// Podcast
Context Window
AI, Insurance & The Humans Behind It
// What to expect
Context Window is Dearborn Labs' podcast for the leaders, operators, and founders working at the intersection of AI and enterprise operations. Each episode is a candid conversation with the people actually putting AI into production inside legacy industries like insurance — what's working, what isn't, and what it really takes to move from pilot to production.
// Latest Episode

Why the Biggest AI Winners Won't Be the Ones We Expect
Patrick Charles, Global Head of P&C Programs at SiriusPoint, on why there's no doubt we're in an AI bubble, why he still believes AI will change insurance the way the internet did, and why his team says no to most of the MGAs that come knocking.
// All Episodes

Why the Biggest AI Winners Won't Be the Ones We Expect

Why AI Means Fewer Generalists and More Specialist MGAs

Decoupling Growth From Headcount at a Fast Growing Carrier

Why Humility Decides Whether AI Actually Gets Adopted

Will AI Take Your Job?

Buy the Expertise Not the Code

Go First and Go Positive

Why AI Should Industrialize Expertise Instead of Replacing It

Why AI Rewards the Problem Owner

You Can't Automate a Process You Don't Have
// Weekly Despatch
New episodes drop regularly. Follow us.
Bring us the workflow you’ve already tried to fix.
A decade of running an AI-native carrier, pointed at one of your workflows for four weeks.