Buckle up, because today we're diving into something you might not expect: the surprising ways success can fail us. In this episode, we time travel back to 1998, to a packed room in New York City at the peak of the dot-com boom. Amidst the hustle and ambition, Pastor Timothy J. Keller delivers a powerful sermon titled "To Die for Success," challenging the very definition of success in a city that worships it.

Keller dissects why the chase for the corner office and the fat paycheck often leaves us feeling emptier than when we started. He breaks down the promises of success into three key areas: security, importance, and happiness, arguing that success, as we commonly pursue it, can sabotage our shot at these very things.

Through compelling stories like the rise and fall of Long-Term Capital Management and a young woman whose life is upended by illness, Keller illustrates that no amount of achievement can truly shield us from life's uncertainties. He argues that real security comes from a deeper source—a sense of meaning and purpose that transcends external circumstances.

Keller also addresses the concept of importance, comparing the pursuit of achievement to an addiction. He suggests that true importance isn't about external validation but recognizing our inherent worth simply because we exist. This idea resonates deeply, encouraging us to decouple our identity from our achievements.

Lastly, Keller tackles the elusive nature of happiness, sharing a poignant story about Sophia Loren and discussing how even those who seem to have it all can feel a void. He suggests that true happiness is a byproduct of a life lived with purpose, aligned with our values and passions.

This episode challenges us to rethink our priorities and redefine success on our own terms. It encourages us to find an unshakable sense of purpose and meaning that sustains us through life's inevitable ups and downs. Tune in for a deep dive into the surprising ways success can fail us and discover the unexpected places where true fulfillment lies.