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Context graphs raise the waterline for machine judgement
A discussion with Player Zero CEO Animesh Koratana
22 hrs ago
•
James Kaplan
1
1
37:35
The Harness, the Model, and the Worm
A discussion with Liquid AI CTO Mathias Lechner
Aug 9
•
James Kaplan
3
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
Not 2007 anymore — what VCs have to say about AI and enterprise tech
We so much fun at the TLF panel, we decided to meet again on video!
Jun 21
•
James Kaplan
3
51:04
Is Mythos the Sputnik moment for AI in enterprise technology?
The imperative for spec-driven, immutable engineering, verified by adversarial automation rather than manual bottlenecks
Jun 20
•
James Kaplan
16:56
The world is entropic and deterministic systems are not
What could we do if we can process entropy programmatically>
Jun 16
•
James Kaplan
20:30
Knowing the data, knowing the people
Hearing how others might remember and use some of the things that you’ve learned
Jun 14
•
James Kaplan
2
11:43
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