The Enlightened Agent · 2026-05-29 · 30 min
In Episode 41 of The Enlightened Agent, Jason Keck sits down with Alex Bond, founder of FinPro and host of the Leadership in Insurance podcast, for a straight-talking conversation about what it actually takes to build an AI-ready organization and the people who make or break that effort. Alex has spent six years at the center of insurtech hiring, placing talent across carriers, MGAs, and SaaS businesses at every stage. He brings a ground-level view of where AI adoption is stalling, who is getting ahead, and why the biggest gap right now is not technology; it is leadership. They dig into what "AI experience" really means when you are hiring, why middle management is where technology adoption either takes hold or quietly dies, and what separates the companies that are moving from the ones that are still talking about it. The build versus buy debate gets a fresh look, too, now that prototyping is faster and cheaper than anyone expected.
Ep 42: Bryan Falchuk on AI, Claims, & What Happens When a Knowledge Business Has to Reinvent Itself68 / 100Ep 40: Bill Devine & Jon Reynolds on Moving AI from Hype to ProductionEp 39: Natasha Kiemnec on AI Risk, Underwriting, and Why the Human Still MattersEp 38: Reghan Brandt on Loss Runs, Automation, and Building in the Age of AIEp 37: Broker Buddha AI + Ryan Hanley on the Future of the Insurance Industry and AI