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The epistemology of learning about AI
Nine propositions about AI value
Sep 27
•
James Kaplan
2
1
You can’t learn much without wasting time
When to take five hours to say five minutes
Sep 20
•
James Kaplan
2
2
10:34
August 2026
The rise of the stupid model?
Don’t infer what you can determine
Aug 30
•
James Kaplan
1
17:57
I found my people on College Hill -- let’s hope they find value in AI there
AI can deepen the formative role of universities
Aug 23
•
James Kaplan
3
1
12:49
Context graphs raise the waterline for machine judgement
A discussion with Player Zero CEO Animesh Koratana
Aug 16
•
James Kaplan
2
1
1
37:35
The Harness, the Model, and the Worm
A discussion with Liquid AI CTO Mathias Lechner
Aug 9
•
James Kaplan
4
24:07
Letter to a vibe coder
Can CIOs and CTO inspire citizen developers to think like software engineers, to combine curiosity with intellectual precision?
Aug 2
•
James Kaplan
2
1
8:01
July 2026
Does vibe coding have to mean technical debt?
A system prompt is not code. Nothing type-checks it, nothing tests it
Jul 26
•
James Kaplan
4
8:31
Hunting for entropy to find AI value
Relying on a system prompt is like sending a policy memo to a toddler
Jul 20
•
James Kaplan
2
1
7:40
What Kalashnikov and Heisenberg understood about getting value from AI
A conversation with Sentra founder Ashwin Gopinath on capturing, structuring and exploiting organizational context
Jul 12
•
James Kaplan
40:33
Legacy code is a map of your business
Rhino.ai CTO Harrison Touati on why enterprise modernization fails, where AI actually helps, and what becomes scarce when code is cheap
Jul 5
•
James Kaplan
15
1
4
35:57
June 2026
Every decision you make rests on a forecast
Adam Braff on how to make super-forecasts
Jun 28
•
James Kaplan
1
1
44:56
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