Latest thinking
AI
Building Boxed with AI: Live Timing Week
Boxed already had its own GPS lap timer. What it couldn't tell you was what mattered most in an endurance race: where you stand against everyone else. That lives in the official timing, which most club events publish live online.
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Craft
Freeming Toad is now a Chrome extension
I took my own advice and met the users where they are. Freeming Toad, the SEO crawler I built for my own audits, is now a free Chrome extension you can install in one click.
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AI
What Anthropic’s Prompting Guide Reveals About Working With AI Agents
Chalmers Brothers has spent years teaching Vistage groups that a request isn't complete until both sides agree on what would satisfy it. Anthropic's new prompting guide for Claude Fable 5.1 is solving the same problem, just for an AI agent that can't infer anything you didn't say. Here's what a technical document about model prompting has to say about clear requests and kept promises.
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Culture
How to Build the Figure-It-Out Muscle
The figure-it-out muscle isn't something people are born with. It's built, and building it is a leadership job, not just a hiring filter.
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Leadership
Culture Isn’t the Poster on the Wall
Culture is not built by values decks or posters. It is built in the hiring room, the firing room, and the performance review.
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AI
Google Just Published a Blueprint for Replacing Search Ranking. I Think We’ve Seen This Movie Before.
Google’s autoregressive ranking research is not an immediate rollout, but it points to a foundational shift in search worth understanding before the headlines turn it into panic.
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Operations
You’re Too Close to Taste the Soup
Founder-led companies often stall not because the strategy is wrong, but because the operating system lives too much in the founder’s head.
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Craft
The Workbench Ritual: Passing the Torch to a New Helmet
A reflection on objects, rituals, and the practical meaning that gets transferred when tools move from one season of life to the next.
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Systems
From Grandfather Clocks to Endurance Race Cars: How I Learned to Reverse-Engineer Success
A maker’s view of business systems: diagnose the mechanism, understand the constraint, and rebuild for the conditions where performance actually matters.
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AI
Reflecting on Authenticity and the Growing Backlash Against AI Slop
A note on where AI helps, where it erodes trust, and why practical adoption still depends on taste, standards, and human judgment.
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Craft
The Bunyard Chair in the Bunyard House
A personal story about place, making, and why durable work often carries more meaning than the object itself.
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Leadership
The Importance of Adventure, Tenacity, and Appreciation
A short reflection on the traits that make teams resilient when work gets complicated, uncomfortable, or worth doing well.
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