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Welcome to New York Cartoons!
Stories from an Aussie Cartoonist & Comedian's life in New York.
Oct 14, 2020
•
Jason Chatfield
43
46:05
🔓 Unlocked: DMA#35: Drawing on the Edge of the Authoritarian Abyss with Ann Telnaes & Patrick Chappatte
"In an autocracy, the autocrat never picks up the phone. He doesn't have to."
Feb 23
•
Jason Chatfield
,
Chappatte Cartoons
, and
Ann Telnaes
55
7
5
I've Been Invited to Guest Lecture at Stanford this Fall. (Yikes!)
Surely, this is some kind of administrative error...
Oct 22, 2025
•
Jason Chatfield
59
29
4
Most Popular
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Silencing the Court Jesters.
Jan 5, 2025
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Jason Chatfield
377
4
65
DMA#37: How to Survive Farting At The Queen (and Why Hippos are Murder Potatoes)
Mar 9
•
Jason Chatfield
and
Jenny Lawson (thebloggess)
79
4
9
Kissing The Ring
Jan 8, 2025
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Jason Chatfield
209
4
22
Why Hanlon’s Razor is the Only Thing Keeping Me from screaming into a Pillow
Feb 17
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Jason Chatfield
58
15
11
How to make a living drawing pictures in a world that keeps updating its software while you’re still installing the last update?
Oct 21, 2025
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Jason Chatfield
52
16
11
The “F-Word” and the End of the Joke
Feb 8
•
Jason Chatfield
49
4
7
A free cartoon in your inbox every Tuesday!
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Recent posts
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The No Kings March in NYC
Navigating the No Kings march, aggressive typography, and the sheer impossibility of crossing Seventh Avenue.
1 min ago
•
Jason Chatfield
2
My Feature on the Blackwing Makers Series
My fave pencil company is bigging me up this week!
Mar 28
•
Jason Chatfield
29
6
6
DMA#43: The Nooks & Crannies of New York City with Tom Chitty
Watch the Recap of a Witty Chit-Chat with Chatto and Chitty.
Mar 27
•
Tom Chitty
and
Jason Chatfield
28
1
2
1:03:00
Snooping The Nooks & Crannies of New York with Cartoonist Tom Chitty
Fellow New Yorker Cartoonist Baron Von Schoogenheimer (AKA Tom Chitty) will join me tomorrow, Thursday at noon, to discuss his new book...
Mar 25
•
Jason Chatfield
29
2
5
DMA#42: Getting Punched in the Face for a Living with Emily Flake
We dive into the ruthless mechanics of humour, Boxing and comedy, the misery of hell gigs, and why you should absolutely never do stand-up at a…
Mar 25
•
Jason Chatfield
,
Emily Flake
, and
Hilary Fitzgerald Campbell
23
2
4
59:19
I'm talking to the winner of the 2026 Thurber Prize for American Humor tomorrow - Emily Flake!
Yes, the guest I've been wanting to have on since Day #1 is finally on Substack...
Mar 23
•
Jason Chatfield
18
5
DMA#41: Calcified Cartoonists, Bigfoot’s Bald Spot, and the Innovator’s Dilemma with Dave Kellett & Brad Guigar from Comic Lab
Thank you Alex Hallatt, Margreet de Heer, eejits, chris eliopoulos, Doreen Schmid, and many others for tuning into my live video with Drive: The Sci-Fi…
Mar 22
•
Jason Chatfield
,
Brad Guigar
, and
Drive: The Sci-Fi Comic
33
2
3
1:16:06
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🎥 DRAW ME ANYTHING!
View all
1:03:00
DMA#43: The Nooks & Crannies of New York City with Tom Chitty
Watch the Recap of a Witty Chit-Chat with Chatto and Chitty.
Mar 27
•
Tom Chitty
and
Jason Chatfield
28
1
2
Snooping The Nooks & Crannies of New York with Cartoonist Tom Chitty
Fellow New Yorker Cartoonist Baron Von Schoogenheimer (AKA Tom Chitty) will join me tomorrow, Thursday at noon, to discuss his new book...
Mar 25
•
Jason Chatfield
29
2
5
DMA#42: Getting Punched in the Face for a Living with Emily Flake
We dive into the ruthless mechanics of humour, Boxing and comedy, the misery of hell gigs, and why you should absolutely never do stand-up at a…
Mar 25
•
Jason Chatfield
,
Emily Flake
, and
Hilary Fitzgerald Campbell
23
2
4
59:19
I'm talking to the winner of the 2026 Thurber Prize for American Humor tomorrow - Emily Flake!
Yes, the guest I've been wanting to have on since Day #1 is finally on Substack...
Mar 23
•
Jason Chatfield
18
5
DMA#41: Calcified Cartoonists, Bigfoot’s Bald Spot, and the Innovator’s Dilemma with Dave Kellett & Brad Guigar from Comic Lab
Thank you Alex Hallatt, Margreet de Heer, eejits, chris eliopoulos, Doreen Schmid, and many others for tuning into my live video with Drive: The Sci-Fi…
Mar 22
•
Jason Chatfield
,
Brad Guigar
, and
Drive: The Sci-Fi Comic
33
2
3
1:16:06
🗒️ SKETCHBOOKS
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Sketchbook: Drawing Dogs at the 2026 Westminster Dog Show
New York goes all out for the 150th Annual Westminster Dog Show - the second-oldest sporting event in America
Feb 4
•
Jason Chatfield
40
4
3
Sketchbook: Live Drawing the 2025 Westminster Dog Show in New York
So many good boys and good girls. So many.
Feb 2
•
Jason Chatfield
24
4
4
Sketchbook: The Hats of the Macy's Thanksgiving Day Parade, New York
Happy Turkey Day! Put something on your head.
Nov 27, 2025
•
Jason Chatfield
37
2
3
4th of July on the Jersey Shore
I’d never once been to the Jersey Shore— all I’d ever heard about it was there was something called a Snooki and and lots of house-sized flags.
Jul 12, 2025
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Jason Chatfield
29
1
2
Sketchbook: Live Drawing the 2025 Westminster Dog Show in New York
So many good boys and good girls. So many.
Feb 16, 2025
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Jason Chatfield
60
7
10
Process Junkie
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The Taste Gap (And Why Your Art Is Trash at First... But That’s Okay)
The Taste Gap: You know your work sucks. You’re not wrong. But it’s not because you’re bad—it’s because your taste is good. Let’s talk about that weird…
Jun 16, 2025
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Jason Chatfield
40
3
3
The Key Habit of the World’s Greatest Artists
Plus! A big announcement of an upcoming guest on Draw Me Anything...
Jun 6, 2025
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Jason Chatfield
23
2
3
What I Learned About Trusting the Process from Ross Barkan's "Glass Century" Launch
On the value of grounding stories in specific details.
May 28, 2025
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Jason Chatfield
15
1
1
Artist VS AI: I went head-to-head ChatGPT for 30 minutes straight...
DMA#8: The Great AI Flop: Artist vs. Algorithm
May 15, 2025
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Jason Chatfield
69
12
9
26:13
AI Really Is Coming For Artists
What the new WEF report tells us about the impending AI-induced bedlam.
May 13, 2025
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Jason Chatfield
39
1
12
📫 WEEKLY EMAILS
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468. A Triple-DMA Week, Lectures on Tap in NYC, Emily Flake Is Officially Funny & Comedy in Michigan!
Plus! Mort has a birthday, MoCCaFest 2026, & Morris gets
Mar 20
•
Jason Chatfield
23
5
467. My Style Guide, A Graphite Anchor, Pulped Books, Margreet DeHeer, A Literary Reading at a KGB Bar, & AI Rulings in the Supreme Court!
Plus! My talks with Sarah Hill and Jenny Lawson, & of course, Morris.
Mar 10
•
Jason Chatfield
26
2
7
466. Doing a #3, The AI Uncanny Valley, & an Ed Subitzky Sketchbook
Plus! A Special Doggo Tribute, Plotting a Media Rebellian, and, of course, Morris!
Mar 3
•
Jason Chatfield
30
8
5
465. New York is Snowed Under, Liza Donnelly Returns, & The New Yorker Exhibition Closes after a Year
#464: Plus! Kyle Beaudette, Live Sketches in Columbus Circle, & Morris makes a deal.
Feb 24
•
Jason Chatfield
24
2
3
464. The Edge of the Authoritarian Abyss with Ann Telnaes & Patrick Chappatte, The Value of Human Skills, & Why “Imperfection” is the New…
Plus! The F-Word and the End of the Joke, Michigan bound, & Morris gets his fart on.
Feb 19
•
Jason Chatfield
23
7
3
Is There Something In This?
View all
47:12
#61: Special New Yorker 100th Anniversary Episode: Our Top 4 Favourite Cartoons of All Time & Our New Book!
Subscribe, rate, and please leave us a funny ⭐️⭐️⭐️⭐️⭐️ review wherever you listen to podcasts.
Feb 18, 2025
•
Jason Chatfield
#60: Loose Bees, Superbowl Cartoons & Caricaturist Protests
Subscribe, rate, and please leave us a funny ⭐️⭐️⭐️⭐️⭐️ review wherever you listen to podcasts.
Feb 1, 2025
•
Jason Chatfield
1:02:10
#59: Discussing Post-Election Cartoons
Subscribe, rate, and please leave us a funny ⭐️⭐️⭐️⭐️⭐️ review wherever you listen to podcasts.
Nov 25, 2024
•
Jason Chatfield
1:03:28
#58: God's Arrest Warrant
Subscribe, rate, and please leave us a funny ⭐️⭐️⭐️⭐️⭐️ review wherever you listen to podcasts.
Nov 2, 2024
•
Jason Chatfield
1:12:03
#56: Vincent Price driving a Tarago
Subscribe, rate and review wherever you listen to podcasts.▶ PLUS!
Apr 17, 2024
•
Jason Chatfield
47:51
☕️ LONG READS
View all
Talking with fellow New Yorker, Sarah Hill: Pulped Books and the Fine Art of Failing
A recap of my chat with Sarah about the messy, masochistic reality of making a living as an artist in 2026, on "The Login Podcast."
Mar 7
•
Jason Chatfield
32
4
9
The Sludge, The KGB Bar, and The Rebirth of Print.
A Night Out with The Metropolitan Review
Mar 6
•
Jason Chatfield
45
7
7
Plotting the Media Rebellion from a Hidden Bar
Why the lifeboat is starting to look a lot better than the cruise ship.
Feb 27
•
Jason Chatfield
35
2
3
46:05
🔓 Unlocked: DMA#35: Drawing on the Edge of the Authoritarian Abyss with Ann Telnaes & Patrick Chappatte
"In an autocracy, the autocrat never picks up the phone. He doesn't have to."
Feb 23
•
Jason Chatfield
,
Chappatte Cartoons
, and
Ann Telnaes
55
7
5
The Cathedral of Eustace Tilley: 100 Years of the New Yorker Closes at the New York Public Library Today
Wandering the NYPL centennial show, staring at red-penciled manuscripts, and realizing I am a tiny, ink-stained footnote in history.
Feb 21
•
Jason Chatfield
33
8
7
46:05
DMA#35: Drawing on the Edge of the Authoritarian Abyss with Ann Telnaes & Patrick Chappatte
"In an autocracy, the autocrat never picks up the phone. He doesn't have to."
Feb 18
•
Jason Chatfield
,
Chappatte Cartoons
, and
Ann Telnaes
123
4
7
Why Hanlon’s Razor is the Only Thing Keeping Me from screaming into a Pillow
There is an email you sometimes get as a cartoonist that usually arrives at 2 a.m.
Feb 17
•
Jason Chatfield
58
15
11
The Future Isn’t Polished. It’s Fingerprinted.
I read the Stills Trends Report for 2026 the way I read most trend reports. With one eye, a coffee I don’t need, and a low-grade suspicion that I’m…
Feb 13
•
Jason Chatfield
77
10
18
⚡️ SHORT READS
View all
"Hot as all Christ out there."
A small morning implosion in an Inwood diner
Feb 20
•
Jason Chatfield
21
3
3
Sketchbook: The Hats of the Macy's Thanksgiving Day Parade, New York
Happy Turkey Day! Put something on your head.
Nov 27, 2025
•
Jason Chatfield
37
2
3
A Dog for a Dog
Award-winning cartoonist Jerry Scott surprises the hell out of me with a custom oil painting of Morris...
Jun 24, 2025
•
Jason Chatfield
34
6
2
Kissing The Ring
A cartoon in solidarity with Ann Telnaes
Jan 8, 2025
•
Jason Chatfield
209
4
22
Sneaking Into The Good Room with Meryl Streep: A Wild Night of Bottomless Martinis & Parasol Churros
A Pickleball Player's Guide to Crashing a Fancy Fundraiser Party
Nov 22, 2024
•
Jason Chatfield
22
2
1
Upper East Side Story: A Cartoonist's Report
Substack throws a writers' party at EAT, sending in the cartoonists to document the damage.
Nov 14, 2024
•
Jason Chatfield
29
2
4
The Morning After.
Elect him once: Shame on You. Elect him Twice: Shame on Us.
Nov 6, 2024
•
Jason Chatfield
34
2
2
Japan Sketchbook #1: Sunday in the Park with Charcoal
Eavesdrawing the patrons of one of Kyoto's Maruyama Park
Sep 22, 2024
•
Jason Chatfield
30
1
3
💁♀️ PEOPLE YOU MIGHT LIKE
View all
An Evening with Sam Harris
Ruminations on Sam Harris' "Truth and Consequences" live essay reading at the Beacon Theatre in October 2025.
Nov 9, 2025
•
Jason Chatfield
49
4
9
Artist Spotlight: Sergio Aragonés
Still proving that the best art comes from the margins.
Sep 27, 2025
•
Jason Chatfield
45
7
5
#22: Zoe Si
Someone You Might Like if you enjoy great line and have a penchant for marathon training.
Mar 5, 2025
•
Jason Chatfield
43
5
3
#21: @Hilary B. Price
Someone You Might Like if you enjoy funny panel cartoons.
Jun 17, 2024
•
Jason Chatfield
20
2
#20: Asher Perlman
Someone You Might Like if You Like Jokes That Make You Shit Yourself Laughing.
Jun 15, 2024
•
Jason Chatfield
21
1
#19: Dana Jeri Maier
Someone You Might Like if You're a Fellow Process Junkie
Nov 1, 2023
•
Jason Chatfield
1
#18: Anthony & Lauren LeDonne
Two someones You Might Like For a Litany of Literary Reasons
Oct 25, 2023
•
Jason Chatfield
and
Anthony LeDonne
#17: Joe Dator
Someone You Not Only Might Like, But Might Be Able to Help!
Oct 24, 2023
•
Jason Chatfield
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