David Sipress graduated from Williams College and went on to grad school in Russian History at Harvard before leaving to pursue a career as a cartoonist. It took twenty-five years of submitting before his first cartoon was bought by the New Yorker, in 1998. Since then, Sipress has published close to seven hundred cartoons in the magazine. During the presidential election in 2012, he became the first Daily Cartoonist on the New Yorker website, and repeated his run as Daily Cartoonist in 2014 and twice in 2016, covering the presidential primaries and the national election. His topical Daily Cartoons continue to appear on the website in 2019. Sipress’ cartoons have also appeared in the Boston Phoenix, Time, Parade, Playboy, Funny Times, The Washington Post, Harper’s, Men’s Health, Gastronomica, Shambhala Sun, Narrative, Süddeutsche Zeitung, The Spectator, and numerous other publications and related websites.
Sipress has published eight collections of his cartoons and was the 2016 winner of the National Cartoonists Society’s Reuben Award for Gag Cartooning. A short film about Sipress “The Making of a New Yorker Cartoon,” was created by the New Yorker and he was the co-creator, writer, and host of “Conversations with Cartoonists,” a series of onstage interviews with New Yorker artists, at Dixon Place in New York City.
A sample of New Yorker cartoon original drawings available:
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