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A Chatfield Vintage Portrait, A Pulitzer Prize-winner, & A Writer Who Draws
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A Chatfield Vintage Portrait, A Pulitzer Prize-winner, & A Writer Who Draws

#440: Plus! Morris gets all up in my business.

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Jason Chatfield
Jun 03, 2025
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New York Cartoons
A Chatfield Vintage Portrait, A Pulitzer Prize-winner, & A Writer Who Draws
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Summer in Hell’s Kitchen is in FULL SWING! (So is the smell of hot dogs and shawarma.)

Hey again, friend.

Welcome to Issue #439 of New York Cartoons. As I’m writing this, Morris is sitting right behind my laptop, glaring at me with his big, googly eyes… He’s already eaten breakfast and gone for his morning walk, pooped twice, and yet he has decided that the ottoman is the place he will now sit and make sexy eye contact with me until I hit ‘Publish’. To that end, I’m going to just get on with it before he starts doing a Miles Davis impersonation from his butt…

Someone was asking me when I got the idea for the “Draw Me Anything” live stream segment I do here, and I had to scratch my head and confess I didn’t know. So I went back through my notes to find when I had drunkenly tapped the idea down in the Notes app on my phone…

…It was 11 years ago! If ever there were a record for “Time between having an idea and executing it.” I’d be the World Champ. Thanks, ADHD! You’re the gift that keeps on giving.

With that said, I’m giddy to draw and talk to someone whose work I’ve been reading for years, and whose books changed my whole attitude to creative work:

Today @ 1pm with Austin Kleon: ‘A Writer Who Draws.’

Austin Kleon
is the New York Times bestselling author of a trilogy of illustrated books about creativity in the digital age: Steal Like An Artist, Show Your Work!, and Keep Going. You can find more ridiculously impressive stuff about him here.

I’m a fan. The man has turned creativity into a sustainable career, and I can’t wait to talk to him later today!

TUNE IN FREE @ 1PM EDT

THEN!

Friday @ 11am EDT with 2025 Pulitzer Prize Winner,
Ann Telnaes

For a very special episode of Draw Me Anything, I’ll get to talk to my good friend and one of my all-time favourite cartoonists, Ann Telnaes, this Friday at 11am. Ann’s had quite a year already, leaving the Washington Post in January before taking the leap to publishing solely on Substack and traveling the world to talk about press freedom.

You can find out more about Ann in my “Someone You Might Like” post about her from a couple of years ago:

#10: Ann Telnaes

Jason Chatfield
·
October 20, 2023
#10: Ann Telnaes

ork, there’s a hefty chance you might like the people I enjoy too. Each week I share a new person who tickles my fancy. This week’s person is…

Read full story

ADD IT TO YOUR CALENDAR NOW!

This week’s Sketchbook is a combination of dog sketches— from the rough draft of the book cover to some recent sketches I’ve drawn of people’s dogs in the new book. If you have a friend who would like a copy with their dog sketched inside the cover, let me know!

Order a Custom Dog Sketch

Here’s the rough draft:

Here’s how it turned out:

Order Your Copy Here!

🐶 Happy 30th to the ACC! 🥳

I’m excited to attend the Animal Care Centers of NYC’s 30th birthday gala in TriBeCa this week! The ACC is the city’s only open-admissions animal sheltering organization, dedicated to ending animal homelessness across all five boroughs. Find out more about their epic work at nycacc.org

The Picture of Dorian (Before He Went) Gray…

The very talented photographer

Alan Photobat Moyle
posted a throwback to a photoshoot we did back when I still lived in Melbourne. Alan is one of the best comedian photographers around (yes, that’s a thing). It was nice to revisit this one. You can read more in his post below.

I wanted to work out a way of including Jason and Ginger in the same picture. When I arrived at Jason’s place, I thought we could write on some glass. The problem was we were 3 stories up and I couldn’t get outside the windows. THEN I saw the bathroom, and the light was good, so the shower screen was our new canvas.

It worked out okay, but the low light meant I couldn’t get both in focus. Ginger in focus worked well, as did the other image, which is at the top, backlighting both Jason and Ginger using the triangle window to centralise the composition. The exposure was based on the sky. I wanted that to still hold detail, and the light to give some pops of colour.

Read the full post here:

ShadowBat - Behind Photobat Photography
Jason Chatfield - Vintage Portrait of the Week
Way back in 2013, I kicked off a Portrait Of The Week challenge*… I didn’t stick to it much, BUT I did get a few in, and let’s revisit one of my faves with this throwback to cartoonist Jason Chatfield…
Read more
a month ago · 1 like · 2 comments · Alan Photobat Moyle

If you’re new here, or you haven’t had a moment to wander back through the archives of profound genius I’ve shared up to this point, take a peek at the following scribblings:

'That Moment When You Realize You've Ruined Your Resume Forever'

'That Moment When You Realize You've Ruined Your Resume Forever'

Jason Chatfield
·
Apr 8
Read full story
Book Creation Process: from Concept to Finished Book

Book Creation Process: from Concept to Finished Book

Jason Chatfield
·
Apr 23
Read full story
Japan Sketchbook #1: Sunday in the Park with Charcoal

Japan Sketchbook #1: Sunday in the Park with Charcoal

Jason Chatfield
·
September 22, 2024
Read full story
Upper East Side Story: A Cartoonist's Report

Upper East Side Story: A Cartoonist's Report

Jason Chatfield
·
November 14, 2024
Read full story
Sneaking Into The Good Room with Meryl Streep: A Wild Night of Bottomless Martinis & Parasol Churros

Sneaking Into The Good Room with Meryl Streep: A Wild Night of Bottomless Martinis & Parasol Churros

Jason Chatfield
·
November 22, 2024
Read full story
Chatfield X Waking Up: The Most Fulfilling Collaboration Project of my Career.

Chatfield X Waking Up: The Most Fulfilling Collaboration Project of my Career.

Jason Chatfield
·
Apr 30
Read full story

Yes, he’s still sitting there…


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By Jason Chatfield · Hundreds of paid subscribers
A free cartoon in your inbox every week made with human hands + live drawing vids with the most interesting people, creative insights & illustrated stories that prove being a New Yorker cartoonist & comedian in NYC is exactly as unhinged as you'd imagine.
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A Chatfield Vintage Portrait, A Pulitzer Prize-winner, & A Writer Who Draws
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elly linam studio's avatar
elly linam studio
Jun 3

i giggled at the DMA note. totally something i would do.

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Ann Telnaes: Talking Musk VS Trump & Freedom of Expression!
DMA#12: My favourite political cartoonist joins me to bring cogence to the endless insanity, and why now is not the time to check out of the news.
Jun 6 • 
Jason Chatfield
 and 
Ann Telnaes
113

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New York Cartoons
New York Cartoons
Ann Telnaes: Talking Musk VS Trump & Freedom of Expression!
2
36:03
I hid these cards around New York and got the weirdest emails back.
How a real-world experiment to 'find my rat people' resulted in some of the craziest responses from Real New Yorkers.
Aug 4, 2024 • 
Jason Chatfield
119

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New York Cartoons
New York Cartoons
I hid these cards around New York and got the weirdest emails back.
19
Silencing the Court Jesters.
10 years ago, cartoonists were murdered for drawing offensive things. Things have not been getting better since.
Jan 5 • 
Jason Chatfield
363

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New York Cartoons
New York Cartoons
Silencing the Court Jesters.
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