Winters has appeared in two of the
Law & Order television series:
Law & Order: Special Victims Unit, where he was a regular in the first season, and as a guest star in the
Law & Order: Criminal Intent episode "
Purgatory". He also made an appearance in Season 2 of the television series
Sex and the City as John McFadden. More than ten years after his final appearance on
SVU, he again portrayed Detective
Brian Cassidy in the 13th-season finale "
Rhodium Nights", became a recurring character in the 14th season and, in the 15th season, and also became Captain
Olivia Benson's love interest. He has also made guest appearances on
Homicide: Life on the Street,
Third Watch,
NYPD Blue,
CSI: Miami and as
Dennis Duffy in
30 Rock as well as previously having an accompanying role in
Rescue Me. He starred in the 1999 romantic comedy
Undercover Angel with
Yasmine Bleeth and the 2002
direct-to-video horror film Hellraiser: Hellseeker. He played Tom in
P.S. I Love You. Winters played Detective
Sam Tyler's father in the US version of
Life on Mars. He also played
Charley Dixon,
Sarah Connor's love interest, in
Terminator: The Sarah Connor Chronicles. Winters performed stand-up comedy at
Catch a Rising Star,
The Comic Strip, and the
Comedy Cellar alongside notable comedians
Jerry Seinfeld,
Paul Reiser, and
Chris Rock. An
HBO comedy special led him to the role he portrayed on
Oz, the HBO-produced prison drama. Winters was cast in the
ABC drama pilot
Happy Town, from the creators of
October Road, but was replaced by
Steven Weber after shooting the pilot. Winters was away from acting until 2010, when
Tina Fey brought him back to
30 Rock. Also that year, Winters was introduced as "
Mayhem", a recurring character in a television and radio advertising campaign for
Allstate Insurance created by the advertising agency
Leo Burnett Chicago. In 2019, Fey joined Winters in a series of "Mayhem" commercials. Winters played Avi in
John Wick. Winters co-starred in one season of the CBS cop drama series
Battle Creek, playing a small-town police force detective opposite
Josh Duhamel, the FBI resident agent assigned to the town. The series was canceled in May 2015. He had a recurring role on
Brooklyn Nine-Nine as The Vulture and had a supporting role as a divorce attorney on the HBO series
Divorce. In 2018, he was cast as Mr. Town in the second season of
Starz's
American Gods. In 2019, he was in the film
Framing John DeLorean. ==Personal life==