Maps and Territories
AI can make you sound fluent in a domain you don’t understand. People who actually know find out very quickly. Credibility gone in the token exhaust of an LLM
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Leading With AI
When Your App Becomes a Context Provider
Last week, I gave Claude access to my reading life.
Read essayThe Lego Model: How Tool Calling Changes the Way We Build AI Applications
"What should I read next?" seems like a simple question. But answering it well requires knowing what the user is currently reading, what they've finished
Read essayIs Your AI Playing Roulette, Poker, or War?
On May 6, 2010, the Dow Jones dropped nearly 1,000 points in minutes. A trillion dollars vanished. And then the market bounced back. The whole thing took
Read essayWe’re DDoS-ing ourselves with AI Slop.
A DDoS (Distributed Denial of Service) attack overwhelms a scarce resource with a flood of traffic, making it unavailable to its intended users.
Read essayMIT Study – 95% of Generative AI Investments Fail (or do they?)
MIT released a study showing that 95% of organizations are getting zero return from their GenAI investments.
Read essayAI, Friction, and Credibility
I got caught in a thunderstorm just outside the town of Lovettsville, VA on Friday. I pulled into a gas station and spent thirty minutes in the company of a
Read essayDispatches from Mediocristan
LLMs are powerful tools - but credulous users risk being stuck in a dangerous place: Mediocristan, the land of the average.
Read essayThe AI Leadership Paradox: When Slowing Down Becomes a Competitive Advantage
AI tools are supercharging individual productivity—but are they also undermining team cohesion?
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