Director Rudolph came to prominence with Choose Me (1984), the story of the sexual relationships among a handful of lonely, but charming, people – an ex-prostitute bar owner (Lesley Ann Warren), an emotionally repressed radio talk show hostess (Bujold), and a disarmingly honest madman (Carradine).

[1] The Moderns (1988) is a fictional love story set in 1926 Paris among well-known American expatriates such as Ernest Hemingway and F. Scott Fitzgerald, whom the film's characters briefly encounter.

Expatriate American artist (Carradine) re-ignites his love for his former wife (Linda Fiorentino), despite her marriage to a sinister, philistine art collector played by John Lone.

Breakfast of Champions (1999) was an adaptation of Kurt Vonnegut's metafictional novel, with Albert Finney as the wildly prolific but terminally under-appreciated writer Kilgore Trout.

In 2017, he directed Ray Meets Helen, a love story between two quirky outsiders, depicted by veteran Rudolph actor Keith Carradine and Sondra Locke, in her final film.