Dean Winters

Dean Winters

Highest Rated: 90% Framing John DeLorean (2019)

Lowest Rated: 0% Hellraiser: Hellseeker (2002)

Birthday: Jul 20, 1964

Birthplace: New York, New York, USA

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 fondness for as well as a proficiency in the craft, and began to land TV guest roles. Among his first professional acting jobs was a recurring role on NBC's "Homicide: Life on the Street," playing the husband of a murdered woman. In subsequent episodes, his character confessed to the murder, and was later featured in a prison riot episode. Winters went from this Fontana/Levinson production to another, landing a regular role on the gritty HBO prison drama "Oz" in 1997. The actor played prisoner Ryan O'Reilly, a manipulative and crafty yet oddly likable inmate whose survival skills have allowed him to enjoy a virtually unvictimized existence in the hellish prison. Not a member of any of the main groups represented at Oswald Correctional Facility, O'Reilly succeeded by playing each faction off of another to achieve his desired end. Winters' performance in the program was consistently compelling, and he was given room to show his skills with his character playing integral parts in some of the series' wilder storylines. A breast cancer survivor, O'Reilly fell so hard for the doctor that diagnosed and treated him that he had his mentally challenged brother (played by his real-life sibling Scott William Winters) on the outside kill her husband. He counts among his other credits the slow murder of a fellow inmate by spiking his food with ground glass, fixing a series of boxing matches by drugging whichever combatant he bet against and insidiously overtaking the drug trade from the established dealing group. Winters' multi-dimensional portrayal of the calculating survivor has made O'Reilly a favorite character among fans despite his obvious despicable qualities, his moving depiction of O'Reilly's struggle with his genuine if twisted love for Dr. Nathan (Lauren Velez) and the fierce protectiveness of his overly trusting newly imprisoned brother Cyril (who landed in Oz because of the murder his brother ordered) serving as particularly strong examples of Winters' acting strength.


Highest Rated Movies



90% 69% Framing John DeLorean John Valestra (Character) $145.6K 2019
83% 76% After Everything Blake (Character) - 2018
45% 29% Rough Night Detective Frazier (Character) $22.1M 2017
38% 46% Teenage Mutant Ninja Turtles: Out of the Shadows Bartender (Character) $82M 2016
86% 81% John Wick Avi (Character) $43M 2014
7% 30% Don Peyote Unknown (Character) - 2014
No Score Yet No Score Yet The Devil You Know Jake Kelly (Character) - 2013
27% 50% Splinterheads Reggie (Character) $16.4K 2009
No Score Yet 10% Winter of Frozen Dreams Ken Curtis (Character) $7.3K 2009
81% 72% Today's Special Steve (Character) $317.8K 2009
25% 80% P.S. I Love You Tom (Character) $53.7M 2007
No Score Yet 59% Bristol Boys Randy (Character) - 2005
No Score Yet No Score Yet Love Rome Dean (Character) - 2004
0% 33% Hellraiser: Hellseeker Trevor (Character) - 2002
25% 78% Snipes Bobby Starr (Character) $70.1K 2001
No Score Yet 73% Undercover Angel Harrison Tyler (Character) - 1999


95% 94% Brooklyn Nine-Nine The Vulture (Guest Star) 2019 2017 2013-2015
78% 89% Law & Order: Special Victims Unit Brian Cassidy (Character),
Unknown (Guest Star)
2017-2019 2012-2014 1999-2000
78% 64% Divorce Tony Silvercreek (Guest Star) 2018
No Score Yet No Score Yet Tangled: The Series Andrew (Guest Voice) 2017
98% 83% Last Week Tonight With John Oliver Brett (Guest Star) 2015
96% 67% Battle Creek Russ Agnew (Character) 2015
No Score Yet No Score Yet The Talk Guest 2015
No Score Yet No Score Yet CBS This Morning Guest 2015
No Score Yet No Score Yet Entertainment Tonight Canada Guest 2015
No Score Yet 91% American Dad Unknown (Guest Voice) 2014
78% 93% 30 Rock Dennis Duffy (Guest Star) 2008-2012 2006
70% 67% Up All Night Unknown (Guest Star) 2012
89% 89% Rescue Me Johnny Gavin (Character),
Unknown (Guest Star)
2011 2009 2004-2006
85% 87% Terminator: The Sarah Connor Chronicles Unknown (Guest Star) 2008-2009
77% No Score Yet Life on Mars Unknown (Guest Star) 2008
No Score Yet No Score Yet Law & Order: Criminal Intent Unknown (Guest Star) 2008
No Score Yet 66% CSI: Miami Unknown (Guest Star) 2005
92% 98% Oz Ryan O'Reily (Character),
Unknown (Guest Star)
No Score Yet No Score Yet The Twilight Zone Unknown (Character) 2002
No Score Yet No Score Yet Third Watch Unknown (Guest Star) 2002
71% 85% Sex and the City John McFadden (Guest Star) 1999
No Score Yet No Score Yet Millennium Unknown (Guest Star) 1999
No Score Yet No Score Yet New York Undercover Unknown (Guest Star) 1998
83% No Score Yet NYPD Blue Larry (Guest Star) 1996


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