Draw Me Anything with Jason Chatfield

53:08

DMA #58: Paul Noth... He Tells It Like It Is

Draw Me Anything with Jason Chatfield ·

2026/09/29

Thursday, midday. Paul Noth is in Milwaukee, where he moved back after 20 years split between the Upper East Side and the Princeton area, and where he now has, as he put it while wandering to another room mid-stream to chase better WiFi, multiple rooms. (We get it, Paul. You don’t live in Manhattan anymore.)First order of business: it’s Noth, rhymes with both. He’s been letting people say “Nawth” for decades out of Midwestern politeness. Gosh. Consider yourselves corrected on his behalf. If you

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10:38

Three Men Talked About Housework for 80 Minutes. On...

Draw Me Anything with Jason Chatfield ·

2026/09/17

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comOn Wednesday at 8pm, I did something I have never done in 20 years of cartooning: I drew a stork, live, on the internet, while two grown men discussed laundry detergent… (I know. Weird that it took me so long, right?!)Let me back up.I went live on Substack with my co-authors on a book we’re writing about how couples can run a home without slowly startin…

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2:24

DMA #57: The Calligrapher and the Princess

Draw Me Anything with Jason Chatfield ·

2026/09/17

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comWednesday, midday… Brian Biggs is alone in his Philadelphia studio, an old garage he describes as a hermit cave, holding his phone in one hand and a pen in the other. I’m at my drawing board doing the same. For the next hour, 90 people watched 2 grown men show each other their doodles.If you missed it live, the replay is above. What follows is what you missed, with links to everything we held up to the camera.Brian

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2:37

DMA#56: The Patron Saint of the Scary Email with...

Draw Me Anything with Jason Chatfield ·

2026/09/12

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comCarly Valancy beamed in from Valencia, Spain.Some of you will remember Carly. She interviewed me on her Substack, A Good Omen, a while back. This week I got to return fire.Four years ago, Carly reached out to the writer Alex Dobrenko`. When she interviewed him, she asked who she should talk to next. He said me. She sent me one email. I said yes. Then I sent her one email (”I know how busy you are, but...”), and she

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66:50

#66: ⁠IP Theft Is Huge in the Moth Community

Draw Me Anything with Jason Chatfield ·

2026/09/03

Subscribe, rate, and please leave us a funny ⭐️⭐️⭐️⭐️⭐️ review wherever you listen to podcasts.Welcome back for another episode of Is There Something In This? Outside, seaplanes kept coming down the East River like they’d been thrown, and every twenty minutes Scott and I stopped mid-sentence to watch one not crash. One aborted, came around, and hit the water hard enough that we both made the noise. Nobody plans these segments. I’m back from Columbus, where actual listeners turned up and forced us to

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79:50

DMA#55: Paid to be in trouble with Avi Steinberg

Draw Me Anything with Jason Chatfield ·

2026/08/14

About twelve years ago, a teacher hired me to draw a caricature of her colleague as a gift. The colleague, she mentioned, was a New Yorker cartoonist. I said yes immediately, then realised I had no idea what the man looked like.That’s the whole profession, basically. You know the work, you know the signature, you’ve never seen the face. “It’s the perfect crime,” Avi Steinberg said this week, a decade after drawing him without his knowledge. “You can be famous on paper and still walk around without

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47:20

DMA#54: The Kindest Cut with Josh Gondelman

Draw Me Anything with Jason Chatfield ·

2026/07/30

I said at the top of this episode that I didn’t want to call Josh Gondelman a comedian, because the word does about a third of the required work.Here is the CV, and I have since checked it against his actual bio rather than my memory, which is a courtesy I extend to guests and to no one else. Five years at Last Week Tonight with John Oliver, first as web producer and then as staff writer, where he collected four Emmy Awards, two Peabody Awards and three WGA Awards. Head writer and executive producer

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7:22

DMA#53: "Don't Call It a Recap" with Austin Kleon

Draw Me Anything with Jason Chatfield ·

2026/06/12

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comOver Austin Kleon’s shoulder, the whole time we talked, Lynda Barry watched us.Not the actual Lynda Barry; an original manuscript page from Cruddy, hanging on his studio wall next to an outtake from Making Comics. He calls them his Guardian Spirits, and the plan is to keep adding to them until he’s got a full pantheon of demigods looming over his desk.I understand the impulse completely. I’ve got a drawing of Larry

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7:30

DMA#53: Drinking Your Own Bath Water: A Morning with...

Draw Me Anything with Jason Chatfield ·

2026/06/03

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comThere’s a cartoon early in Rich Sparks’s new book of a man my age, alone in a bath, lifting a spoon to his lips. No setup, no crowd, no scene. Just the act, and a title underneath:“Youp.”Where I’m from, that’s a diagnosis. My uncle Greg taught it to me as a child: “Mate, get a load of this bloke. He drinks his own fucken bath water.” (Australian for arrogant.) First cousin to tall poppy syndrome, that great national

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4:30

DMA #52: The Patron Saint of NYC Comedy Photos, with...

Draw Me Anything with Jason Chatfield ·

2026/06/02

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comWhen I first moved to New York 12 years ago, I did what every terrified transplant does: I asked other comedians for advice…This was a mistake, because comedians are a bag of cats and no two of them agree on anything. One told me to do every open mic in the city. One told me to do none of them. One told me, with great seriousness, to “find my inner hobgoblin,” which is the kind of thing people say when they have no

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18:29

DMA#51: 'Truths Are Just Jokes That Nobody Laughed...

Draw Me Anything with Jason Chatfield ·

2026/05/31

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comLet me tell you who Myq Kaplan is, because if you’re not already a fan, that changes today.He’s been doing comedy for going on twenty-five years. He has a Comedy Central special. He was a finalist on Last Comic Standing. He’s been on Comedy Bang Bang and Keith and the Girl more times than I can count. He has two specials on YouTube - AKA and Rini - and a new one he’s just recorded. He runs a Substack called Myq

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11:29

DMA#51: 'Truths Are Just Jokes That Nobody Laughed...

Draw Me Anything with Jason Chatfield ·

2026/05/29

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comLet me tell you who Myq Kaplan is, because if you’re not already a fan, that changes today.He’s been doing comedy for going on twenty-five years. He has a Comedy Central special. He was a finalist on Last Comic Standing. He’s been on Comedy Bang Bang and Keith and the Girl more times than I can count. He has two specials on YouTube - AKA and Rini - and a new one he’s just recorded. He runs a Substack called Myq

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10:51

DMA#50: Aussies in New York Getting Sandwiches with...

Draw Me Anything with Jason Chatfield ·

2026/05/23

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comMy drawing board is currently covered in a mix of art supplies and aggressively pungent deli meats.I’ve got a puddle of Higgins ink dangerously close to a towering pastrami on rye, and my entire apartment smells of mustard. Outside my window, a sanitation truck is violently reversing down 9th Avenue. The floorboards are vibrating. On my monitor, looking entirely too relaxed for a man navigating the crazy New York

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5:03

DMA#49: Creativity within Confines & the Poetry of...

Draw Me Anything with Jason Chatfield ·

2026/05/20

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comI am sitting at my drawing board in my sweltering Manhattan apartment. Grant is sitting in his room in Wichita, Kansas. The contrast between our two environments is immediate and palpable.His background is calm, lined with books. There is a quiet, steady, midwestern stillness to his frame that makes my own neurotic, constantly vibrating New York energy feel unhinged.I have been a big fan of Grant’s work for a long

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12:55

DMA#48: Drawing Sneaky Art in Times Square: AI Slop &...

Draw Me Anything with Jason Chatfield ·

2026/05/05

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comAs always, if you want to watch the full replay, please upgrade to Paid. I really appreciate your support.If you want to test the absolute limits of your nervous system, try sitting in the middle of Times Square with a sketchbook, a pen, and an open microphone...It is a sensory assault. It does not smell like inspiration; it smells like roasted nuts, diesel exhaust, and the sweat of ten thousand tourists realising

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4:23

DMA #47: Naked Kickstarters & Bypassing the...

Draw Me Anything with Jason Chatfield ·

2026/04/25

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.com“You cannot write a line of code that replaces the invisible labour, the thousands of terrible rough sketches, and the deeply human derangement required to make a truly great cartoon.”If you try to launch a print humor magazine in the 21st century, most financial advisors will tell you to just set your money on fire instead; it’s faster, it requires less paperwork, and it keeps you warmer in the winter.We live in

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63:57

DMA#40 Recap: The J. Jonah Jameson Editor, Surviving...

Draw Me Anything with Jason Chatfield ·

2026/04/21

When I first sat down to chat with Jeremy Caplan about artificial intelligence and digital productivity tools, I genuinely did not think we would end up talking about him playing the violin. I certainly did not expect the conversation to pivot into a deep, philosophical appreciation for the irreplaceable magic of humans sitting in a room together, simply enjoying a live performance.But tha’s the funny thing about talking to someone who spends their life evaluating machines. You inevitably end up

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64:36

DMA#39: Diagon Alley for Pen Nibs, A Crosshatching...

Draw Me Anything with Jason Chatfield ·

2026/04/18

If you joined me last time I had the legendary Kevin “KAL” Kallaugher on the stream, you’ll remember we discussed the “Cartoonist’s Paradox”- the absurd reality where cartooning is incredibly easy to start, but absolutely impossible to stop once it gets its hooks into you. This time around, our conversation shifted gears. Instead of talking about how to get into the game, we talked about how to survive it. We dug into how to stay sane in a politically fractured world, how to defend the analogue line

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3:33

DMA#46: "Protect Your Time Like It’s the Last Drop of...

Draw Me Anything with Jason Chatfield ·

2026/04/10

This is a free preview of a paid episode. To hear more, visit www.newyorkcartoons.comEpisode Links: Book // Socials // Podcast // WebsiteIf you caught this chat live on Thursday, you know my chat with Sarah Elizabeth Hill didn’t bother with small talk. We dove straight into the deep end.Sarah writes, produces, and runs Bobi Media. She took $400 and built it into an agency that works with Oscar winners, Deepak Chopra, and brands you see on billboards. On paper, it looks like she just levitated to the

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30:07

How Traverse City built a comedy festival that treats...

Draw Me Anything with Jason Chatfield ·

2026/04/03

The sheer logistical terror of running a comedy festival is not something the average person truly understands. You have to convince nearly a hundred highly neurotic, sleep-deprived stand-up comedians to travel to a single location. You have to make sure they get picked up at the airport. You have to house them. You have to pray they have the personal o… This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit

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