opportunity to meet the show's producer, Clint Eastwood, who quit days before filming began. Later that year, he made his professional Off Broadway debut in the Playwrights Horizons' production of The Monogamist and received the Theatre World Award for Outstanding Debut Performance. He starred in the world premiere of The SantaLand Diaries (1996) at the Atlantic Theater Company, a one-man play based on David Sedaris' essay about working as a Macy's department store Christmas elf. Ben Brantley of The New York Times felt the "charming" Olyphant did "a wonderful job" when imitating other characters but had "a harder time finding a convincing style for the running narrative." Howard Kissell of The New York Daily News remarked that he delivered "all the drollery with a perfect deadpan and a twinkle" while David Patrick Stearns of USA Today described him as "an excellent young actor who successfully projects the world-weariness of a young 20-something who slowly evolves into somebody who just might believe in Christmas." Olyphant made his feature film debut in The First Wives Club (1996) as an eager young director who attempts to cast Elise Elliot (Goldie Hawn) – who thinks she will be playing the leading lady – in the role of the elderly mother. Airing on the same day of that film's release, he made his television debut in the pilot of the CBS spy series Mr. & Mrs. Smith. In 1997, Olyphant made a guest appearance as Officer Brett Farraday in three episodes of the ABC police drama High Incident and returned to New York's Playwrights Horizons to play a supporting role in Plunge. He also had minor roles in the romantic comedy A Life Less Ordinary and the CBS television film Ellen Foster. Olyphant's most high-profile role of 1997 was as a film student later revealed as one of the killers in the successful horror film Scream 2, bringing "a degree of wild-eyed flair to the role," according to HitFixs Chris Eggertsen. He later described the role as "a gift. I had virtually nothing on my resume at that point. I'm sure some of it was made up." Olyphant returned to television in 1998 for a guest starring role in an episode of the HBO sitcom Sex and the City, playing a love interest for Carrie Bradshaw. Sarah Jessica Parker later said the episode, "Valley of the Twenty Something Guys", was her favorite of the series.