The Midlife Chrysalis
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Latest episodes
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What If the Life You Built Isn’t the Life You Want?
October 7, 2026 · 24 minYou’ve built a life that looks successful. Yet the things you worked so hard for may no longer be what you want next. In this Wisdom Wednesday episode, MEA founder Chip Conley joins Derek Gehl to explore finding purpose when familiar…
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He Died 11 Years Ago. Their Relationship Never Ended. | Lucy Kalanithi
October 5, 2026 · 45 minEleven years after losing her husband, the pain has changed. The love hasn’t. Dr. Lucy Kalanithi, physician and widow of Paul Kalanithi, author of When Breath Becomes Air, joins Chip Conley for a deeply personal conversation about grief…
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Why Life Can Get Harder and Happier After 50 | Jonathan Rauch
October 2, 2026 · 35 minJonathan Rauch had reached the top of his career, yet each year he felt less satisfied. Then came the loss of his parents, his job, and a startup he had tried to build. To his surprise, his sense of contentment began to grow. Rauch is a…
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The Hardest Leadership Lesson: Let Someone Else Be the Hero
September 30, 2026 · 28 minBeing the person who saves the day feels good. But letting someone else do it can make you a better leader. MEA founder Chip Conley joins Derek Gehl to talk about one of the hardest changes in his career: moving from hero to coach. Chip…
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What Changes When You Finally Let Go of Control? | Thomas DeLong
September 28, 2026 · 36 minSuccess can look impressive on a résumé and still leave you wondering who you really are. At 76, Harvard Business School professor and former Morgan Stanley executive Thomas DeLong is rethinking some of the biggest lessons he has learned…
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Let Life Lead: A Different Way to Navigate Midlife | Nic Askew
September 25, 2026 · 52 minSometimes the most powerful way forward begins by doing less. Filmmaker Nic Askew has spent more than two decades capturing what happens when people stop performing and simply allow themselves to be seen. Through his Soul Biographies, he…
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Be Useful, Not Youthful: The Secret to Aging Well
September 23, 2026 · 24 minAt some point in midlife, achievement stops being enough. The titles matter less, the phone may stop ringing, and the question becomes: where does your value come from now? In this episode of Wisdom Wednesday, MEA founder Chip Conley…
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Can Your Beliefs Actually Change How You Age? | Shawn Achor
September 21, 2026 · 57 minWe’re taught to expect decline as we get older. But the science tells a far more hopeful story. In this episode, bestselling author and positive psychology expert Shawn Achor joins us to explore how our beliefs can shape the way we age…