When Success Stops Being Enough

As you read this, I’m on a flight to Charleston, South Carolina to participate in a four-hour program with bestselling

Chip Conley

March 27, 2026

When Success Stops Being Enough

Guest Post: Digging for Meaning

I spend a lot of time in my work as a therapist digging for meaning with people. It’s particularly important

Ben Yalom

February 14, 2026

Guest Post: Digging for Meaning

Four Questions That Could Change Your Life

The first thing we should value in midlife and beyond is Time and the question to consider is: Ten years

Chip Conley

February 5, 2026

Four Questions That Could Change Your Life

The Space Between No Longer and Not Yet: How Letting Go Made Room for a Different Kind of Life

I sat in the boardroom, fluorescent lights buzzing overhead, watching PowerPoint slides blur past in a haze of quarterly projections.

Andy Chaleff

September 28, 2025

The Space Between No Longer and Not Yet: How Letting Go Made Room for a Different Kind of Life

Why “Man’s Search for Meaning” is My Favorite Book

When I was making sense of a friend’s suicide, I read it again and wrote this post, Living in a

Chip Conley

June 3, 2025

Why “Man’s Search for Meaning” is My Favorite Book