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Dean Gerard Winters (born July 30, 1964) is an American actor and stuntman. He is known for his role as Ryan O'Reily on the HBO prison drama Oz and his roles in the TV series Millennium, 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 had a recurring role as "The Vulture" on the comedy series Brooklyn Nine-Nine. He can be seen in the 2023 Netflix film The Out-Laws.
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Highest 2 Lowest
2025 · as Det. Higgins
The Out-Laws
2023 · as Vince Millen
Palmer
2021 · as Jerry
Wayne
2019 · as Bobby
Rough Night
2017 · as Detective Frazier
Battle Creek
2015 · as Detective Russ Agnew
John Wick
2014 · as Avi
P.S. I Love You
2007 · as Tom
Hellraiser: Hellseeker
2002 · as Trevor Gooden
Oz
1997 · as Ryan O'Reily