The Sensation of Being Understood
LLMs did not solve understanding in the philosophical sense, but they solved the adoption problem by producing the sensation of being met in your own language.
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Essays
Thoughts, learnings, and technical writeups. Exploring the intersection of human creativity and machine intelligence.
Showing 1-10 of 81 essays
The Industry AI Wasn't Supposed to Crack
Legal was supposed to be AI-proof. Slow procurement, conservative buyers, a profession built on human judgment. Now it's the #2 enterprise AI vertical at $500M — and what happened there tells you exactly what's coming for every other industry.
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The Interface of Modern Work
Software was always a means to an end. Now the interface is becoming optional, and the question for builders has shifted from how people use a tool to how many surfaces it can be reached from.
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AI Reveals Your Org Chart
When AI deployments stall inside enterprises, the blockers are almost never technical. They are a map of your real org chart — the one that doesn't appear on the intranet.
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Moneyball For Law: The Cost Of Intelligence
Law’s Moneyball era: firms win by encoding legal judgment into AI agents, cutting the cost of intelligence and turning small teams into high-leverage systems.
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Enterprise AI Diffusion Patterns
Why AI always diffuses through enterprises more slowly than the social feed suggests — and what that means for how you plan, sell, and measure AI maturity.
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The Skill Ladder Nobody Builds
Most firms expect people to get better without defining levels. A real ladder from novice to expert turns learning into progress and adoption into identity.
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The First Week After a Rollout
The rollout day does not matter, the next five days do. Winners design the first week like product onboarding with checkpoints, not emails.
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The Default Wins
Transformation becomes real when the default changes. If the old path stays easier, the new system stays optional forever.
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Friction Is Information
Resistance is often a signal, not a flaw in attitude. Treat friction as data so you can redesign workflow instead of blaming people.
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