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The "Style Guide" in My Pocket: Creativity, Constraints, and Cold Coffee
Navigating the murky waters of ethically trained tech.
Mar 10
•
Jason Chatfield
27
3
4
The Supreme Court Just Made AI Art Legally Worthless
...and other reasons to buy a pen.
Mar 5
•
Jason Chatfield
77
10
11
The Slow Burn of "Mastery"
Why 10,000 hours is still worth it, even when a machine can do it in 10 seconds.
Feb 18
•
Jason Chatfield
85
11
20
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
DMA#34: Cartooning for the Apocalypse (and Robo-Vomit) with Alex Hallatt
On surviving the AI deluge, finding secret menus in heaters, and why we’re all artisanal photographers now.
Feb 10
•
Jason Chatfield
and
Alex Hallatt
41
3
5
1:11:26
Why the thing that kills us won’t be a Terminator, but a chatbot that read a weird Reddit thread from 2014
The End Will Be Hallucinated
Feb 5
•
Jason Chatfield
45
3
10
On AI, Art, and the Young Students Who Keep Asking the Hard Questions
At the end of my talk at Stanford last week, a Design student raised her hand and asked the question everyone asks now, usually with the same worried…
Nov 18, 2025
•
Jason Chatfield
33
11
5
The Robots Are Coming (And They’re Just as Dumb as Siri)
If they're anything like my Roomba, we're fucking doomed.
Nov 10, 2025
•
Jason Chatfield
42
3
3
You're Not Going Crazy- Things are Really, Really Bad for Working Artists (and the trend isn't pretty)
Drawn and Quartered: Why things really are tough for illustrators right now (and why I’m still drawing anyway)
Oct 29, 2025
•
Jason Chatfield
78
10
13
One-Click Cartooning: Michael Maslin's "One New Yorker Cartoon Generator Reflects on Another New Yorker Cartoon Generator" AI, and the State…
The New Yorker cartoon generator inevitably appears.
Sep 12, 2025
•
Jason Chatfield
29
19
5
Live Drawing in New York: A Dying Art?
In a week where AI has flooded the zone of artistic conversation, I was asked to draw digital hand-drawn caricatures for one of the last companies that…
Aug 22, 2025
•
Jason Chatfield
35
5
2
Death of Illustration by a Thousand Prompts
How Skechers and other brands are napalming the creative playing field—one terrible AI ad at a time.
Aug 20, 2025
•
Jason Chatfield
132
23
35
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