Jerry Colonna, CEO and co-founder of Reboot.io, joins Robert Glazer on Elevate. They discuss the impact of childhood experiences on leadership, the venture capital world and self-doubt, early internet successes and investing mistakes, challenges faced by entrepreneurs and high achievers, teaching for a better world, unlocking leadership potential through practical skills and self-inquiry, personal transformation and growth, warning signs of toxic leadership, and challenges and learning from mistakes.
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Quick takeaways
Practical skills, radical self-inquiry, and peer experiences enhance leadership and resilience.
Leaders should self-reflect on their contributions to negative conditions to promote personal growth and positive changes.
Toxic organizations and leadership hinder innovation, trust, and productivity within an organization.
Deep dives
The Formula for Enhanced Leadership and Resilience
Practical skills plus radical self-inquiry plus peer experiences equals enhanced leadership and greater resilience. Practical skills refer to the technical aspects of leadership, such as hiring and team-building. Radical self-inquiry involves introspection and understanding one's patterns and beliefs that shape leadership behaviors. Peer experiences provide support and empathy, allowing leaders to learn from others. This formula promotes personal growth, better decision-making, and the development of trust within organizations.
Examining Complicity in Creating Undesirable Conditions
Leaders are prompted to reflect on how they contribute to the conditions they claim to disapprove of. This self-reflection highlights areas where leaders may unconsciously perpetuate negative circumstances. For example, withholding the truth to avoid conflict can create a lack of trust within a team. Recognizing personal contributions to negative conditions can lead to personal growth and the ability to make positive changes.
Recognizing Toxic Leadership Warning Signs
Explicitly toxic organizations tolerate behavior that would not be acceptable elsewhere, such as allowing brilliant jerks to continue toxic behavior due to their high performance. Implicitly toxic situations involve constant shading of the truth, lack of open communication, and a fear of conflict. Toxic leadership can hinder innovation, trust, and productivity within an organization.
The Importance of Speaking Up
A personal mistake that has taught valuable lessons is the reluctance to speak up when something needed to be said. Fear of conflict or upsetting others can lead to ineffective communication and unresolved issues. Recognizing the importance of speaking truthfully and addressing uncomfortable topics is essential for personal growth and building trust within relationships.
Fostering Agency and Accountability
Leadership should focus on fostering agency and accountability rather than fixing or rescuing others. This approach encourages individuals to take ownership of their actions and decisions. Accepting consequences and learning from mistakes helps individuals develop resilience and grow as leaders.
Jerry Colonna is the CEO and co-founder of the executive coaching firm Reboot.io. A highly sought-after coach and speaker, Jerry was previously a partner with JP Morgan and co-founded Flatiron Venture Partners with Fred Wilson. Jerry is also the NYT bestselling author of multiple books, including Reboot and Reunion which is now available wherever books are sold.
Jerry joined host Robert Glazer on Elevate to talk about how leaders can level up, find purpose and leave a legacy.