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Former FBI Executive on Leading Through Crisis with Incomplete Data

March 11, 2026 · 37 min

Show notes

Some moments define the kind of leader you are. When the stakes are high and the data is incomplete, your character becomes the strategy.

In this episode, former FBI agent Herbert Stapleton joins Jess Carter to explore the role of integrity, decision-making, and leadership in high-stakes environments. Drawing from his two decades of experience in federal law enforcement, Herb shares his insights on how character and effective leadership are essential when the stakes are life and death. He discusses the importance of honesty, accountability, and the challenges of making tough decisions with incomplete information.

In this episode, you'll learn:

  • How to lead with integrity under intense pressure

  • The importance of humility and confidence in leadership

  • Ways to foster trust and loyalty within your team during crises

Things to listen for: (00:00) Introduction to the episode with Herbert Stapleton (02:20) Herb's journey from law school to the FBI (06:34) Leadership development in the FBI (10:03) Decision-making with incomplete information (14:32) How to deal with crises in corporate settings (17:35) Prioritizing wellness in your team (22:21) Developing character in the age of AI (28:33) Can integrity be taught?

Herb's LinkedIn: https://www.linkedin.com/in/herb-stapleton-b94a19126/

https://www.dinsmore.com/

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