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Why Midlife Feels Like Exile And Why That’s a Gift | David Whyte
Why Midlife Feels Like Exile And Why That’s a Gift | David Whyte

Season 1 Episode 77

In this episode of Midlife Chrysalis, poet and philosopher David Whyte explores why midlife often feels like losing your way and why that experience …

4 months, 2 weeks ago

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Letting Go in Midlife: What Has Run Its Course?
Letting Go in Midlife: What Has Run Its Course?

Season 1 Episode 76

Midlife isn’t about adding more. It’s about letting go.


In this Wisdom Wednesday episode of The Midlife Chrysalis, Chip Conley joins Derek Gehl to exp…

4 months, 2 weeks ago

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Greg Louganis: Olympic Gold, Public Masks, Private Truth
Greg Louganis: Olympic Gold, Public Masks, Private Truth

Season 1 Episode 75

What happens when the world sees a champion… but you’re still figuring out who you are?


In this episode of The Midlife Chrysalis, Olympic legend Greg …

4 months, 3 weeks ago

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Midlife and the Moral Pressure of Limited Time | Kieran Setiya
Midlife and the Moral Pressure of Limited Time | Kieran Setiya

Season 1 Episode 74

Midlife can feel unsettling even when life looks successful on paper. This episode explores why that discomfort appears and how it can become a sourc…

4 months, 3 weeks ago

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What a Cancer Diagnosis Teaches You About How to Live
What a Cancer Diagnosis Teaches You About How to Live

Season 1 Episode 73

What happens when time stops feeling endless and starts feeling real?


In this episode of Wisdom Wednesday, Chip Conley shares how living with cancer r…

4 months, 4 weeks ago

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From Ambition to “I’m Enough” | Brian Chesky
From Ambition to “I’m Enough” | Brian Chesky

Season 1 Episode 72

In this candid and heartfelt conversation, Airbnb co-founder and CEO Brian Chesky joins Chip Conley to explore the hidden side of success. From impos…

5 months ago

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Your Brain on Art: Why Midlife Needs Creativity More Than Ever | Susan Magsamen & Ivy Ross
Your Brain on Art: Why Midlife Needs Creativity More Than Ever | Susan Magsamen & Ivy Ross

Season 1 Episode 71

Midlife isn’t a crisis. It’s an invitation to come alive again.


In this episode of Midlife Chrysalis, Chip Conley is joined by Susan Magsamen, a neuro…

5 months ago

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Why Midlife Friendships Stop Working & How to Fix Them
Why Midlife Friendships Stop Working & How to Fix Them

Season 1 Episode 70

Ever notice how some friendships don’t end, they just stop deepening?You still care about each other, but the conversations feel thinner than they us…

5 months ago

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Why Midlife Men Struggle with Identity & Purpose Today | Greg Scheinman
Why Midlife Men Struggle with Identity & Purpose Today | Greg Scheinman

Season 1 Episode 69

Ever wonder what happens when “success” still feels empty?

At 47, Greg Scheinman looked like he had it all, career, family, success, yet felt complete…

5 months, 1 week ago

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Why Friendship Becomes the Most Important Skill in Midlife | Jeff Hamaoui
Why Friendship Becomes the Most Important Skill in Midlife | Jeff Hamaoui

Season 1 Episode 68

Midlife rarely falls apart all at once. It slowly grows quieter, fewer close friendships, less community, more doing and less belonging.


In this episo…

5 months, 1 week ago

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