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  1. Dean Winters is known for his role as Ryan O'Reily on HBO's award-winning series Oz (1997) and as Tina Fey's character's "Beeper King" boyfriend on the Emmy-winning comedy, 30 Rock (2006). His noteworthy comedic performance was recently included in Entertainment Weekly's "Must List" as well as Variety's short-list of Emmy-worthy guest performances.

  2. Nov 3, 2021 · American actor Dean Winters is best known for his roles as Mayhem in the Allstate commercials, Ryan O'Reilly in Oz, and Dennis Duffy in 30 Rock. In 2009, his life changed following a near-death...

  3. Dean Winters is an American actor best known for his role in the series ‘Oz’ and ‘Brooklyn Nine-Nine.’. While he was growing up, Dean did not have any ambition or interest in becoming an actor. His younger brother, Scott, was training to become an actor and Dean followed his footsteps and enrolled into acting school.

  4. Apr 23, 2024 · What Happened to Dean Winters' Character Brian Cassidy on Law & Order: SVU? The actor known for his comedy roles was once Olivia Benson's ex-boyfriend and a member of SVU's elite squad. By...

  5. Producer. Dean Winters (born July 20, 1964) is an American actor, who is known for his roles as Bobby on the YouTube series Wayne, Detective Brian Cassidy on Law & Order: SVU, Detective Russ Agnew on Battle Creek, 'The Vulture' Detective Pembroke on Brooklyn Nine-Nine, Charley Dixon on FOX's Terminator: The Sarah Connor Chronicles, Dennis Duffy ...

  6. Nov 3, 2021 · Dean Winters, the actor known for roles in "Oz" and "30 Rock," recently told Page Six that he's dealt with chronic pain every day since a medical emergency 12 years ago. "I haven't taken a step...

  7. Feb 26, 2015 · Winters is an overworked, cynical detective in the blue-collar Michigan city who is suddenly teamed with a dashing FBI agent (Josh Duhamel) stationed in town, leading to a complex relationship as...

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