Jerry Colonna on 'Reunion': sustaining founder drive, enlightened leadership, and more! | E1864
This Week in Startups
Jason Calacanis
4.2 • 1.4K Ratings
🗓️ 13 December 2023
⏱️ ? minutes
🧾️ Download transcript
Summary
This Week in Startups is brought to you by…
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Coda. A new doc that brings words, tables and teams together. All your valuable data, plans, objectives, and strategies in one place. Go to https://coda.io/twist to get a $1,000 credit!
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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 * 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:
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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Follow TWiST:
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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
Transcript
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| 0:00.0 | Very broadly speaking, there's a whole set of other issues when you don't successfully raise money or when you don't find product market fit or when you don't find product market fit or it should never happen to you you run out of cash. |
| 0:18.0 | It's a whole different experience. |
| 0:21.0 | What Jason just laid out is the pain that can come with |
| 0:28.6 | succeeding. This weekend startups is brought to you by Coriant. Real Wealth requires real solutions. |
| 0:36.0 | Coriant provides wealth management services centered around you. |
| 0:40.0 | For more information, speak with an advisor today at corient.com, lemon dot I.O. |
| 0:47.0 | Need to speed up your product development without draining your budget, hire vetted engineers from Europe at lemon.io. |
| 0:55.0 | Go to lemon dot I.o slash twist to get 15% off for the first four weeks. |
| 1:00.0 | And Koda is the all in one dock for teams. |
| 1:04.5 | And they just introduced an AI powered assistant to take the busy out of the work. |
| 1:09.8 | Get started for free at coda. I.O slash twist. |
| 1:14.0 | All right everybody welcome to another episode of this week in startups. |
| 1:17.2 | Cherry Colon is here. This is his third appearance. |
| 1:19.6 | Did you know that you're right? |
| 1:20.6 | I thought it was the fourth. |
| 1:22.2 | Well we did a double episode when you're talking about reboot because you and I go back, but yeah you've been on in 2013. |
| 1:30.0 | Oh no wait you were in June 2013 then again in September 2013 and then in 2019 so you've |
| 1:37.8 | been on a couple times Jerry's one of my oldest friends in the industry one of my |
| 1:41.8 | oldest friends I met Jerry in 1994-is, 93 maybe. The internet was just |
| 1:51.4 | emerging. Jerry was working at a company called Likos about a decade before... |
| 1:58.0 | I was an investor in it. |
| 2:00.0 | Oh, you were an investor in it? |
... |
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