The Knowledge Project with Shane Parrish Jerry Colonna: The CEO Whisperer
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Oct 17, 2023 
Jerry Colonna, an executive coach and co-founder of Reboot.io, shares his transformative journey from a high-flying venture capitalist to a leading coach. He discusses the pitfalls of external success and the importance of aligning one’s true self with personal goals. Colonna highlights the significance of resilience, self-compassion, and open communication in both parenting and relationships. He introduces the OFNR framework for effective communication and redefines success, advocating for fulfillment over material wealth, emphasizing joy in small accomplishments.
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Hollowness of External Success
- Jerry Colonna achieved external success as a VC but felt internally hollow.
- This disconnect stemmed from prioritizing others' expectations over his own, leading to depression.
Pursuit of External Validation
- People prioritize external validation (love, safety, belonging) over their true selves.
- This shapeshifting to fit expectations can lead to a disconnect from one's purpose.
Unpacking External Attachments
- Identify the benefits of attaching your self-worth to external factors.
- Recognize that these attachments often originate in childhood for safety and belonging.
