In Episode 41 of The Enlightened Agent, Jason Keck sits down with Alex Bond to explore how artificial intelligence is reshaping not just insurance technology, but the people, culture, and leadership required to make it work.

Alex shares the story behind FinPro and his perspective from working with insurtech startups and scale-ups across the U.S. As AI adoption accelerates, the conversation shifts beyond tools and into how organizations need to evolve, from hiring strategies to leadership mindset.

They explore the growing tension between excitement and reality when it comes to AI, including the risk of job displacement, the need for re-skilling, and the gap between innovation and execution. At the same time, Alex highlights the opportunity AI creates by removing low-value work and enabling people to focus on what they do best.

The discussion also dives into what it means to build an “AI-first” organization, and why middle management and adaptable talent play a critical role in actually driving change.

In this episode, they discuss:

Why AI adoption is as much a talent challenge as a technology one
The shift from saving time to increasing productivity
What “AI experience” really means for modern roles
Why adaptability and curiosity matter more than traditional experience
How startups and enterprises are approaching build vs. buy differently

If you are an agent, broker, or insurance leader trying to understand how AI will impact your team, hiring strategy, and long-term competitiveness, this episode offers a practical perspective on what it takes to adapt.

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