Dean Winters
Where to watch Dean Winters in United States. On screen since 1975. Licensed apps only — 24 titles we track below.
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.
Where to watch their titles
John Wick
Avi · 2014
Law & Order: Special Victims Unit
Brian Cassidy · 1999
Brooklyn Nine-Nine
Keith 'The Vulture' Pembroke · 2013
Teenage Mutant Ninja Turtles: Out of the Shadows
Bartender · 2016
P.S. I Love You
Tom · 2007
American Dad!
(voice) · 2005
Sex and the City
John McFadden · 1998
Rough Night
Detective Frazier · 2017
Palmer
Jerry · 2021
American Gods
Mr. Town · 2017
CSI: Miami
Raymond Caine · 2002
Conspiracy Theory
Cleet · 1997
Terminator: The Sarah Connor Chronicles
Charley Dixon · 2008
Oz
Ryan O'Reily · 1997
The Out-Laws
Vince Millen · 2023
30 Rock
Dennis Duffy · 2006
Last Week Tonight with John Oliver
Brett · 2014
Lost Girls
Dean Bostick · 2020
Unbreakable Kimmy Schmidt
Bunny (voice) · 2015
Wayne
Bobby · 2019
Highest 2 Lowest
Det. Higgins · 2025
Saturday Night Live
Ryan O'Reily (uncredited) · 1975
Father of the Year
Geoff · 2018
Hellraiser: Hellseeker
Trevor Gooden · 2002