Dean Winters profile photo

Dean Winters is a 57-year-old American TV Actor from New York City, New York, USA. He was born on Monday, July 20, 1964. Is Dean Winters married or single, and who is he dating now? Let’s find out!

As of 2021, Dean Winters is possibly single.


Dean Winters is an American actor who has appeared on such television series as Oz, Rescue Me, 30 Rock, and Law & Order: Special Victims Unit, as well as the character “Mayhem” in a series of Allstate Insurance commercials. Winters co-starred with Josh Duhamel in one season of the CBS Network series cop drama Battle Creek. He had a late start in his acting career, enrolling in acting classes at age 27 and working as a bartender to support himself.

Real Name
Dean Gerard Winters
TV Actor
Place of Birth
New York City, New York, USA
Date of Birth
July 20, 1964 (age 57)
Birth Sign
Marital Status

Fun Fact: On the day of Dean Winters’s birth, "Rag Doll" by The 4 Seasons Featuring the "Sound of Frankie Valli" was the number 1 song on The Billboard Hot 100 and Lyndon B. Johnson (Democratic) was the U.S. President.

Dean Winters’s Girlfriend

Dean Winters is single. He is not dating anyone currently. Dean had at least 2 relationship in the past. Dean Winters has not been previously engaged. He is the eldest child and has three siblings who are named Bradford, Blair and Scott. According to our records, he has no children.

Dean Winters Girlfriend

Like many celebrities and famous people, Dean keeps his personal and love life private. Check back often as we will continue to update this page with new relationship details. Let’s take a look at Dean Winters past relationships, ex-girlfriends and previous hookups.

Dean Winters’s birth sign is Cancer. Cancers are very sensitive and caring. A Cancer typically rushes falls in love falls quickly and with a very loud thud and is less likely to bail when the going gets rough. Cancers are very loyal and determined to work things out. The most compatible signs with Cancer are generally considered to be Taurus, Virgo, Scorpio, and Pisces. The least compatible signs with Cancer are generally considered to be Aries and Libra. Dean Winters also has a ruling planet of Moon.

Past Relationships

Dean Winters has been in a relationship with Jennifer Esposito. He has also had an encounter with Maggie Marzigliano (2002). He has not been previously engaged. We are currently in process of looking up more information on the previous dates and hookups.

Dean Winters Biography

Dean Winters was born on the 20th of July in 1964 (Baby Boomers Generation). The Baby Boomers were born roughly between the years of 1946 and 1964, placing them in the age range between 51 and 70 years. The term "Baby Boomer" was derived due to the dramatic increase in birth rates following World War II. This generation values relationships, as they did not grow up with technology running their lives. Baby Boomers grew up making phone calls and writing letters, solidifying strong interpersonal skills.
Dean’s life path number is 11.

Dean Winters is known for being a TV Actor. Actor who has played supporting roles for shows like 30 Rock and Rescue Me and stars as “Mayhem” in Allstate Insurance commercials. He played Dennis Duffy on 30 Rock, starring Tina Fey. Dean Gerard Winters attended Brophy College Preparatory (1982), Hommocks Middle School, Chaparral High School and Colorado College, Royal Academy of Dramatic Art.

Dean Winters is turning 58 in

Dean was born in the 1960s. The 1960s was the decade dominated by the Vietnam War, Civil Rights Protests, Cuban Missile Crisis, antiwar protests and saw the assassinations of US President John F. Kennedy and Martin Luther King Jr. It also marked the first man landed on the moon.

The 57-year-old American was born in the Year of the Dragon and is part of Baby Boomers Generation

According to Chinese Zodiac, Dean was born in the Year of the Dragon. People born in the Year of the Dragon are energetic and excitable. They hate hypocrisy and gossip and can sometimes be a bit arrogant and impatient.

Dean Winters Facts

What is Dean Winters marital status?


Is Dean Winters gay?


Does he have any children?

Dean Winters has no children.

Is Dean Winters having any relationship affair?

According to our records, no.

Was Dean Winters ever been engaged?

Dean Winters has not been previously engaged.

How rich is Dean Winters?

Discover the net worth of Dean Winters on CelebsMoney

Dean Winters’s birth sign is Cancer and he has a ruling planet of Moon.


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