Dean Winters
Biography
Dean Winters is an American actor born on July 20, 1964, in New York City, New York, USA. He is known for his work in various television series and films. Winters has appeared in notable roles such 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, and Ryan O'Reily on HBO's Oz. He also portrays "Mayhem" in Allstate commercials. Throughout his career, Winters has accumulated 75 known credits, primarily in the acting field.
Career overview
Dean Winters is an American actor born on July 20, 1964, in New York City, New York, USA. He has appeared in numerous television shows and films throughout his career. Winters is known for his roles in various series, including YouTube's Wayne, where he played the character of Bobby.
He has also portrayed notable characters in other television shows such as Detective Brian Cassidy in Law & Order: SVU, Detective Russ Agnew in Battle Creek, Detective Pembroke in Brooklyn Nine-Nine, Charley Dixon in FOX's Terminator: The Sarah Connor Chronicles, Dennis Duffy in NBC's 30 Rock, Johnny Gavin in FX's Rescue Me, and Ryan O'Reily in HBO's Oz. Winters has demonstrated his versatility as an actor by taking on a wide range of roles in different genres.
In addition to his television work, Winters has also appeared in various commercials, most notably as "Mayhem" for Allstate. Throughout his career, he has accumulated a total of 75 known credits, showcasing his extensive experience in the entertainment industry.
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Frequent co-stars
Career timeline
Full Filmography
76 titles- The Fall and Rise of Reggie Dinkins (2026) as "FDNY: Chicago" Star
- Highest 2 Lowest (2025) as Det. Higgins
- Eenie Meanie (2025) as Mikey
- I Am Luke Perry (2025) as Self
- Monsieur Spade (2024) as Father Morgan
- Justice League: Crisis on Infinite Earths Part Three (2024) as Captain Storm (voice)
- Zo (2024) as Ryan O'Reily
- Zo (2024) Producer
- Chuck Zito: An American Story (2024) as Self
- The Out-Laws (2023) as Vince Millen
- So Help Me Todd (2022) as Dick Frank
- Joe vs Carole (2022) as Jeff Lowe
- Girls5eva (2021) as Nick
- Palmer (2021) as Jerry
- DC Showcase: The Losers (2021) as Capt. Storm (voice)
- Christmas vs The Walters (2021) as Brian Walters
- Lost Girls (2020) as Dean Bostick
- Wayne (2019) as Bobby
- City on a Hill (2019) as Ralph Hook
- Framing John DeLorean (2019) as John Valestra
- After Everything (2018) as Blake
- Father of the Year (2018) as Geoff
- A Civilized Life (2018) as Conway
- A Civilized Life (2018) Producer
- Rapunzel's Tangled Adventure (2017) as Andrew (voice)
- American Gods (2017) as Mr. Town
- Rough Night (2017) as Detective Frazier
- Berlin Station (2016) as Birdman
- Divorce (2016) as Tony Silvercreek
- Teenage Mutant Ninja Turtles: Out of the Shadows (2016) as Bartender
- Unbreakable Kimmy Schmidt (2015) as Bunny (voice)
- Battle Creek (2015) as Detective Russ Agnew
- Don't F*#% With John Wick (2015) as Self
- Last Week Tonight with John Oliver (2014) as Brett
- John Wick (2014) as Avi
- Don Peyote (2014) as Gun Dealer
- Brooklyn Nine-Nine (2013) as Keith 'The Vulture' Pembroke
- The Devil You Know (2013) as Jake Kelly
- Dream School (2013) as Self - Life Skills Teacher/Self - Actor and Allstate 'Mayhem'
- The Worst (2012) as Nick
- Up All Night (2011) as Casey Brinkley
- Splinterheads (2009) as Reggie
- Winter of Frozen Dreams (2009) as Ken Curtis
- Today's Special (2009) as Steve
- Terminator: The Sarah Connor Chronicles (2008) as Charley Dixon
- Life on Mars (2008) as Vic Tyler
- P.S. I Love You (2007) as Tom
- 30 Rock (2006) as Dennis Duffy
- American Dad! (2005) as (voice)
- Bristol Boys (2005) as Randy
- Brooklyn Bound (2005) as Danny
- Rescue Me (2004) as Johnny Gavin
- Strip Search (2004) as Ned McGrath
- Love Rome (2004) as Dean
- CSI: Miami (2002) as Raymond Caine
- The Twilight Zone (2002) as Gordon
- Hellraiser: Hellseeker (2002) as Trevor Gooden
- Law & Order: Criminal Intent (2001) as Mike Stoat
- Bullet in the Brain (2001) as Bank Robber
- Snipes (2001) as Bobby Starr
- Starwater (2001)
- Deadline (2000) as Des Lonegan
- Law & Order: Special Victims Unit (1999) as Brian Cassidy
- Third Watch (1999) as Bill Stram
- Undercover Angel (1999) as Harrison Tyler
- Sex and the City (1998) as John McFadden
- Oz (1997) as Ryan O'Reily
- Conspiracy Theory (1997) as Cleet
- Lifebreath (1997) as Chrystie's Lover
- Millennium (1996) as Mr. Crocell
- Millennium (1996) as Michael Lanyard (joven)
- Firehouse (1996) as Nick Wilkinson
- New York Undercover (1994) as Paul Delaney
- NYPD Blue (1993) as Larry
- Homicide: Life on the Street (1993) as Tom Marans
- Saturday Night Live (1975) as Ryan O'Reily (uncredited)
Frequently Asked Questions
What movies or TV shows is Dean Winters best known for?
Dean Winters is widely recognized for notable roles and projects including Highest 2 Lowest (2025), Eenie Meanie (2025), Justice League: Crisis on Infinite Earths Part Three (2024), The Out-Laws (2023).
When and where was Dean Winters born?
Dean Winters was born on July 20, 1964 in New York City, New York, USA.
How many credits does Dean Winters have?
Dean Winters has accumulated over 76 film and television credits across a career spanning from 1975 to 2026.
What is Dean Winters's background in cinema and television?
Dean Winters is an American actor born on July 20, 1964, in New York City, New York, USA. He is known for his work in various television series and films. Winters has appeared in notable roles such as Bobby on the YouTube series Wayne, Detective Brian Cassidy on Law & Order: SVU, Detective Russ Agnew on Battle Creek, '...