The

Midlife Chrysalis

with Chip Conley

Apple Podcast

Conversations on Midlife Transitions, Resilience, and Reinvention

Join bestselling author and Modern Elder Academy (MEA) founder Chip Conley and his guests for deep-dive conversations about the profound transitions we experience in midlife, and how to navigate pivotal changes and thrive – no matter what life throws in your path.

Top Episodes

Episode 57

January 19, 2026

Gavin Newsom on Leadership, Identity, and Becoming Yourself

Episode 21

October 8, 2025

Arthur Brooks on How to Break Free from the Striver’s Curse in Midlife

Episode 17

September 10, 2025

Elizabeth Gilbert’s Untold Story of Love and Addiction

Also check out the episodes with Hoda Kotb, Maria Shriver, Rich Roll, Don Lemon, Rainn Wilson, Tamsen Fadal and Seth Godin.

Recent Episodes

Episode 86

March 27, 2026

How an Anarchist Built One of America’s Most Unique Businesses | Ari Weinzweig

Episode 85

March 25, 2026

Men vs Women in Midlife: The Struggles No One Warns You About

Episode 84

March 23, 2026

Why Love Requires Skills Most People Never Learn

Episode 83

March 20, 2026

Pete Holmes on Psychedelics, God & Finding Meaning in Midlife

Episode 82

March 18, 2026

Midlife Pit Stop: Refuel Before the Next Chapter

Episode 81

March 16, 2026

Designing the Second Half of Life: Meaning, Curiosity, and Becoming | Bill Burnett & Dave Evans

Episode 80

March 13, 2026

Why You Keep Repeating the Same Conflict Patterns | Diana Chapman

Episode 79

March 11, 2026

From Ego to Soul: Rewriting the Second Half of Life

Episode 78

March 9, 2026

Mortality Was My Wake-Up Call | Dr. Brad Jacobs

Episode 77

March 6, 2026

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

Episode 76

March 4, 2026

Letting Go in Midlife: What Has Run Its Course?

Episode 75

March 2, 2026

Greg Louganis: Olympic Gold, Public Masks, Private Truth

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First

Last

Meet Chip Conley

The world’s leading “Midlife Activist”

Chip is a three-time TED speaker and the New York Times bestselling author of Wisdom at Work: The Making of a Modern Elder and Learning to Love Midlife: 12 Reasons Why Life Gets Better with Age.

After a successful career as a trailblazing hotelier turned Airbnb mentor, Chip founded MEA in 2017 to help other people in their 40s–70s create exciting and fulfilling second adulthoods for themselves. Since then he has dedicated much of his life to reframing the concept of aging and helping people navigate midlife with renewed purpose and possibility.

Featuring

Celebrity guests & world-renowned thought leaders

Tune in for raw, vulnerable, and insightful conversations with high-profile guests such as Maria Shriver, Hota Kotb, Elizabeth Gilbert, Pico Iyer, Martha Beck, Seth Godin, and more. Listeners will get a rare look at how even the most successful individuals have to navigate life’s pivotal changes – and will gain practical wisdom they can apply in their own lives for a more fulfilling and purposeful next chapter.

Make your next chapter your best chapter yet

New episodes released every Monday, Wednesday and Friday. Get your dose of midlife wisdom here.

Listen, watch, or subscribe: