Never Enough: From Barista to Billionaire

by Andrew Wilkinson

Andrew Wilkinson – once a barista, now a billionaire. In Never Enough, he shares how he rose from minimum wage to the top of the tech world – and why that still didn’t make him happy.

Wilkinson’s journey starts with a web design studio called MetaLab. It leads through numerous startups and investments to the creation of Tiny – a Canadian holding company with stakes in a wide range of tech businesses, often dubbed a “mini-Berkshire Hathaway for internet companies.”

But the real focus of the book isn’t on success stories – it’s on the insights he gained along the way:

• Lazy Leadership: Wilkinson promotes the idea of building systems that work without him. His goal? To create companies that grow even in his absence.
• Delegation over micromanagement: He realizes he doesn’t have to do everything himself – and that there are people who can take on the tasks he doesn’t enjoy.
• Anti-goals: Instead of just setting goals, he also defines what he wants to avoid – a method that helps him stay focused on what truly matters.

Despite his financial success, Wilkinson often feels empty. He describes the hedonic treadmill effect: the more you have, the more you want – without ever really feeling satisfied.

Never Enough isn’t your typical business book full of frameworks and step-by-step guides. Nor is it a standard entrepreneur biography. It’s an honest look at the darker sides of a founder’s life. A reflection on success, failure, and what truly matters in life.

The book is easy to read, humorous, self-critical, and deeply thoughtful.

A recommendation for entrepreneurs, founders, freelancers – and anyone who wants to look beyond the narrow lens of material success.

🎧 Suitable as an audiobook? Yes – and it’s narrated by the author himself.

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Genres

Entrepreneurship Business Wealth Building Business Strategy Startups Investing Personal Development & Growth Success