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The MasterChef Problem
AI & AutomationMar 27, 2026

The MasterChef Problem

AI gave everyone a professional kitchen. But MasterChef didn't make chefs by handing out equipment — it made them by designing challenges that exposed who could actually cook. Digital product development is missing the challenges.

Skip the Steps
EngineeringMar 25, 2026

Skip the Steps

Supabase added a 'Copy prompt' button that bypasses their entire setup guide. It's a small UI change that reveals a big design shift — and it pushed me from 'context engineering' to 'probability engineering' as the real frame for agent-native tooling.

Setting Up an AI-Native Dev Environment
AI & AutomationMar 20, 2026

Setting Up an AI-Native Dev Environment

The practical companion to 'What 223 Sessions Taught Me.' How to set up CLAUDE.md files, the memory system, custom skills, project-scoped conversations, and the infrastructure that makes AI-assisted development actually sustainable.

The Cart Is a Protocol Now
AI & AutomationMar 19, 2026

The Cart Is a Protocol Now

Etsy and Wayfair are already processing agentic checkout through Google's Universal Commerce Protocol. OpenAI and Stripe shipped a competing one. Cart and checkout are becoming infrastructure services — and the standards war is already here.

The 48-Hour Artifact
AI & AutomationMar 16, 2026

The 48-Hour Artifact

I pointed an AI agent at a product initiative and didn't write a single line of code or a single word of copy. Two days later: 11 prototype pages, 4 strategic documents, cross-industry research with 30+ citations. And a trust problem I still can't solve.

The Jevons Trap
AI & AutomationMar 9, 2026

The Jevons Trap

Every productivity wave in software history expanded demand for developers instead of shrinking it. AI should follow the same pattern. Unless the thing it produces is just good enough to ship and just bad enough to compound.

Can vs. Should
AI & AutomationMar 7, 2026

Can vs. Should

I've been asking 'can an agent do this?' so reflexively that I stopped noticing when the answer should have been 'but should it?'

The Sommelier Argument
AI & AutomationMar 5, 2026

The Sommelier Argument

Maybe the highest-value skill in the AI era isn't making or judging. It's matching — knowing what's right for this moment, this audience, this context.