Never Enough by Andrew Wilkinson

Why the World's Wealthiest Are Never Satisfied

Never Enough: Why the World's Wealthiest Are Never Satisfied by Andrew Wilkinson was a surprisingly raw and introspective read that completely shattered my assumptions about wealth, success, and happiness. As the founder of Tiny Capital and someone who built a nine-figure fortune by his thirties, Wilkinson could have written a typical "hustle and grind" success story. Instead, he delivered something far more valuable: an honest examination of what actually happens when you get everything you thought you wanted.

What made this book so compelling was Wilkinson's willingness to expose the psychological toll of extreme wealth accumulation. He doesn't just share the glamorous moments of selling companies for millions; he reveals the anxiety attacks, the paranoia about losing it all, and the crushing realization that no amount of money ever felt like "enough." His insights into the hedonic treadmill—how each new milestone just became the baseline for wanting more—felt both relatable and deeply unsettling.

The book really resonated with me when Wilkinson discussed how his obsession with building wealth damaged his relationships and mental health. He shows how the same drive that made him successful as an entrepreneur also trapped him in cycles of comparison, status anxiety, and constant deal-making that left him feeling empty despite his massive financial success. His analysis of how social media amplifies these dynamics, turning everyone into performers in a wealth competition, was particularly eye-opening.

I enjoyed reading it because Wilkinson writes with the kind of brutal self-awareness that's rare in business memoirs. He doesn't try to justify his choices or paint himself as a victim—he simply explores the complex psychology of money and ambition with remarkable honesty. His stories about building and selling companies are fascinating, but the real value is in his reflection on what those experiences taught him about human nature and happiness. Overall, it was a thought-provoking antidote to hustle culture that made me reconsider my own relationship with money, success, and what actually constitutes a life well-lived.