TV/Film
Memoire / John Wick / Don Peyote / Westside / Battle Creek / The Devil You Know / Brooklyn Nine-Nine / 30 Rock / Up All Night / The Worst / Unbanded / Rescue Me / OZ / Law and Order: SVU / Hellraiser: Hellseeker / Undercover Angel
Summary
Dean Winters is best known for his role as "Ryan O'Reily" on HBO's award-winning series Oz (1997). Most recently, he recurred as Tina Fey'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. In addition to being featured in the film P.S. I Love You (2007) with Hilary Swank, Winters was a series regular on FX's critically-acclaimed Rescue Me (2004), in which he played Denis Leary's cop brother. He recurs as Lena Headey's former love interest on the Fox series, Terminator: The Sarah Connor Chronicles (2008). He can also be seen as the Allstate spokesmodel character known as Mayhem.
DEAN WINTERS

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13th, 2025

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STUDENT TESTIMONIALS

“I was placed in the intense reigns of Charlie Sandlan. I became a better artist, actor, friend, sibling and daughter because of the studio. Even now, I crave the studio every day. What I learned is present in my work every day. I truly believe in everything they stand for.”

Jes Macallan

“Maggie taught me that I could control my work, my acting, and to throw all of the bullshit out that I had in my head about ‘what I should be doing’ and to just listen and respond honestly, in the moment. She gave me a craft. She is, quite simply put, THE BEST.”

Piper Perabo

“Maggie taught me that I could control my work, my acting, and to throw all of the bullshit out that I had in my head about ‘what I should be doing’ and to just listen and respond honestly, in the moment. She gave me a craft. She is, quite simply put, THE BEST.”

Piper Perabo
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ACTING STUDIO NEW YORK NY
The Maggie Flanigan Studio is the leading acting studio in New York City where professional actors train for long careers. The acting programs at the drama school are based on the Meisner Technique and the work of Sanford Meisner. The two year acting program includes acting classes, movement classes, voice and speech for actors, commercial acting classes, on camera classes, cold reading, monologue, playwriting, script analysis and the Meisner Summer Intensive.

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