The Enlightened Agent

Broker Buddha

Conversations with forward-thinking insurance professionals and industry leaders about the future of the business, the importance of the agent role, and how the right technology strengthens business relationships.

  1. 1d ago

    Ep 41: Alex Bond on Hiring for AI, Startup Mentality, and Who Gets Left Behind

    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. In this episode, they discuss: What hiring managers should actually look for when screening for AI fluencyWhy middle management is the make-or-break layer for any AI rolloutHow startup mentality maps to AI openness and what signals to look forThe re-skilling gap nobody wants to talk aboutWhy build versus buy is becoming build and buy, and what that means for insurtech If you are a founder, executive, or insurance leader trying to figure out who to hire, how to structure your team, and where the people risk really sits in an AI-first world, this one is worth your time.

    30 min
  2. May 11

    Ep 40: Bill Devine & Jon Reynolds on Moving AI from Hype to Production

    In Episode 40 of The Enlightened Agent, Jason Keck sits down with Bill Devine and Jon Reynolds to explore how AI is moving from experimentation to real-world impact in insurance. Bill and Jon share the story behind Naitiv and their approach to helping carriers and brokers accelerate AI adoption by rethinking workflows, modernizing data, and building on platforms like ServiceNow. As the industry shifts from ideas to execution, the goal is simple: close the gap between innovation and production. The conversation dives into one of the biggest challenges facing insurance organizations today: AI is advancing rapidly, but most workflows, systems, and data structures were never designed for it. From underwriting and claims to onboarding and broker-carrier communication, they discuss why true transformation requires more than plugging AI into existing processes. They also explore how ServiceNow evolved from an IT ticketing platform into a broader enterprise workflow engine, and why Naitiv sees an opportunity to help the insurance industry modernize operations with AI-first infrastructure and orchestration. Together, they discuss: Why many AI initiatives struggle to move beyond proof of conceptHow outdated workflows and fragmented data slow innovationThe role of ServiceNow in modern insurance operationsWhy AI should be embedded into workflows, not layered on topHow agentic AI can reduce friction across broker and carrier interactionsWhy speed, orchestration, and governance all matter in regulated industries If you are an agent, broker, carrier, or insurance leader trying to understand how AI will actually reshape operations and workflows, this episode offers a practical look at what comes next. ‍ ‍

    32 min

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Conversations with forward-thinking insurance professionals and industry leaders about the future of the business, the importance of the agent role, and how the right technology strengthens business relationships.