Thoughts

Long-form thinking

On tech, AI, business, and what actually works.

June 16, 2026

The Check That Couldn't Be Written: In Defense of the Billionaire

A trillion-dollar pay package revived the internet's oldest fantasy — that one rich man could end world hunger with a single signature. It's wrong about wealth, wrong about hunger, and wrong about history: a defense of the much-maligned billionaire.

PoliticsEconomicsPolicyStrategy

June 16, 2026

The Pothole Mayor: What Mamdani Has Actually Changed in New York

Five months into Zohran Mamdani's mayoralty, a clear pattern has emerged: concrete early wins on child care, the budget, and crime — while his most symbolic promises on rent, buses, and groceries remain pending, deferred, or scaled down by the limits of the office itself.

PoliticsNew York CityPolicyLeadership

June 2, 2026

The Ten-Person Revolution: How Small Businesses Are Quietly Winning With AI

Forget the autonomous "digital employee." The small businesses actually winning with AI in 2026 each did one humbler thing — handed a single tedious chore to a machine, kept a human watching it, and got their afternoons back. Ten real cases, and the wall at the end of the runway.

AISmall BusinessAutomationCase Studies

May 29, 2026

The Model They Tried to Lock Away: How Anthropic's Mythos Is Rewriting the Rules of AI

Anthropic built the most powerful AI model ever benchmarked, then deemed it too dangerous to release. After 10,000 discovered vulnerabilities, a Discord breach, and a CEO warning of a “moment of danger,” Mythos-class models are about to reach everyone.

AIAnthropicCybersecurityClaude

May 29, 2026

The Quiet Win: Where AI Agents Actually Pay Off for a Small Business

AI agents pay off when you point them at a narrow back-office chore — inbox triage, scheduling, invoicing, lead follow-up — and fail when you ask them to autonomously run your business. A practical, skeptic-friendly guide for SMB operators.

AIAutomationSmall BusinessOperations

May 28, 2026

The $3.70 Question: What You Should Actually Get Back for Every Dollar You Spend on AI

The honest answer to what you get per dollar of AI spend is two numbers, not one: $3.70 for the leaders, 5.9% for the average. Which one becomes yours has almost nothing to do with the model and everything to do with preparation.

AIROIEnterpriseStrategy