Skip to content
Surf Wiki
Save to docs
arts

From Surf Wiki (app.surf) — the open knowledge base

Dean Winters

American actor (born 1964)


Summary

American actor (born 1964)

FieldValue
imageDeanWintersOct10.jpg
captionWinters in 2010
birth_nameDean Gerard Winters
birth_date
birth_placeNew York City, U.S.
occupationActor
years_active1995–present
relativesScott William Winters (brother)

Dean Gerard Winters (born July 20, 1964) is an American actor. He is known for his role as Ryan O'Reily on the HBO prison drama Oz and his roles in the TV series Millennium,* Rescue Me*, 30 Rock, Sex and the City, and Law & Order: Special Victims Unit, as well as portraying "Mayhem" in a series of Allstate Insurance commercials and starring in the 2014 film John Wick. He co-starred in one season of the CBS Network cop drama series Battle Creek and had a recurring role as "The Vulture" on the comedy series Brooklyn Nine-Nine. He also appeared in the 2023 Netflix film The Out-Laws and the 2024 AMC series Monsieur Spade.

Early life

Winters was born in New York City on July 20, 1964. He was raised on Long Island. He is of Irish and Italian descent, and speaks fluent Italian. Winters spent his teenage years in Scottsdale, Arizona. He attended Chaparral High School and graduated from Brophy College Preparatory, a Jesuit school in Phoenix, in 1982, and from Colorado College in 1986.

Career

Winters has appeared in two of the Law & Order television series: Law & Order: Special Victims Unit, where he was a regular in the first season, and as a guest star in the Law & Order: Criminal Intent episode "Purgatory". He also made an appearance in Season 2 of the television series Sex and the City as John McFadden. More than ten years after his final appearance on SVU, he again portrayed Detective Brian Cassidy in the 13th-season finale "Rhodium Nights", became a recurring character in the 14th season and, in the 15th season, and also became Captain Olivia Benson's love interest. He has also made guest appearances on Homicide: Life on the Street, Third Watch, NYPD Blue, CSI: Miami and as Dennis Duffy in 30 Rock as well as previously having an accompanying role in Rescue Me.

He starred in the 1999 romantic comedy Undercover Angel with Yasmine Bleeth and the 2002 direct-to-video horror film Hellraiser: Hellseeker. He played Tom in P.S. I Love You. Winters played Detective Sam Tyler's father in the US version of Life on Mars. He also played Charley Dixon, Sarah Connor's love interest, in Terminator: The Sarah Connor Chronicles.

Winters performed stand-up comedy at Catch a Rising Star, The Comic Strip, and the Comedy Cellar alongside notable comedians Jerry Seinfeld, Paul Reiser, and Chris Rock. An HBO comedy special led him to the role he portrayed on Oz, the HBO-produced prison drama.

Winters was cast in the ABC drama pilot Happy Town, from the creators of October Road, but was replaced by Steven Weber after shooting the pilot.

Winters was away from acting until 2010, when Tina Fey brought him back to 30 Rock. Also that year, Winters was introduced as "Mayhem", a recurring character in a television and radio advertising campaign for Allstate Insurance created by the advertising agency Leo Burnett Chicago. In 2019, Fey joined Winters in a series of "Mayhem" commercials.

Winters played Avi in John Wick. Winters co-starred in one season of the CBS cop drama series Battle Creek, playing a small-town police force detective opposite Josh Duhamel, the FBI resident agent assigned to the town. The series was canceled in May 2015. He had a recurring role on Brooklyn Nine-Nine as The Vulture and had a supporting role as a divorce attorney on the HBO series Divorce.

In 2018, he was cast as Mr. Town in the second season of Starz's American Gods.

In 2019, he was in the film Framing John DeLorean.

Personal life

Winters has neuropathy, resulting in numbness and sensitivity issues in his hands and feet. In 2009, Winters contracted a bacterial infection and went into cardiac arrest. He underwent multiple surgeries and developed gangrene, resulting in the amputation of two of his toes and half of one of his thumbs.

Filmography

Film

YearTitleRoleNotes
1997Conspiracy TheoryCleet
LifebreathChrystie's Lover
1999Undercover AngelHarrison Tyler
2001SnipesBobby Starr
2002Hellraiser: HellseekerTrevor GoodenDirect to video
2004Brooklyn BoundDanny
Love RomeDean
2006Bristol BoysRandy
Dead CallingNick
2007P.S. I Love YouTom
2009Winter of Frozen DreamsKen Curtis
SplinterheadsReggie
Today's SpecialSteve
2013The Devil You KnowJake Kelly
2014Don PeyoteGun Dealer
John WickAvi
2016Teenage Mutant Ninja Turtles: Out of the ShadowsBartender
2017Rough NightDetective Frazier
2018After EverythingBlake
Father of the YearGeoff
2019Framing John DeLoreanJohn ValestraDocumentary
2020Lost GirlsDean Bostick
2021PalmerJerry
Christmas vs. the WaltersBrian Walters
2023The Out-LawsVince Millen
2024Justice League: Crisis on Infinite Earths - Part ThreeCaptain Storm (voice)Direct-to-video
2025Highest 2 LowestDet. Higgins

Television

YearTitleRoleNotes
1995–1996Homicide: Life on the StreetTom Marans3 episodes
1996NYPD BlueLarryEpisode: "Where'd the Van Gogh?"
The PlayroomUnknownShort
1997FirehouseNick WilkinsonTelevision film
1997–1999MillenniumYoung Michael Lanyard/Mr. Crocell2 episodes
1997–2003OzRyan O'ReilyMain role
1998New York UndercoverPaul DelaneyEpisode: "Rat Trap"
1999Sex and the CityJohn McFaddenEpisode: "The F**k Buddy"
Saturday Night LiveRyan O'ReilyUncredited; Episode: "Jerry Seinfeld/David Bowie"
1999, 2011–2014,
2018–2019 & 2025Law & Order: Special Victims UnitDetective Brian CassidyRecurring role (seasons 1, 13–15, 19, 20 & 27)
2001DeadlineDes LoneganEpisode: "Shock"
2002Third WatchBill StramEpisode: "The Unforgiven"
The Twilight ZoneGordonEpisode: "Future Trade"
2004Strip SearchNed McGarthTelevision film
2004–2011Rescue MeJohnny GavinMain role
2005CSI: MiamiRaymond CaineEpisode: "10-7"
2006–201230 RockDennis DuffyRecurring role
Nominated – Gold Derby Award for Best Guest Actor in a Comedy Series
Nominated – Online Film & Television Association Award for Best Guest Actor in a Comedy Series
2008Law & Order: Criminal IntentMike StoatEpisode: "Purgatory"
2008–2009Terminator: The Sarah Connor ChroniclesCharley DixonRecurring role
Life on MarsVic Tyler3 episodes
2012Up All NightCasey BrinkleyEpisode: "Preschool Auction"
2013WestsideRobbie CarverTelevision film
2013–2019Brooklyn Nine-NineDetective Keith 'The Vulture' PembrokeRecurring role
2014American Dad!EdwardVoice role; Episode: "News Glances with Genevieve Vavance"
2015Battle CreekRuss AgnewMain role
2016Unbreakable Kimmy SchmidtBunnyEpisode: "Kimmy Kidnaps Gretchen!"
2016–2018DivorceTony SilvercreekRecurring role
2017–2019Tangled: The SeriesAndrewVoice role
2019Berlin StationBirdmanEpisode: "The Dream of the Four Policemen"
WayneDaddy/Bobby LucettiRecurring roles
American GodsMr. TownEpisode: "The Beguiling Man"
City on a HillRalph HookEpisode: "It's Hard to Be a Saint in the City"
2021Girls5evaNick3 episodes
2022Joe vs. CaroleJeff LoweLimited series
2024Monsieur SpadeFather MorganMiniseries
So Help Me ToddDick FranksEpisodes: "Dial M for Margaret" & "Is the Jury Out?"

References

References

  1. (April 19, 2012). "Meet Mayhem: The Man Who Made Insurance Interesting". Business Insider.
  2. "Dean Winters' profile at". Turner Classic Movies.
  3. "Dean Winters: Charley Dixon".
  4. Andreeva, Nellie. (February 22, 2009). "Slew of pilots flesh out casts". The Hollywood Reporter.
  5. "Guide". TheFutonCritic.com.
  6. "2010: Allstate disrupts insurance industry with introduction of "Mayhem"". thedrum.com.
  7. (November 1, 2019). "Tina Fey takes the driver's seat in Allstate's new Mayhem spots".
  8. "Dean Winters: Tony Silvercreek".
  9. (June 4, 2018). "Dean Winters cast as Mr. Town in the second season of 'American Gods'".
  10. (November 2, 2021). "Dean Winters is in constant pain from multiple amputations".
  11. France, Lisa Respers. (November 3, 2021). "Dean Winters living in pain after multiple amputations".
Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

Want to explore this topic further?

Ask Mako anything about Dean Winters — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report