Chip Conley's daily blog:
Thoughts on the art of living
Two days ago, my conversation with Brian Chesky went live on my Midlife Chrysalis podcast. It’s blowing up and going viral. Listening to it, I’m reminded how unusual our partnership was — and how much it shaped me. When I arrived at Airbnb 13 years ago, Brian was a 31-year-old founder navigating hypergrowth. I was ...
Explore Chip Conley's insightful reflections on navigating midlife challenges with grace and resilience. His posts offer practical advice and empowering perspectives for thriving during life's pivotal transitions.
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Two days ago, my conversation with Brian Chesky went live on my Midlife Chrysalis podcast. It’s blowing up and going viral. Listening to it, I’m reminded how unusual our partnership
February 25, 2026
From the outside, it looks polished. Finished. Whole. But when you open it, there’s another layer. And another. And another. That’s us. In midlife and beyond, I’ve come to see
February 24, 2026
Last year, we launched our MEA Midlife Pathfinder Quiz which has proven so popular that NPR’s “Morning Edition” recently profiled MEA and our quiz. Have you taken it yet? I’ve
February 23, 2026
Poem 1: Restoring Me to an Uncultivated State Standing in front of Trinity Collegephotographing the vibrating red poppies.In a soft Irish brogue, as if telling me a secret,he said “It’s
February 22, 2026
In an opinion piece I wrote recently for Guardian Australia, I reflected on my midlife relationship which is very different from previous relationships that I have had. I think as
February 21, 2026
There’s a meaningful difference between being dispirited and being soulless — and midlife often confuses the two. To be dispirited is to feel temporarily drained of energy, hope, or momentum.
February 20, 2026
Middle-aged adults — people in their 40s and 50s — were the most likely to report loneliness, surpassing older cohorts. This reflects a pattern where midlife responsibilities like careers, caregiving,
February 19, 2026
1. Sit-to-Rise Test (SRT)This deceptively simple test asks you to sit down on the floor and then rise back up without using your hands or other support. Starting with a
February 18, 2026
I’ve written about him before — about how Falling Upward reframed midlife not as a crisis, but as an invitation. About how he gave language to something many of us
February 17, 2026
Having started a company based upon the word “joy” (Joie de Vivre Hospitality), I’ve always been drawn to the difference between happiness and joy which is summed-up perfectly in J.D.
February 16, 2026
Do you take supplements to keep your brain sharp as you age? Lion’s mane, omega-3s, maybe some B vitamins? I imagine many of us do. But how many of us
February 15, 2026
I spend a lot of time in my work as a therapist digging for meaning with people. It’s particularly important in this community, where smart people are earnestly searching for
February 14, 2026
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