Juan Pablo Di Pace was 47.2 years old when he sat down with Chip Conley in Rome, exactly the statistical low point of the U-curve of happiness. "So lucky to be at my lowest point," he said, and…
Chip Conley — Podcast Appearances & AI Summaries
Chip Conley has appeared on 20 podcast episodes in our AI-summarized catalog, including The Midlife Chrysalis, The Tim Ferriss Show. Every appearance below has a free 5-minute AI summary.
Episode appearances
20 The MEA Film Fest started with a simple observation: the AARP’s annual list of best movies for grown-ups was, in Chip Conley’s words, “just not that great.” It was too obvious, missing the art…
John Donahoe spent three decades at the top of global business—CEO of Bain & Company at 38, then eBay, then ServiceNow, then Nike. But when he left Nike in 2024 under a cloud of public criticism,…
"The love is exactly the same" Eleven years after losing her husband Paul, Lucy Kalanithi still describes their relationship as ongoing. "It's like I've fallen in love again," she says. "The pain…
“I can run flat out for a half mile before my hands are shaking,” Tim Ferriss says at the top of this episode, quoting a line from a poem to capture the feeling of living as “organized living…
Harvard Business School professor Thomas DeLong spent decades teaching MBAs that leadership is about what happens inside another person when they are with you. But the lesson he keeps learning…
From Doing to Being: Teddy Dean on Presence, Sobriety, and the Power of Stillness Teddy Dean learned to meditate at 22, but he also walked out of a yoga workshop that same year convinced he hated…
"Sunday is today." That line, offered by Chip Conley near the end of this episode of The Midlife Chrysalis, captures the central argument of the conversation: the key to a richer life in midlife…
“There are 32 million empty bedrooms in the United States,” Chip Conley says near the top of this episode. Thirty years ago, that number was only seven million. That mismatch—between underutilized…
A few years ago, Chip Conley sat down with Brian Chesky, Airbnb’s co-founder, and asked him a deceptively simple question: “What business are we in?” Chesky answered that they were in the…
In 1970, a 20-year-old from Newark dropped out of Lehigh University and moved to the Esalen Institute in Big Sur, thinking a five-month stretch of back-to-back workshops was like a college…
“How do you turn your imposter syndrome into an explorer syndrome?” Chip Conley asks early in this Wisdom Wednesday episode. The answer, he suggests, is not about silencing the voice that says you…
Ashton Applewhite, the aging activist who coined the phrase "Yo, is this ageist?," has spent two decades dismantling the biggest lie we've been told about getting older: that older people are a…
“No one’s really watching.” That was Christine Michie’s big therapeutic aha—the realization that she had spent decades constructing a grandstand for her own performance, chasing the “wow” from…
“I want to be admired, but I want to be admired for who I am as I am.” That line from Chip Conley, founder of the Modern Elder Academy, captures the central tension of midlife. In a recent episode…
Alain de Botton, 56, trained as a psychotherapist only three years ago. He did it because, after decades of writing about philosophy, relationships, and emotional life, he wanted to sit on the…
“If you spent your lifetime defining worthiness in the world based upon your looks or your body, aging is a bitch.” That line from Chip Conley lands early in this episode of The Midlife Chrysalis,…
“I wished you'd shut up,” Pádraig Ó Tuama reads in a poem about the exorcism he endured as a young gay man in Ireland. “I repeated Jesus Jesus Jesus / I wished he'd answered.” The poem is called…
The episode centers on Chip Conley’s account of moving through a cluster of simultaneous personal and professional challenges. As co-founder of the Modern Elder Academy, Conley describes his…
“I have a lot of friends along the way in my life. But to the theme of today, do I outgrow them? I think what I would say is you outgrow the conversations you were having.” That’s Chip Conley,…
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