Early career After graduating from Harvard in 1973, Stillman began working as an editorial assistant at
Doubleday in New York City, followed by a stint as a junior editor at
The American Spectator, a conservative magazine. Stillman has subsequently distanced himself from his work for the
Spectator, stating that he now hates "to be drawn into ideological debates" and prefers to remain "
apolitical." He was introduced to some film producers from
Madrid and persuaded them that he could sell their films to Spanish-language television in the US. He worked for the next few years in Madrid and
Barcelona as a sales agent for directors
Fernando Trueba and
Fernando Colomo, and sometimes acted in their films, usually playing comic Americans, as in Trueba's film
Sal Gorda.
1990s '''
Metropolitan (1990)''' Stillman wrote the screenplay for
Metropolitan from 1984 to 1988 while running an illustration agency in New York, and he financed the film by selling the insider rights to his apartment (for $50,000) and with the contributions of friends and relatives. during his first year at Harvard,
Metropolitan tells the story of the alienated
Princetonian Tom Townsend's introduction to the "Sally Fowler Rat Pack" (SFRP), a small group of
preppy,
Upper East Side Manhattanites making the rounds at debutante balls during Christmas break of their first year in college. Though he is a socialist deeply skeptical of the SFRP's upper-class values, Tom (Edward Clements) grows increasingly attached to the cynical Nick (
Chris Eigeman) and plays an important part, of which he is largely unaware, in the life of Audrey (
Carolyn Farina), a young debutante. Many of the exclusive interior locations were lent to Stillman by family friends and relatives. He won the 1990
New York Film Critics Circle Award for Best New Director. The movie was a financial success, grossing about $3 million on a budget of $225,000. In an interview Stillman said of the film, "The material seemed pretty rich, almost rank. And perhaps it's better approaching a subject people feel strongly about, even if that strong feeling is hatred, than something colorless and unspecific. Also, I love anachronism and this was the chance to film, essentially, a costume picture set in the present day or recent past. But a large part of the idea was to disguise our pitifully low budget by filming the most elegant subject available." '''
Barcelona (1994)'''
Barcelona, his first studio-financed film, was inspired by his own experiences in Spain during the early 1980s. Stillman has described the film as
An Officer and a Gentleman, but with the title referring to two men rather than one. The men, Ted and Fred, experience the awkwardness of being in love in a foreign country culturally and politically opposed to their own. '''
The Last Days of Disco (1998)'''
The Last Days of Disco was based loosely on Stillman's experiences in various Manhattan nightclubs, including
Studio 54. The film concerns Ivy League and
Hampshire graduates falling in and out of love in the
disco scene of Manhattan in the "very early 1980s".
Chloë Sevigny and
Kate Beckinsale play roommates with opposite personalities who frequent disco clubs together.
The Last Days of Disco concludes a trilogy loosely based on Stillman's life and contains many references to the previous two films: a character considers a move to Spain to work for American ad agencies there after meeting with the
Barcelona character of Ted Boynton, and
Metropolitan's heroine Audrey Rouget reappears briefly as a successful publisher, as do a few other characters from that film, as clubgoers. In 2000 Stillman published a novelization of the film, titled
The Last Days of Disco, with Cocktails at Petrossian Afterwards. The novelization won the French 2014 Prix Fitzgerald Award.
2000s Stillman stated in 2006 that he was working on several unfinished scripts. He had been slated to direct a film adaptation of
Christopher Buckley's novel
Little Green Men, but in a 2009 interview, Stillman said the adaptation is "[not] happening, at least with me." He was writing another film,
Dancing Mood, set in Jamaica in the 1960s, which was not produced. '''
The Cosmopolitans (2014)''' In 2014, Stillman wrote and directed the pilot episode of the TV series
The Cosmopolitans for Amazon Studios on August 28, 2014, the pilot was available and Amazon Prime users could watch the pilot episode and vote to pick it up for a full series. On July 11, 2016, Tom Grater reported that Stillman was commissioned by Amazon to write six new scripts to continue his original pilot for
The Cosmopolitans. "I explained to Amazon that I don’t like outlining or projecting what something’s going to be. I like to allow a story to arise as I’m writing scripts. I find it horrible when I try to think of something for the plot without really being on the ground and seeing where it goes. I was really resistant to do the mini-bible. So I gave them something, but I really didn’t want to do it that way. They also knew about the film, so they commissioned six scripts for the first season that they were going to let me postpone until I finished this film, which is now. So in ten days, we’ll be full on with that. It’s been really good because I think I was waiting for the idea I really want, and I think I have that now. It’s not exactly Paris, it’s a European idea. So it will be Chloe and Adam Brody. We’ll keep the pilot, that’s part of the story, but we’ll be going a different place with it."- Whit Stillman, shortly before the world premiere of
Love & Friendship at Sundance In 2016, Amazon stated that: "Our agreements with the content provider don’t allow purchases of this title at this time." '''
Love & Friendship (2016)''' A film version of one of Jane Austen's early short novels
Lady Susan was reported by
Entertainment Weekly on January 22, 2016. This followed the indication that Little, Brown and Company would be publishing the screenplay adapted by Stillman The film premiered in January 2016 at the
Sundance Film Festival under the title of
Love & Friendship. Although the plot of the film is adapted from
Lady Susan, the actual title used (
Love & Friendship) is from another, unrelated early
epistolary novel by Austen, unpublished during her lifetime. It received universal acclaim from critics. The promotional announcement by Little, Brown and Company summarized Stillman's adaptation stating; "Recently widowed, Lady Susan arrives, unannounced, at her brother-in-law's estate to wait out colorful rumors about her dalliances circulating through polite society. While there, she becomes determined to secure a new husband for herself, and one for her reluctant debutante daughter, Frederica, too. As Lady Susan embarks on a controversial relationship with a married man, seduction, deception, broken hearts, and gossip all ensue. With a pitch-perfect Austenian sensibility, Stillman breathes new life into Austen's work, making it his own by adding original narration from a character comically loyal to the story's fiendishly manipulative heroine, Lady Susan." ==Filmmaking style==