

6

Hellraiser: Hellseeker

2002October 2002 by Rick Bota

Lead role as Trevor Gooden

Lead role as Trevor Gooden

4.57 Mediocre+
7

7

Wayne

2019 by Shawn Simmons

Starring as Bobby

Starring as Bobby

7.48 Excellent-
8

8

Lost Girls

2020January 2020 by Liz Garbus

Supporting as Dean Bostick

Supporting as Dean Bostick

5.59 Okay
9

9

The Out-Laws

2023July 2023 by Tyler Spindel

Minor role as Vince Millen

Minor role as Vince Millen

5.50 Okay
10

10

Highest 2 Lowest

2025August 2025 by Spike Lee

Supporting as Det. Higgins

Supporting as Det. Higgins

5.03 Okay--
11

11

Battle Creek

2015 by Vince Gilligan

Starring as Detective Russ Agnew

Starring as Detective Russ Agnew

5.98 Okay++
12

12

Today's Special

2009October 2009 by David Kaplan

Supporting as Steve

Supporting as Steve

5.81 Okay+
13

13

After Everything

2018October 2018 by Hannah Marks

Supporting as Blake

Supporting as Blake

6.01 Okay++
14

14

Strip Search

2004April 2004 by Sidney Lumet

Starring as Ned McGrath

Starring as Ned McGrath

5.85 Okay+
15

15

Framing John DeLorean

2019June 2019 by Don Argott

Supporting as John Valestra

Supporting as John Valestra

5.80 Okay+
16

16

The Devil You Know

2013July 2013 by James Oakley

Starring as Jake Kelly

Starring as Jake Kelly

5.03 Okay--
17

17

DC Showcase: The Losers

2021June 2021 by Milo Neuman

Supporting as Capt. Storm (voice)

Supporting as Capt. Storm (voice)

5.53 Okay
18

18

Don't F*#% With John Wick

2015February 2015 by Josh Oreck

Minor role as Self

Minor role as Self

6.71 Good
19

19

Undercover Angel

1999May 1999 by Bryan Michael Stoller

Starring as Harrison Tyler

Starring as Harrison Tyler

6.15 Good--
20

20

Splinterheads

2009November 2009 by Brant Sersen

Supporting as Reggie

Supporting as Reggie

5.80 Okay+
21

21

Snipes

2001September 2001 by Rich Murray

Supporting as Bobby Starr

Supporting as Bobby Starr

5.83 Okay+
22

22

Winter of Frozen Dreams

2009June 2009 by Eric Mandelbaum

Supporting as Ken Curtis

Supporting as Ken Curtis

5.39 Okay-
23

23

Don Peyote

2014May 2014 by Dan Fogler

Minor role as Gun Dealer

Minor role as Gun Dealer

5.17 Okay--
24

24

Christmas vs The Walters

2021November 2021 by Peter A. D’Amato

Starring as Brian Walters

Starring as Brian Walters

Needs more reviews
25

25

Bullet in the Brain

2001October 2001 by David Von Ancken

Starring as Bank Robber

Starring as Bank Robber

Needs more reviews
26

26

Bristol Boys

2005January 2005 by Brandon David

Supporting as Randy

Supporting as Randy

5.84 Okay+
27

27

I Am Luke Perry

2025March 2025 by Adrian Buitenhuis

Supporting as Self

Supporting as Self

Needs more reviews
28

28

Firehouse

1996June 1996 by Alan Smithee

Supporting as Nick Wilkinson

Supporting as Nick Wilkinson

Needs more reviews
29

29

Brooklyn Bound

2005April 2005 by Rich Devaney

Supporting as Danny

Supporting as Danny

Needs more reviews