The Cost of External Expectations

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The chapter delves into the cost of trying to please others and losing one's true self in the process. It explores the idea that societal and familial pressures often cause individuals to move away from their authentic selves. The conversation also touches on the connection between work and identity, particularly for entrepreneurs and founders who may tie their self-worth to their job titles and achievements.

Jerry Colonna was a high-flying New York venture capitalist in the early 1990s, but his life wasn’t as glamorous as most made it out to be. He was anxious, overweight, unhealthy, and unfulfilled, and after suffering a panic attack on the streets of Manhattan he gradually shifted into coaching, giving him a new lease on life and a career as one of the premier executive coaches in the United States. In this episode, Colonna opens up on what went wrong and how he changed it. Offering raw and revealing insights on resilience, discernment, self-esteem, anxiety, motivation, and the rituals that keep him fulfilled in life. Colonna is the Co-Founder of Reboot.io, an executive coaching and leadership development firm dedicated to the notion that better humans make better leaders. He is also the author of Reunion: Leadership and the Longing to Belong.

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