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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).

  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...

  3. Apr 23, 2024 · Why did Dean Winters leave SVU after playing Brian Cassidy for one season? Cassidy was valuable in several cases but often struggled to cope with the grueling nature of sex crimes, especially...

  4. 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 on NBC's ...

  5. Brown-haired, wiry actor Dean Winters got a relatively late start in the business, going along at his younger brother's urging to an acting class at age 27. From there, he discovered a...

  6. Nov 3, 2021 · Actor Dean Winters told Page Six he's been managing chronic pain for 12 years. The 'Oz' and '30 Rock' star had two toes and half a thumb amputated due to a bacterial infection.

  7. Mar 16, 2015 · The actor: Dean Winters made his first major impact on TV critics through his dramatic work on HBO’s Oz, then proved his comedic chops on 30 Rock, while most mainstream viewers know him best as...

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