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Today’s show:
Jerry Colonna joins Jason in person for a philosophical dialogue about the search for meaning as an entrepreneur, drawing on their multi-decade friendship. They explore Jerry's personal journey from venture capitalist to founder coach (11:08), the challenges leaders face as startups evolve (40:03), how Jerry helps entrepreneurs transition from founder to CEO (28:54), and much more!
Timestamps:
(0:00) Jerry Colonna joins Jason
(1:14) Jason's early internet days and first taste of money/power
(10:08) Corient - Speak with one of Corient's wealth management advisors today at http://corient.com
(11:08) Jerry's journey as a venture capitalist during the peak Dot-com era to founder coach
(18:32) What pushed Jerry to his limits, and how did Jerry overcome his depression
(23:36) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist
(24:56) Jerry's Book "Reboot" and what Jerry sees drives founders
(28:54) How to transition from a founder to a CEO
(38:31) Coda - Get started for free at https://coda.io/twist
(40:03) Finding the right motivation and the steps to being an enlightened leader
(57:01) Acute issues that founders contact Jerry about
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Check out Reboot: https://www.reboot.io/reboot-leadership-and-the-art-of-growing-up/
Check out reunion: https://www.reboot.io/reunion-leadership-and-the-longing-to-belong/
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Follow Jerry
X: https://twitter.com/jerrycolonna
LinkedIn: https://www.linkedin.com/in/jerry-colonna-reboot
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Follow Jason:
X: https://twitter.com/jason
Instagram: https://www.instagram.com/jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
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Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
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Check out Jason’s suite of newsletters: https://substack.com/@calacanis
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Follow TWiST:
Substack: https://twistartups.substack.com
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
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Subscribe to the Founder University Podcast: https://www.founder.university/podcast
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