No Confidence in Confidence

I’m not a big believer in confidence. You might say I have very little confidence in confidence itself. Probably like

Stacy Peralta

April 5, 2025

No Confidence in Confidence

Do You Want to Know When You’ll Die?

I was reading Deepak Ramola’s book “The 50 Toughest Questions of Life” and found this particular inquiry deeply intriguing. Somehow

Chip Conley

April 4, 2025

Do You Want to Know When You’ll Die?

An Essay You Must Read

Some of his columns seem obvious and show-offy in a lecturing kind of way. But, he can be a wizard

Chip Conley

April 3, 2025

An Essay You Must Read

James Hollis: My Kind of Modern Elder

James Hollis is one of those modern elders. I’ve followed his writing for decades and love how he’s elevated and

Chip Conley

April 2, 2025

James Hollis: My Kind of Modern Elder

The Wisdom of Letting Go

There’s a certain pride in knowing you still can. You can still climb that ladder, still work 60-hour weeks, still

Chip Conley

April 1, 2025

The Wisdom of Letting Go

Songs in the Key of Life

Back in May of 2024, I was reminded that there’s a fine line between terrifying and exhilarating. I was in

Paul Gilbert

March 30, 2025

Songs in the Key of Life

From Fired to Fulfilled: A Midlife Turning Point

Turning 50 last year felt like a significant milestone. The Christmas previous, my family and I were discussing New Year’s

Emma Cuthbertson

March 29, 2025

From Fired to Fulfilled: A Midlife Turning Point

I Like Words

I want to take a bath with sexy-sounding words like sultry, smolder, velvet, and whisper. I seek upbeat words like

Chip Conley

March 28, 2025

I Like Words

How Many of These “21 Most Beautiful Places” Have You Been?

I don’t know about you, but I’m a sucker for great travel photography so when I saw this recent Architectural

Chip Conley

March 27, 2025

How Many of These “21 Most Beautiful Places” Have You Been?

Are You a Rebel Elder?

The old word for having a foot in each world is ‘weird.’ The original sense of weird involved both fate

Chip Conley

March 26, 2025

Are You a Rebel Elder?

Riding Waves, Riding Horses: The Value of a Beginner’s Mind

When I bought my home in Baja nearly nine years ago, I adopted a growth mindset when it came to

Chip Conley

March 25, 2025

Riding Waves, Riding Horses: The Value of a Beginner’s Mind

We All Could Use a Little More Moral Beauty

I don’t know about the rest of you, but I was hooping and hollerin’ when I heard Ted Lasso announced

Chip Conley

March 24, 2025

We All Could Use a Little More Moral Beauty