Episode 62: Jason Chatfield - Drawn to New York

Jason Chatfield is a cartoonist - whose work has appeared in "Mad Magazine" and "The New Yorker" - and a standup comedian, based in New York City.Instagram and all episodes(00:00) From Perth to New York(02:15) Cartooning starts as a hobby(04:40) Detention and the first paid caricature(07:10) Discovering late-’90s cartoon career paths(10:05) Skipping college and the 10,000-hour grind(13:30) Perth as a craft crucible(17:00) Quokkas, family, and bus-ride sketching(20:10) MAD Magazine as a classroom(23:00) Learning from peers and ACA presidency(26:30) Taking over a 102-year-old strip(30:10) Daytime drawing, nighttime comedy in Melbourne(33:40) Annual U.S. trips and the 2014 move(37:00) The expanding-map mindset and mentors(40:20) Australia-famous, funerals, and the leap(44:10) New York hustle and the strip’s 2023 end(48:00) Networking, referrals, and the mailing list(52:00) Substack era: writing, community, livestreams(55:30) New Yorker vs. MAD in a changing industry(58:40) New Yorker economics, rights, and royalties(64:00) Success redefined: enough and true fans

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This episode is 1 hour and 7 minutes long.

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This episode was published on November 12, 2025.

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