Jul 2026
Building for an AI-Native Operating Model
People are talking about AI-native. What we actually need is companies that can optimise and explore at the same time.
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The Wayfinder Notes
Writing
Full essays and current thinking live on Substack. Evergreen guides, frameworks and tools live here.
Newsletter essays
Full essays live in The Wayfinder Notes.
Most recent: 9 July 2026. For evergreen resources, browse the guides on jameskerr.me.
Jul 2026
Utopia: The Case for Hope
Not enough people are asking the question: how might it all go right?
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Jun 2026
The Big Blind
The risk of rockets and AI is being quietly transferred to our families' life savings. The least we can do is understand what we own.
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Jun 2026
A Promethean Pickle: Building in Public Now Gives the Game Away
When copying costs nothing, the only edge left is the part of your company a rival cannot reproduce: the brand, the secret, the network.
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May 2026
Goliath's Bane: Why Company Size has Stopped Being A Moat
Most large companies need to rapidly adapt or they will lose to more agile AI-native competition.
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May 2026
The Icarus Intelligence Problem
Intelligence is being created faster than anyone can figure out how to own it. Including the people creating it.
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Jan 2026
Era of the Experimenter
If you want the highest chance of winning in the coming age, just start experimenting
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Aug 2025
Your Big Opportunity? It's in the Long Tail
AI is changing everything but most people I meet still follow other peoples' paths. Now more than ever is the time to take the path less travelled by, your own.
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Aug 2025
Navigating the Age of Agents: Why I'm Building Wayfinder
As AI agents transform work at breathtaking speed, we need new navigational tools. This is why I'm building Wayfinder... a modern compass for the age of intelligent augmentation.
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