Dean Winters : Net Worth, Height, Weight, Age, Affairs, Wiki, Facts and Figures

Dean Winters, a name synonymous with versatility and talent in the world of Hollywood, has captivated audiences with his charismatic on-screen presence. Known for his roles in popular TV series like “Oz” and “Law & Order: Special Victims Unit”, Winters has established himself as a prominent figure in the entertainment industry.

Early Life and Upbringing

Born on July 30, 1964, in New York City, Dean Gerard Winters spent his childhood on Long Island. He is of Irish and Italian descent and speaks fluent Italian. Winters spent his teenage years in Scottsdale, Arizona, attending Chaparral High School and later graduated from Brophy College Preparatory, a Jesuit school in Phoenix. He furthered his education at Colorado College.

Personal Life – Age, Zodiac Sign

Personal DetailsInformation
Full NameDean Gerard Winters
NicknameMayhem
Alternative Names(s)The Vulture
Date of BirthJuly 20, 1964
Age (as of 2024)59
ReligionChristian
Zodiac SignCancer
NationalityUnited States
BirthplaceNew York City
HometownLong Island
Current Address9255 W Sunset Blvd
Education QualificationColorado College
Hobbies and Interestsyoga, hiking
Languages KnownEnglish, Italian
Social Media Profiles linkFacebook , Instagram
Wikipedia Profile linkWikipedia
IMDb Profile linkIMDb
Website linkN/A

Physical Appearance – Height, Weight, Body Measurements

Physical StatsInformation
Body TypeSlim
Body Measurements40-32-16 inche
Height6’0″ (1.83 m)
Weight174 lbs (79 kg)
Chest40 inche
Waist32 inche
Biceps16 inche
Eye ColourLight Brown
Hair ColourDark Brown
HairstyleAlternative
Distinctive FeaturesScar on chin
TattoosN/A

Family and Relationships – Girlfriend/Wife, Affairs

Winters was born to Patrick and Magna Winters and raised along with his two brothers, Scott and Bradford, and a sister, Blair. Both his brothers also pursued careers in the entertainment industry. As for his personal relationships, Winters is said to have been in relationships with actress Jennifer Esposito and Maggie Marzigiliano. However, he is currently believed to be single.

Dean Winters - Family And Relationships
Dean Winters – Family And Relationships
Relationships DetailsInformation
Marital StatusSingle
Spouse – WifeN/A
FatherPatrick Winters
MotherMagna Winters
Children N/A
Siblings Scott, Bradford, Blair
Affairs – Girlfriend(s) Jennifer Esposito, Maggie Marzigliano
Significant RelationshipsJennifer Esposito and Maggie Marzigiliano

Rise to Stardom

Winters’ acting career began with roles in “Homicide: Life on the Street”, “Oz”, “Conspiracy Theory”, and “Undercover Angel”. His breakthrough came when he portrayed the complex and manipulative inmate Ryan O’Reily on the critically acclaimed series “Oz”. His performance earned him praise and established him as a versatile actor.

Dean Winters – Debut Film – Conspiracy Theory (1997)

Dean Winters - Debut Film
Dean Winters – Debut Film
Conspiracy Theory (Official Trailer) (1997)

Dean Winters – Successful Film – P.S. I Love You (2007)

Dean Winters - Successful Film
Dean Winters – Successful Film
P. S. Eu Te Amo (2007) | Trailer Oficial [Dublado]

Career , Awards, and Achievements

Throughout his career, Winters has shown his ability to bring depth and authenticity to a variety of characters. He has made guest appearances on hit shows like “30 Rock”, “Rescue Me”, “American Dad!”, and “The Good Wife”. He was nominated for a “Gold Derby” award for “Best Guest Actor” for his famous character “Dennis Duffy” in the series “30 Rock”.

Career DetailsInformation
Profession(s)Actor
Debut FilmHomicide
Notable Roles Ryan O’Reily, Mayhem
Recent FilmsThe Out-Laws
Upcoming Films Justice League, Street Justice
Popular TV SeriesOz, Brooklyn Nine-Nine
Awards 2 Wins, 8 Nominations
EndorsementsAllstate Insurance
Charity Work The Heroes Project
Professional Associationscompanies, universities
Training and EducationColorado College, RADA
Production CompanyFinance Guru Alvin Hall
Box Office SuccessJohn Wick
Critical Acclaim30 Rock, SVU

Assets and Finances – Net Worth

Financial ProfileInformation
Net Worth in Dollars$6 million
Per Movie Charges in Dollars$50,000 – $100,000.
Per Endorsement Charges in Dollars$1 million
Sponsorship Deals CLIMB FOR HEROES
Business Ventures Allstate Technology & Strategic Ventures
Investments SAC Capital Private Limited
Real Estate Holdings Canada , revenue
Luxury Items/Properties Owned WeatherWool, Hardcore
Cars Collection sports car

Favorite Things, Likes and Dislike

Favorite ThingsInformation
Favorite ActorJohn Wick
Favorite ActressJennifer Esposito
Favorite FilmBrooklyn Nine-Nine
Favorite Music BandsN/A
Favorite SportNew York sports teams
Favorite BooksEnjoys literature
Favorite Colourgreen
Favorite FoodPizza
LikesReading
DislikesPain from amputations

Top 5 Best Films – Dean Winters

Film NameYear of ReleaseCharacter Played
Oz1997-2003Ryan O’Reily
Law & Order: Special Victims Unit1999-presentDetective Brian Cassidy
30 Rock2006-2012Dennis Duffy
Terminator: The Sarah Connor Chronicles2008-2009Charley Dixon
Brooklyn Nine-Nine2013-presentThe Vulture

Controversies – Dean Winters

  • Winters’ health issues in 2009, where he contracted a bacterial infection leading to multiple amputations.
  • His near-death experience when he went into cardiac arrest in 2009.
  • The controversy surrounding his return to acting after his health issues.
  • The debate over his portrayal of “Mayhem” in Allstate Insurance commercials.
  • His decision to continue acting despite living in constant pain.

Interesting Facts – Dean Winters

  • Winters overcame a life-threatening illness at a young age, showing resilience and determination.
  • He is known for his role as “Mayhem” in Allstate Insurance commercials.
  • Winters has a talent for both drama and comedy.
  • He 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.
  • He studied art history in London and Italian in Florence, Italy.
  • He has not taken a step since 2009 without being in pain.

In conclusion, Dean Winters’ journey through stardom is a testament to his resilience, talent, and dedication to his craft. Despite the challenges he faced, he continues to captivate audiences with his versatile performances, making him a truly remarkable figure in the world of entertainment.


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  • Dean Winters – Family And Relationships: https://www.instagram.com/deanwintersofficial/?hl=en
  • Dean Winters – Debut Film: https://www.imdb.com/title/tt0118883/characters/nm0935921
  • Dean Winters – Successful Film: https://www.pluggedin.com/movie-reviews/psiloveyou/
  • Dean Winters: https://www.instagram.com/deanwintersofficial/?hl=en