Jerry Colonna

Jerry Colonna is a world-renowned executive coach, a former venture capitalist, and the co-founder and CEO of Reboot, an executive coaching firm that combines practical leadership development with deeper self-inquiry. With over 27 years of coaching experience, he has guided countless leaders through the challenges of scaling companies, building teams, and navigating the emotional complexities of leadership. Known for his radical-self-inquiry approach, Jerry helps leaders uncover the unconscious patterns that hold them back and empowers them to lead with authenticity, compassion, and clarity.

1 skills 2 insights

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Career (separate track) Skills

Elite leadership and personal resilience are developed by combining traditional management skills with a deep investigation into one's psychological drivers and childhood baggage.

"And so, the equation is practical skills plus radical self-inquiry plus shared experiences, that is the process of actually talking about the craziness that goes on in your head equals greater leaders..."
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A meaningful legacy is defined by moving past socialized definitions of success and uncovering the childhood motivations that drive your pursuit of wealth and status.

"What's radical, a radical question to ask is, and what will that do for you? What is it that you believe being "successful" will do for you? How do you define success? Where does that come from?"
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