// Insights

What we're thinking about.

Essays on AI, insurance, and the gap between tools and transformation.

Where to Point AI: A Deployment Map for Carriers

Accuracy tells you whether a model works. It doesn't tell you where it's safe to deploy. Two questions — how reversible a wrong answer is, and whether a human is still making the call — sort your entire AI roadmap onto a grid that shows where to deploy now and where pilots go to die.

June 24, 2026·8 min read

Where Insurance AI Compounds, and Where It Stalls

The models are good now. Pilots stall because of where you point them. Four structural properties of insurance work decide where AI pays off and where it won't — and telling the compounding layer from the judgment layer is what a decade inside a carrier teaches you.

June 10, 2026·9 min read

Insurance Has an AI Last-Mile Problem

The first mile — recognizing AI can materially improve insurance operations — is done. The last mile is everything between that recognition and production technology delivering tangible business impact. Most carriers are stuck there, and the gap is widening.

April 30, 2026·5 min read

Context Is the Moat You're Not Building

Every AI vendor can plug into your data. None of them can plug into your context. The institutional knowledge locked in your senior employees' heads is the real competitive advantage — and it's decaying every day it stays unstructured.

April 17, 2026·6 min read

No Memos, No Code: How Our Exec Team Spontaneously Built an AI Leadership Layer

Everyone on our leadership team built their own team of specialized AI agents. None of them were asked to build one and most have never coded before (or since).

March 25, 2026·7 min read

We Built an AI-Native Insurer. Here's Why Incumbents Can Win Too.

The organizational immune system is real. But so is the operational advantage incumbent carriers have—if they move fast enough.

March 6, 2026·9 min read