
Jerry Colonna discusses how ancestral wisdom and radical self-inquiry can enhance leadership effectiveness.
Today's guest is Jerry Colonna, a leading executive coach who is also the co-founder and CEO of Reboot, the executive coaching and leadership development company, host of the Reboot Podcast, and author of REUNION: Leadership and the Longing to Belong and Reboot: Leadership and the Art of Growing Up. Drawing on his wide variety of experiences, including his years as a partner with JPMorgan Partners and co-launching Flatiron Partners with Fred Wilson, Jerry shares how he helps clients design a more conscious life and make the changes needed to improve their performance and satisfaction. He explores how our willingness to look honestly at ourselves directly shapes our capacity to lead, to help others, and to be truly present. Jerry reveals his approach to presence and self-trust, emphasizing that the deepest coaching (and leadership) doesn't come from mastering techniques or performative frameworks. It emerges when we drop the tactics entirely and lean into being fully with another person. He outlines how our unresolved "demons," if left unprocessed, get projected onto the people we lead and coach, and why anyone in a position of power carries a moral responsibility to do their own…
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