Dean Gerard Winters (born July 20, 1964) is an American character actor. He is known for his role as Ryan O'Reily on the HBO prison drama Oz and had roles in TV series 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. He co-starred in one season of the CBS Network cop drama series Battle Creek and currently has a recurring role as the Vulture on the comedy series Brooklyn Nine-Nine.
Dean Gerard Winters
July 20, 1964
New York City, U.S.
|Relatives||Scott William Winters (brother)|
Dean Gerard 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. He has two brothers, actor Scott and writer Bradford, and a sister, Blair. 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.
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, also became Captain Olivia Benson's love interest. He has also made guest appearances on Homicide: Life on the Street, Sex and the City, 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 PS, 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.
On June 20, 2010, Winters was introduced as "Mayhem", a recurring character in a new television and radio advertising campaign for Allstate Insurance created by the advertising agency Leo Burnett Chicago.
He also played Avi in John Wick. Winters co-starred in one season of the CBS Network 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. Most recently, he reprised his 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 American Gods.
In June 2009, Winters contracted a bacterial infection and collapsed upon arrival at his doctor's office. While being transported across Central Park in an ambulance, he went into cardiac arrest for over two minutes. Paramedics were able to revive him and he was hospitalized in intensive care for three weeks. Over the course of the next year, he developed gangrene, requiring the amputation of two toes and half of one thumb, and ten subsequent operations including a skin graft. Winters was away from acting until 2010, when Tina Fey brought him back to 30 Rock, and he started work on the Mayhem television commercial campaign. In 2019, Fey joined Winters in a series of Mayhem commercials.
|1997||Conspiracy Theory||Cleet||film debut|
|1999||Undercover Angel||Harrison Tyler|
|2001||Bullet in the Brain||Bank Robber||Short film|
|2007||P.S. I Love You||Tom|
|2009||Winter of Frozen Dreams||Ken Curtis|
|2010||Vipers in the Grass||Frank Devine||Short film|
|2012||The Worst||Night||Short film|
|2013||The Devil You Know||Jake Kelly|
|2014||Don Peyote||Gun Dealer|
|2016||Teenage Mutant Ninja Turtles: Out of the Shadows||Bartender|
|2017||Rough Night||Detective Frazier|
|2018||Father of the Year||Geoff|
|2018||A Civilized Life||Conway||Short film; also Producer|
|2019||Framing John DeLorean||John Valestra||Documentary|
|2020||Lost Girls||Dean Bostick|
|2021||Street Justice||Patrick Hannigan||Pre-production|
|2021||Christmas vs. The Walters||Brian Walters||Post-production|
|1995–1996||Homicide: Life on the Street||Tom Marans||Television debut|
Recurring role; 3 episodes
|1996||NYPD Blue||Larry||Episode: "Where'd the Van Gogh?"|
|1996||The Playroom||Unknown||Television Short|
|1997||Firehouse||Nick Wilkinson||Television Movie|
|1997–1999||Millennium||Young Michael Lanyard/Mr. Crocell||2 episodes|
|1997–2003||Oz||Ryan O'Reily||Series regular; 56 episodes|
|1998||New York Undercover||Paul Delaney||Episode: "Rat Trap"|
|1999||Sex and the City||John McFadden||Episode: "The F**k Buddy"|
|1999||Saturday Night Live||Ryan O'Reily||Uncredited; Episode: "Jerry Seinfeld/David Bowie"|
|1999–2019||Law & Order: Special Victims Unit||Brian Cassidy||Recurring role; 31 episodes|
|2001||Deadline||Des Lonegan||Episode: "Shock"|
|2002||Third Watch||Bill Stram||Episode: "The Unforgiven"|
|2002||The Twilight Zone||Gordon||Episode: "Future Trade"|
|2004||Strip Search||Ned McGarth||Television Movie|
|2004–2011||Rescue Me||Johnny Gavin||Main role; 33 episodes|
|2005||CSI: Miami||Raymond Caine||Episode: "10-7"|
|2006–2012||30 Rock||Dennis Duffy||Recurring role; 15 episodes
Nominated – Gold Derby award for Best Guest Actor in a Comedy Series
|2008||Law & Order: Criminal Intent||Mike Stoat||Episode: "Purgatory"|
|2008–2009||Terminator: The Sarah Connor Chronicles||Charley Dixon||Recurring role; 9 episodes|
|2008–2009||Life on Mars||Vic Tyler||Recurring role; 3 episodes|
|2012||Up All Night||Casey Brinkley||Episode: "Preschool Auction"|
|2013||Westside||Robbie Carver||Television Movie|
|2013–2019||Brooklyn Nine-Nine||Detective Keith 'The Vulture' Pembroke||Recurring role; 9 episodes|
|2014||American Dad!||Edward||Voice role; Episode: "News Glances with Genevieve Vavance"|
|2015||Battle Creek||Russ Agnew||Main role; 13 episodes|
|2016||Unbreakable Kimmy Schmidt||Bunny||Episode: "Kimmy Kidnaps Gretchen!"|
|2016–2018||Divorce||Tony Silvercreek||Recurring role; 6 episodes|
|2017–2019||Tangled: The Series||Andrew||Voice role; 2 episodes|
|2019||Berlin Station||Birdman||Episode: "The Dream of the Four Policemen"|
|2019||Wayne||Daddy/Bobby Lucetti||Recurring roles; 6 episodes|
|2019||American Gods||Mr. Town||Episode: "The Beguiling Man"|
|2019||City on a Hill||Ralph Hook||Episode: "It's Hard to Be a Saint in the City"|
|TBA||Joe Exotic||Jeff Lowe||Limited series|
- "Meet Mayhem: The Man Who Made Insurance Interesting". Business Insider. April 19, 2012. Retrieved March 14, 2014.
- "Dean Winters' profile at". Turner Classic Movies. Retrieved January 4, 2011.
- "Scott William Winters' profile at". IMDb. Retrieved March 20, 2018.
- "Dean Winters Married, Wife, Divorce, Girlfriend or Gay". Retrieved March 21, 2018.
- "Dean Winters: Charley Dixon". Retrieved 2018-12-13.
- Andreeva, Nellie (2009-02-22). "Slew of pilots flesh out casts". Hollywoodreporter.com. Archived from the original on February 27, 2009. Retrieved 2010-05-20.
- "Guide". TheFutonCritic.com. Retrieved 2010-05-20.
- "2010: Allstate disrupts insurance industry with introduction of "Mayhem"". thedrum.com. Retrieved 2018-12-13.
- "Dean Winters: Tony Silvercreek". Retrieved 2018-12-13.
- "Dean Winters cast as Mr. Town in the second season of 'American Gods'". Deadline. June 4, 2018. Retrieved July 21, 2018.
- "Dean Winters' amazing journey back from death". New York Post. June 18, 2010. Retrieved September 30, 2012.
- "Tina Fey takes the driver's seat in Allstate's new Mayhem spots". adage.com. November 1, 2019.
- Otterson, Joe (June 24, 2021). "'Joe Exotic' Peacock Series Casts Dean Winters as Jeff Lowe". Variety. Retrieved June 24, 2021.