#180 Andrew Wilkinson On Going From A Barista To A Billionaire, Building Tiny 'The Berkshire Hathaway' Of Tech, And Life Lessons From Warren Buffett, Charlie Munger, And Bill Ackman

Entrepreneur-turned-investor Andrew Wilkinson, founder and chairman of Tiny, a Victoria, Canada holding company that invests mostly in tech, joined Julia La Roche on episode 180 to share his new book, “Never Enough: From Barista To Billionaire. Once a barista in a small cafe making $6.50 an hour, Andrew Wilkinson built a business valued at over a billion dollars by the time he was 36—and yet, his path to success was anything but a straight line. In Never Enough, Wilkinson pulls back the curtain on the lives of the ultra-rich, sharing insights into building a successful business that has been called a “Berkshire Hathaway, but for internet companies,” and a surprising first-person account of what it's actually like to become a billionaire. Never Enough features both the lessons Wilkinson has learned as well as the many mistakes made on the road to wealth—some of which cost him money, happiness, and important relationships. Taking a "no secrets" approach to stories the wealthy rarely reveal, Wilkinson is unwaveringly honest about some of the unexpected downsides of money: its toxic effect on personal relationships, how the lifestyles of the rich and famous aren't all they're cracked up to be, and how competition with peers leaves everyone—even billionaires—feeling like they never have enough. In this book, you'll discover: A candid glimpse into the lives of the super-rich and what truly matters beyond money Insights on building a successful business from the ground up Lessons learned from the mistakes made on the journey to his fortune The surprising realities of life as a billionaire and the challenges that come with extreme wealth In this rare and deeply honest account, Wilkinson examines his journey to nine zeros, what came after that pinnacled number, and the essential things money can't buy. Links:  Book: https://www.amazon.com/Never-Enough-Billionaire-Andrew-Wilkinson/dp/1637744765 Twitter/X: https://x.com/awilkinson 0:00 Intro and welcome Andrew Wilkinson 1:48 Macro view  6:23 AI  10:00 'Never Enough' book 11:35 A form of self-therapy  13:00 If you swim with the sharks, you’ll become one  14:00 Making things right 17:00 Starting businesses as a teen

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Julia La Roche brings her listeners in-depth conversations with some of the top CEOs, investors, founders, academics, and rising stars in business. Guests on "The Julia La Roche Show" have included Bill Ackman, Ray Dalio, Marc Benioff, Kyle Bass, Hugh Hendry, Nassim Taleb, Nouriel Roubini, David Friedberg, Anthony Scaramucci, Scott Galloway, Brent Johnson, Jim Rickards, Danielle DiMartino Booth, Carol Roth, Neil Howe, Jim Rogers, Jim Bianco, Josh Brown, and many more. Julia always makes the show about the guest, never the host. She speaks less and listens more. She always does her homework.