Judgment Day (No, Not That One)

Judgment is the human capacity to arbitrate among competing values, to weigh things that all matter but can’t all be

Chip Conley

March 20, 2026

Judgment Day (No, Not That One)

The Most Important Leadership Quality as You Age

Having started a company based upon the word “joy” (Joie de Vivre Hospitality), I’ve always been drawn to the difference

Chip Conley

February 16, 2026

The Most Important Leadership Quality as You Age

Guest Post: When Midlife Asks for Wisdom, Not Optimization

As I’ve continued reflecting on my time at MEA Santa Fe in September 2025, one realization keeps surfacing: midlife wisdom

Jeff Singal

January 18, 2026

Guest Post: When Midlife Asks for Wisdom, Not Optimization

Guest Post: The Alchemy of Becoming: What Medieval Gold-Seekers Knew About Becoming Human

This morning, coffee in hand and watching the light change outside my window, I found myself thinking about alchemy—that ancient

Ray Kennedy

January 11, 2026

Guest Post: The Alchemy of Becoming: What Medieval Gold-Seekers Knew About Becoming Human

Guest Post: Thriving, Age and Wisdom

Gray hair has benefits. As we pass middle-age, life’s frustrations bother us less. This is due to improved emotional regulation

Paul J. Zak

December 29, 2025

Guest Post: Thriving, Age and Wisdom

How Will You Invest Your Wisdom?

The more complicated the world gets, the more wisdom we need. Knowledge is in your phone. Wisdom is in your

Chip Conley

December 17, 2025

How Will You Invest Your Wisdom?

Wisdom Is Evolution

If I had to distill midlife into a single insight, it’s this: wisdom is simply evolution put to work—the ability

Chip Conley

December 10, 2025

Wisdom Is Evolution

The Serenity Speech America Needs

“God, grant me the serenity to accept the things I cannot change,the courage to change the things I can,and the

Chip Conley

November 12, 2025

The Serenity Speech America Needs

 Why You Deserve More Philosophy in Your Life

A Philosopher is a lover of wisdom, a medicine for the soul. I took a Philosophy course my first quarter

Chip Conley

October 29, 2025

 Why You Deserve More Philosophy in Your Life

When Colleges Close, Midlife Wisdom Schools Should Rise

In a recent article, the New York Times writes, “In many places across the country, ‘the nearby college is …

Chip Conley

October 27, 2025

When Colleges Close, Midlife Wisdom Schools Should Rise

Guest Post: Embodied Wisdom on Wheels and Waves at 72!

“For years, I’ve learned more from watching the X Games and surfing documentariesthan from reading dharma (and mindfulness) books”, I

Sharon Colby

October 26, 2025

Guest Post: Embodied Wisdom on Wheels and Waves at 72!

Why Wisdom Schools Are About to Go Mainstream

As I continue to focus my blog on AI this week, I want to introduce Andrew Murray Dunn, whose Substack

Chip Conley

August 14, 2025

Why Wisdom Schools Are About to Go Mainstream