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What it argues
Never Enough is Andrew Wilkinson's memoir about building a small empire of internet companies — Tiny, the holding company he co-founded, has acquired dozens of businesses — and discovering that accumulating wealth at a level he'd once have considered unimaginable didn't resolve the anxiety that had driven him to pursue it. The book is candid in a way that business memoirs rarely are: Wilkinson is not subtle about the psychological engine behind his ambition, and he doesn't pretend the outcome was what he expected.
Wilkinson grew up in Victoria, British Columbia, and started his first web design company as a teenager. The early chapters describe the typical entrepreneur arc — scrappy beginnings, early pivots, the first real money — but what distinguishes the book is his attention to the internal experience rather than the external events. He describes the anxiety that he managed by building more, acquiring more, and earning more, and how those behaviors scaled up alongside his business rather than being resolved by it.
What it gets right
- 1.
Wealth accumulation driven by anxiety tends to scale alongside earnings rather than diminish with them. The underlying psychology must be addressed separately from the business.
- 2.
The Berkshire Hathaway model of acquiring simple, profitable businesses and holding them indefinitely is more accessible than most people assume for internet-era businesses.
- 3.
Most founder-led businesses are worth more with a patient owner who doesn't interfere than with a strategically aggressive one who does. Patience is a genuine competitive advantage in acquisition.
What it covers
Who wrote it
Andrew Wilkinson is a Canadian entrepreneur and investor based in Victoria, British Columbia. He co-founded Tiny, a holding company that acquires and operates internet businesses including Dribble, WeCommerce, and dozens of others. He started his first web design company, MetaLab, as a teenager and has been building and buying businesses ever since. Wilkinson writes publicly about entrepreneurship, investment, and mental health. Never Enough is his first book. He studied business and has been an informal student of Warren Buffett's approach to capital allocation for most of his career.
