Major General Dan Caine, who bravely led during 9/11, emphasizes defining success before tackling problems. CEO coach Randall Stutman shares insights on supportive leadership, distinguishing it from manipulation. Robert Greene, renowned author, reflects on the chaos of American Apparel's downfall and the lessons on power dynamics. Jeni Britton Bauer, founder of Jeni's Splendid Ice Creams, discusses the challenge of balancing efficiency with high standards, illustrating the complexities leaders face in nurturing teams and guiding decisions.

Major General Dan Caine, Director of Special Programs at the Department of Defense, brings his vast experience as a Command Pilot to the conversation. He emphasizes the critical role of defining success in leadership, warning against imposing personal standards on others. Caine discusses the impact of crisis management, sharing insights from his time during the September 11 attacks, and the value of emotional intelligence in motivating teams. He champions continuous learning as vital for effective leadership and encourages leaders to foster open communication and accountability.