In this episode of The Business Book Club, we explore Never Enough by Andrew Wilkinson, a raw, honest, and deeply personal reflection on success, ambition, and the hidden emptiness that often comes with chasing “more.” Known for building an empire of digital businesses through Tiny, Wilkinson reveals the psychological toll of entrepreneurial obsession — the anxiety, addiction, burnout, and relentless pursuit of achievement that left him feeling unfulfilled despite extraordinary wealth.

Rather than another business success story, Never Enough is a cautionary tale about lifestyle inflation, overwork, comparison culture, and the emotional cost of tying self-worth to productivity. We discuss how Wilkinson’s journey exposes the darker side of hustle culture and why traditional definitions of success often fail to deliver happiness, meaning, or peace.

In this episode, we unpack the book’s biggest lessons: the power of self-awareness, the danger of unchecked ambition, and the importance of designing a life aligned with values — not just profit. It’s a reflective, vulnerable exploration that resonates with anyone who has ever believed that “once I achieve X, I’ll finally be happy.”