320 Reboot Your Leadership: The CEO Whisperer Jerry Colonna on Humanity, Courageous Leadership, and Belonging | Partnering Leadership Global Thought Leader

Partnering Leadership

30-04-2024 • 41 mins

In this thought-provoking episode of Partnering Leadership, Mahan Tavakoli engages in a deep and insightful conversation with Jerry Colonna, CEO of Reboot.io and the renowned CEO coach known as the “CEO Whisperer.” Jerry Colonna is also the author of the groundbreaking books Reboot: Leadership and the Art of Growing Up and Reunion: Leadership and the Longing to Belong.


With his unique background as a successful venture capitalist turned executive coach, Jerry brings a wealth of experience and wisdom to the discussion, offering invaluable insights into the challenges and opportunities of modern leadership.


Throughout the conversation, Jerry shares his personal journey of self-discovery and transformation, highlighting the importance of radical self-inquiry and emotional authenticity in cultivating effective and purposeful leadership. He explores the paradoxical nature of success, discussing how the pursuit of external achievements can often lead to feelings of hollowness and disconnection from one's true self.


Drawing upon his extensive work with CEOs and executives, Jerry Colonna offers a fresh perspective on the role of business in society, arguing that purpose-driven leadership has the potential to create meaningful change and contribute to the healing of the world. He challenges listeners to confront the uncomfortable truths of our shared history and to embrace the power of vulnerability and empathy in building more inclusive and compassionate organizations.


With his trademark blend of wisdom, humor, and provocative questioning, Jerry invites leaders to embark on a journey of self-reflection and growth, offering practical guidance and transformative insights along the way.


Actionable Takeaways:


  • Discover the surprising connection between childhood experiences and adult leadership styles, and learn how to turn past challenges into sources of strength and resilience.
  • Explore the power of radical self-inquiry to unlock your full potential as a leader and create more authentic and purposeful organizations.
  • Gain insights into the paradoxical nature of success and learn strategies for navigating the dissonance between external achievements and internal fulfillment.
  • Understand the importance of emotional authenticity in leadership and discover techniques for cultivating greater self-awareness and empathy in your interactions with others.
  • Learn how to harness the power of purpose-driven leadership to create meaningful change and contribute to the healing of the world through your work.
  • Hear why confronting uncomfortable truths and embracing vulnerability are essential for building more inclusive and compassionate organizations.
  • Discover the transformative potential of coaching in helping leaders align their inner values with their outer actions and create more impactful and fulfilling careers.



Connect with Jerry Colonna


Reboot.io

Reunion: Leadership and Longing to Belong

Reboot: Leadership and the Art of Growing Up

Jerry Colonna LinkedIn



Connect with Mahan Tavakoli:

Mahan Tavakoli Website

Mahan Tavakoli on LinkedIn

Partnering Leadership Website