Dean Winters

Dean Winters

60 · Born: Jul 20, 1964

Personal Details

Official Socials
BornJul 20, 1964 New York City, New York, USA
Relatives
  • Scott William Winters (Sibling)
  • Bradford Winters (Sibling)
  • Blair Winters (Sibling)
  • Hudson Dean Zamacona (Niece or Nephew)

Biography

Dean Winters is a talented actor, renowned for his versatility and impressive range. His breakthrough role was as Ryan O'Reily on HBO's critically-acclaimed series Oz, which earned him widespread recognition. He subsequently made a memorable appearance as Tina Fey's character's "Beeper King" boyfriend on the Emmy-winning comedy, 30 Rock.

Winters's outstanding comedic performance in 30 Rock was included in Entertainment Weekly's "Must List" and Variety's short-list of Emmy-worthy guest performances. In addition to his work in television, he has appeared in several films, including P.S. I Love You, alongside Hilary Swank.

On the small screen, Winters was a series regular on FX's critically-acclaimed drama Rescue Me, playing the role of Johnny Gavin, an NYPD police detective, and brother to Denis Leary's character. He also recurred as Lena Headey's former love interest on the Fox series, Terminator: The Sarah Connor Chronicles.

Winters has also had notable roles in various other television shows, including Law & Order: Special Victims Unit, where he played Detective Brian Cassidy, and CSI: Miami, Sex and the City, Third Watch, The Twilight Zone, Millennium, New York Undercover, NYPD Blue, and Homicide: Life on the Street.

In addition to his television work, Winters has appeared in a range of films, including Winter of Frozen Dreams, Bristol Boys, Hellraiser: Hellseeker, Bullet in the Brain, Snipes, Undercover Angel, All Shook Up, Conspiracy Theory, starring Mel Gibson and Julia Roberts, Firehouse, Sidney Lumet's television movie Strip Search, and The Devil You Know.

Furthermore, Winters has become synonymous with his role as the Allstate spokesmodel character known as Mayhem, and has continued to impress audiences with his diverse range of performances throughout his career.

Career

{"id":280438,"title":"Highest 2 Lowest","year":"2025","character":"","permalink":"https:\/\/streambutter.com\/us\/movie\/highest-2-lowest","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_280438.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_280438.jpg"},"released":0}
2025
{"id":273139,"title":"Justice League: Crisis on Infinite Earths, Part Three","year":"2024","character":"Captain Storm (voice)","permalink":"https:\/\/streambutter.com\/us\/movie\/justice-league-crisis-on-infinite-earths-part-three","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/4jrirl2p0ib0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/4jrirl2p0ib0.jpg"},"released":1}
2024
{"id":277848,"title":"ZO","year":"2024","character":"Ryan O'Reily","permalink":"https:\/\/streambutter.com\/us\/movie\/zo","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_277848.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_277848.jpg"},"released":1}
ZO
ZO as Ryan O'Reily
{"id":233164,"title":"The Out-Laws","year":"2023","character":"Vince Millen","permalink":"https:\/\/streambutter.com\/us\/movie\/the-out-laws","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/1750qj3biiig.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/1750qj3biiig.jpg"},"released":1}
2023
The Out-Laws
The Out-Laws as Vince Millen
{"id":193660,"title":"DC Showcase: The Losers","year":"2021","character":"Capt. Storm (voice)","permalink":"https:\/\/streambutter.com\/us\/movie\/dc-showcase-the-losers","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_193660.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_193660.jpg"},"released":1}
2021
DC Showcase: The Losers
DC Showcase: The Losers as Capt. Storm (voice)
{"id":181342,"title":"Palmer","year":"2021","character":"Jerry","permalink":"https:\/\/streambutter.com\/us\/movie\/palmer","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/2p1p02dpkl9g.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/2p1p02dpkl9g.jpg"},"released":1}
Palmer
Palmer as Jerry
{"id":198995,"title":"Christmas vs. The Walters","year":"2021","character":"Brian Walters","permalink":"https:\/\/streambutter.com\/us\/movie\/christmas-vs-the-walters","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_198995.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_198995.jpg"},"released":1}
{"id":103836472,"title":"Girls5eva","year":2021,"character":"Nick","permalink":"https:\/\/streambutter.com\/us\/show\/girls5eva","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/show_103836472.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/show_103836472.jpg"},"released":1}
{"id":168351,"title":"Lost Girls","year":"2020","character":"Dean Bostick","permalink":"https:\/\/streambutter.com\/us\/movie\/lost-girls","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/6hod8l82sch0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/6hod8l82sch0.jpg"},"released":1}
2020
Lost Girls
Lost Girls as Dean Bostick
{"id":138151,"title":"Framing John DeLorean","year":"2019","character":"John Valestra","permalink":"https:\/\/streambutter.com\/us\/movie\/framing-john-delorean","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/3ofsmpoqmdg0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/3ofsmpoqmdg0.jpg"},"released":1}
2019
Framing John DeLorean
Framing John DeLorean as John Valestra
{"id":103832517,"title":"Wayne","year":2019,"character":"Bobby","permalink":"https:\/\/streambutter.com\/us\/show\/wayne","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/1m1r2aqd1hb0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/1m1r2aqd1hb0.jpg"},"released":1}
Wayne
Wayne as Bobby
{"id":127675,"title":"After Everything","year":"2018","character":"Blake","permalink":"https:\/\/streambutter.com\/us\/movie\/after-everything","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_127675.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_127675.jpg"},"released":1}
2018
{"id":132746,"title":"Father of the Year","year":"2018","character":"Geoff","permalink":"https:\/\/streambutter.com\/us\/movie\/father-of-the-year","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/16g7rhrm88g8.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/16g7rhrm88g8.jpg"},"released":1}
{"id":113757,"title":"Rough Night","year":"2017","character":"Detective Frazier","permalink":"https:\/\/streambutter.com\/us\/movie\/rough-night","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/38ad8cdtnbmg.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/38ad8cdtnbmg.jpg"},"released":1}
2017
Rough Night
Rough Night as Detective Frazier
{"id":89738,"title":"Teenage Mutant Ninja Turtles: Out of the Shadows","year":"2016","character":"Bartender","permalink":"https:\/\/streambutter.com\/us\/movie\/teenage-mutant-ninja-turtles-out-of-the-shadows","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/2lu0435m9heg.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/2lu0435m9heg.jpg"},"released":1}
2016
{"id":2637,"title":"Battle Creek","year":2015,"character":"Detective Russ Agnew","permalink":"https:\/\/streambutter.com\/us\/show\/battle-creek","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/2ku1vvi6i480.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/2ku1vvi6i480.jpg"},"released":1}
2015
Battle Creek
Battle Creek as Detective Russ Agnew
{"id":873,"title":"Last Week Tonight with John Oliver","year":2015,"character":"Brett","permalink":"https:\/\/streambutter.com\/us\/show\/last-week-tonight-with-john-oliver","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/2n6b35jj70gg.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/2n6b35jj70gg.jpg"},"released":1}
{"id":4624,"title":"Don Peyote","year":"2014","character":"Gun Dealer","permalink":"https:\/\/streambutter.com\/us\/movie\/don-peyote","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_4624.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_4624.jpg"},"released":1}
2014
Don Peyote
Don Peyote as Gun Dealer
{"id":16060,"title":"John Wick","year":"2014","character":"Avi","permalink":"https:\/\/streambutter.com\/us\/movie\/john-wick","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/20c05c87lfeg.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/20c05c87lfeg.jpg"},"released":1}
{"id":12515,"title":"The Devil You Know","year":"2013","character":"Jake Kelly","permalink":"https:\/\/streambutter.com\/us\/movie\/the-devil-you-know","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_12515.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_12515.jpg"},"released":1}
2013
{"id":28,"title":"Brooklyn Nine-Nine","year":2013,"character":"Detective 'The Vulture' Pembroke","permalink":"https:\/\/streambutter.com\/us\/show\/brooklyn-nine-nine","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/bdn5ncqfgtc0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/bdn5ncqfgtc0.jpg"},"released":1}
Brooklyn Nine-Nine
Brooklyn Nine-Nine as Detective 'The Vulture' Pembroke
{"id":9707,"title":"Winter of Frozen Dreams","year":"2009","character":"Ken Curtis","permalink":"https:\/\/streambutter.com\/us\/movie\/winter-of-frozen-dreams","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_9707.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_9707.jpg"},"released":1}
2009
{"id":23499,"title":"Today's Special","year":"2009","character":"Steve","permalink":"https:\/\/streambutter.com\/us\/movie\/todays-special","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_23499.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_23499.jpg"},"released":1}
{"id":9601,"title":"Splinterheads","year":"2009","character":"Reggie","permalink":"https:\/\/streambutter.com\/us\/movie\/splinterheads","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_9601.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_9601.jpg"},"released":1}
{"id":1838,"title":"Terminator: The Sarah Connor Chronicles","year":2008,"character":"Charley Dixon","permalink":"https:\/\/streambutter.com\/us\/show\/terminator-the-sarah-connor-chronicles","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/7tnl4qsqi9a0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/7tnl4qsqi9a0.jpg"},"released":1}
2008
{"id":2537,"title":"P.S. I Love You","year":"2007","character":"Tom","permalink":"https:\/\/streambutter.com\/us\/movie\/ps-i-love-you","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/4sll1s852d70.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/4sll1s852d70.jpg"},"released":1}
2007
{"id":667,"title":"Rescue Me","year":2006,"character":"Johnny Gavin","permalink":"https:\/\/streambutter.com\/us\/show\/rescue-me","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/6a3u2uuibel0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/6a3u2uuibel0.jpg"},"released":1}
2006
Rescue Me
Rescue Me as Johnny Gavin
{"id":29453,"title":"Bristol Boys","year":"2005","character":"Randy","permalink":"https:\/\/streambutter.com\/us\/movie\/bristol-boys","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_29453.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_29453.jpg"},"released":1}
2005
{"id":256947,"title":"Brooklyn Bound","year":"2005","character":"Danny","permalink":"https:\/\/streambutter.com\/us\/movie\/brooklyn-bound","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_256947.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_256947.jpg"},"released":1}
{"id":51433,"title":"Strip Search","year":"2004","character":"Ned McGrath","permalink":"https:\/\/streambutter.com\/us\/movie\/strip-search","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_51433.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_51433.jpg"},"released":1}
2004
Strip Search
Strip Search as Ned McGrath
{"id":257545,"title":"Love Rome","year":"2004","character":"Dean","permalink":"https:\/\/streambutter.com\/us\/movie\/love-rome","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_257545.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_257545.jpg"},"released":1}
{"id":782,"title":"CSI: Miami","year":2004,"character":"Raymond Caine","permalink":"https:\/\/streambutter.com\/us\/show\/csi-miami","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/5p3t4hkmmie0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/5p3t4hkmmie0.jpg"},"released":1}
CSI: Miami
CSI: Miami as Raymond Caine
{"id":16981,"title":"Hellraiser: Hellseeker","year":"2002","character":"Trevor Gooden","permalink":"https:\/\/streambutter.com\/us\/movie\/hellraiser-hellseeker","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/4pe1ji9rnp90.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/4pe1ji9rnp90.jpg"},"released":1}
2002
Hellraiser: Hellseeker
Hellraiser: Hellseeker as Trevor Gooden
{"id":8093,"title":"The Twilight Zone","year":2002,"character":"Gordon","permalink":"https:\/\/streambutter.com\/us\/show\/the-twilight-zone-2002","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/75fn66p27nr0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/75fn66p27nr0.jpg"},"released":1}
{"id":79103,"title":"Snipes","year":"2001","character":"Bobby Starr","permalink":"https:\/\/streambutter.com\/us\/movie\/snipes","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_79103.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_79103.jpg"},"released":1}
2001
Snipes
Snipes as Bobby Starr
{"id":268817,"title":"Bullet in the Brain","year":"2001","character":"Bank Robber","permalink":"https:\/\/streambutter.com\/us\/movie\/bullet-in-the-brain","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_268817.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_268817.jpg"},"released":1}
Bullet in the Brain
Bullet in the Brain as Bank Robber
{"id":24641,"title":"Undercover Angel","year":"1999","character":"Harrison Tyler","permalink":"https:\/\/streambutter.com\/us\/movie\/undercover-angel","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_24641.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_24641.jpg"},"released":1}
1999
Undercover Angel
Undercover Angel as Harrison Tyler
{"id":655,"title":"Law & Order: Special Victims Unit","year":1999,"character":"Brian Cassidy","permalink":"https:\/\/streambutter.com\/us\/show\/law-order-special-victims-unit","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/821u9kpkn980.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/821u9kpkn980.jpg"},"released":1}
{"id":158,"title":"Sex and the City","year":1999,"character":"John McFadden","permalink":"https:\/\/streambutter.com\/us\/show\/sex-and-the-city","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/1gd7g46ijiog.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/1gd7g46ijiog.jpg"},"released":1}
Sex and the City
Sex and the City as John McFadden
{"id":156545,"title":"Firehouse","year":"1997","character":"Nick Wilkinson","permalink":"https:\/\/streambutter.com\/us\/movie\/firehouse-1996","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_156545.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_156545.jpg"},"released":1}
1997
Firehouse
Firehouse as Nick Wilkinson
{"id":56772,"title":"Lifebreath","year":"1997","character":"Chrystie's Lover","permalink":"https:\/\/streambutter.com\/us\/movie\/lifebreath","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/thumbs\/movie_56772.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/thumbs\/movie_56772.jpg"},"released":1}
Lifebreath
Lifebreath as Chrystie's Lover
{"id":4291,"title":"Conspiracy Theory","year":"1997","character":"Cleet","permalink":"https:\/\/streambutter.com\/us\/movie\/conspiracy-theory","type":"movie","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/movies\/poster\/2guprq65gfv0.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/movies\/poster\/2guprq65gfv0.jpg"},"released":1}
{"id":34,"title":"Oz","year":1997,"character":"Ryan O'Reily","permalink":"https:\/\/streambutter.com\/us\/show\/oz","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/5vulnm54t760.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/5vulnm54t760.jpg"},"released":1}
Oz
Oz as Ryan O'Reily
{"id":1377,"title":"Millennium","year":1997,"character":"Mr. Crocell","permalink":"https:\/\/streambutter.com\/us\/show\/millennium","type":"show","srcset":{"1x":"https:\/\/img.streambutter.com\/img\/90x135\/images\/fanart\/shows\/poster\/2p2d8jvebl70.jpg","2x":"https:\/\/img.streambutter.com\/img\/180x270\/images\/fanart\/shows\/poster\/2p2d8jvebl70.jpg"},"released":1}
Millennium
Millennium as Mr. Crocell