In 1988, his animated shortYour Face was nominated for the Academy Award for Best Animated Short Film. He also became known for other animated short films, including 25 Ways to Quit Smoking (1989) and Enemies (1991), the latter of which was part of the Animania series on MTV, where many of his other shorts were shown.
In 1991, Plympton won the Prix Spécial du Jury at the Cannes Film Festival for Push Comes to Shove which was featured on MTV's animated series Liquid Television. In 1992, his self-financed, first feature-length animated film, The Tune debuted at the Sundance Film Festival.
His work also appeared on the 1992–1993 Fox comedy series The Edge. In 1993, he made his first live action film, J. Lyle.
Bill and Sandrine Plympton in 2014
In 1995, he contributed animation and graphics to a computer game collection, Take Your Best Shot. In 1997, Plympton's work was also presented in Europe. In November, the Geneva-based publisher Éditions Paquet published the French-language collection ''Toute la vérité sur le sujet''. The following month, from December 6 to 20, Plympton was featured at the Geneva event "BD Fleuves", held at 1 rue de la Truite, with Paquet among the participating partners.
In 1997, Plympton released Mondo Plympton, an animated retrospective of his career combining earlier shorts and excerpts with new sequences depicting Plympton as an animated character discussing his work as a cartoonist and independent animator. Following its festival premiere at the World Animation Celebration and a screening at Seattle's Masters of Animation conference, Plympton self-distributed the film to selected U.S. theaters. Reviewing its San Francisco theatrical run, Edward Guthmann described the film as a career retrospective in which Plympton placed his earlier films in autobiographical context.
He also published a comic book in 2003, The Sleazy Cartoons of Bill Plympton. The actress Martha Plimpton, a distant relative of his, served as associate producer on Plympton's animated feature Hair High (2004), doing much of the casting. The movie's voice cast included her father Keith Carradine and her uncle David Carradine.
Plympton's 2008 80-minute feature, Idiots and Angels presented by Terry Gilliam, had no dialogue. The film premiered at the Tribeca Film Festival on 26 April 2008,
In 2011, Alexia Anastasio completed a documentary on Plympton's life, Adventures in Plymptoons!, released in September 2012 direct-to-DVD and on video-on-demand.
In 2011, Plympton collaborated with child film critic Perry Chen on Ingrid Pitt: Beyond the Forest, a 2011 short animated film directed by Kevin Sean Michaels, about actress and Holocaust survivor Ingrid Pitt.
In 2016, Plympton completed two feature-length projects. Hitler's Folly was conceived as a satirical mockumentary, while Revengeance was made in collaboration with animator Jim Lujan. Lujan wrote, designed and voiced Revengeance, while Plympton produced, co-directed and animated the film. Revengeance received the Grand Jury Prize in the Animated Feature Competition at the 2017 Nashville Film Festival.
In 2018, Plympton created the animated series of shorts Trump Bites for The New York Times. One installment, Trump and Putin: A Love Story, depicting Donald Trump and Vladimir Putin in an intimate relationship, drew criticism for relying on imagery that some commentators described as homophobic.
In 2019, Plympton received the Pulcinella Career Award at Cartoons on the Bay in Turin, recognizing his career in independent animation.
His 2021 short Demi's Panic, written by Danny Leonard and inspired by experiences of the COVID-19 pandemic, marked an unusually dramatic departure from Plympton's predominantly comic work.
In 2020, Plympton launched a Kickstarter campaign for a new animated musical western, Slide. The campaign raised approximately $60,000 from 400 backers. The film screened at the 2023 Annecy International Animation Film Festival and at other festivals during 2023 and 2024. Plympton's studio states that the production officially wrapped in late 2024. In November 2025, the film was released theatrically in France as Duel à Monte-Carlo del Norte.
In 2023, the National Cartoonists Society awarded Plympton the Milton Caniff Lifetime Achievement Award for his career as a cartoonist.
In August 2025, Plympton announced a new animated short entitled Whale 52 - Suite for Man, Boy, and Whale, which had its New York premiere the following month at the IFC Center during a multi-day Plympton retrospective presented by "Weird Al" Yankovic. Another Plympton short, Duckville, also had its New York premiere during the retrospective. Whale 52 subsequently screened at the 2025 Woodstock Film Festival and was among the animated shorts that qualified for consideration for the Academy Award for Best Animated Short Film. Although it was not nominated for an Academy Award, in February 2026 Whale 52 received the Crystal Bear for Best Short Film at the Berlin International Film Festival.
In April 2026, Plympton received the Romics d'Oro at the 36th edition of Romics in Rome, in recognition of his career in independent animation.
Technique
By sometimes alternating the same drawings back and forth, it creates a shimmering effect, known in animation as a 'boil', that makes it look like the images are pulsating.
Legacy
A collection of more than 180 Plympton items is held at the Academy Film Archive. The archive has preserved Plympton's films such as Your Face, The Tune, Guard Dog, and The Cow Who Wanted to Be a Hamburger.
His films have featured in the Animation Show of Shows including Your Face, Guard Dog, Eat (2001), The Fan and the Flower (2005), and Santa: The Fascist Years (2009).
On June 1, 2026, Plympton was inducted into the Animation Hall of Fame.
Personal life
On December 23, 2011, Plympton married animator/artist/illustrator Sandrine Flament. Their son, Lucas, was born in September 2012.
123Lovece, Frank (October 23, 2012). "God of Indie Animation Bill Plympton at Gold Coast Film Fest". Film Festival Traveler. Archived from the original on February 10, 2014. Retrieved 2014-02-10. Born April 30, 1946, in a Portland, Ore., hospital, Plympton grew up in a family of six kids on a farm in nearby Oregon City. ... [Plympton's son] Lucas [was] born about three weeks before this interview was conducted on Oct. 13, 2012....