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Dean Winters was born in 1964 in New York City, New York. He has three siblings: Scott William Winters, an actor; Bradford Winters, a writer; and Blair Winters. Raised in Long Island, Dean spent much of his teenage years in Scottsdale, Arizona. He attended Jesuit Brophy College Preparatory in Phoenix, graduating in 1982, and later enrolled at Colorado College.
Dean Winters is an American actor known for his versatile roles in both television and film. He gained widespread recognition for his roles in series such as Oz, Rescue Me, 30 Rock, and Law & Order: Special Victims Unit. He was a regular cast member in the first season of SVU as Detective Brian Cassidy and returned over a decade later in the 13th season, resuming the role and becoming a love interest for Mariska Hargitay’s character, Olivia Benson. He also guest-starred in an episode of Law & Order: Criminal Intent titled "Purgatory."
Winters appeared in several other television series, including Sex and the City, Homicide: Life on the Street, NYPD Blue, and Third Watch. On film, he starred alongside Yasmine Bleeth in the romantic comedy Undercover Angel, played a role in the horror film Hellraiser: Hellseeker (2002), and appeared as Tom in the romantic drama PS, I Love You.
One of Winters' most recognizable roles is the character "Mayhem" in the advertising campaign for Allstate Insurance. His portrayal brought a unique mix of comedy and chaos to the role, earning the campaign critical acclaim and bolstering his popularity among television audiences.
In addition to commercials, Winters co-starred with Josh Duhamel in the CBS police drama Battle Creek, adding another notable series to his acting résumé.
In June 2009, Dean Winters suffered a serious bacterial infection and collapsed at a doctor's office. During ambulance transport to a medical facility in central Manhattan, he went into cardiac arrest and was clinically dead for over two minutes before being revived. He spent over three weeks in the intensive care unit. In the following year, he developed gangrene and had two toes and half of a thumb amputated. A subsequent reconstructive surgery involved a skin graft.
After taking a break from acting during his recovery, Winters returned to the screen when Tina Fey invited him back to reprise his role as Dennis Duffy in 30 Rock. Around the same time, he began portraying Mayhem in the Allstate advertising campaign, marking a significant comeback in his career.
Before building his acting career, Winters worked as a waiter to save money for a trip with friends, though the travel plan did not align with his father’s wishes. Eventually, he reconciled with his father upon being accepted to the University of Colorado.
Dean Winters has achieved significant recognition as an actor and is estimated to have a net worth of approximately $5 million. He maintains an official Twitter account and has been linked romantically to several women. Speculation about his sexuality exists in public discourse, but Winters has not publicly commented on his orientation.
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