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(Live in Chicago)

Jocko Podcast 500 marks a major milestone—nearly 10 years of leadership, war stories, personal growth, and hard truths. In this powerful live episode recorded at the Vic Theatre in Chicago, Jocko Deeply personal reflection on the realities of war, the weight of leadership, and the power of choice.

From recounting the harrowing cost of combat to the enduring bonds between team mates, Stories of fallen teammates, personal battles with grief, and the lessons learned through pain. Exploring the path of mental resilience, the difference between despair and strength, and why choosing to live—and to lead—is a conscious decision we must make every day.

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How should I train to prepare for the worst conditions?

How to react to others bad-mouthing someone you are close to.

How to handle suspicious business partner behavior.

Moderating people who are feuding.

What do Sober people have in common?

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How overreacting to headlines, battlefield reports, or business setbacks creates unnecessary panic and poor decision-making. Using the analogy of a “squelch” button on military radios, he explains the need to filter noise, assess information logically, and avoid emotional responses. Leaders must detach, gather reliable intel, and act with calm deliberation. From combat to media consumption, Jocko emphasizes processing input through disciplined frameworks to avoid manipulation, maintain perspective, and preserve credibility and mental clarity in chaotic environments.