The Midlife Chrysalis – Details, episodes & analysis

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The Midlife Chrysalis

Chip Conley

Education

Frequency: 1 episode/3d. Total Eps: 148

The Midlife Chrysalis is a one-hour podcast hosted by Chip Conley, bestselling author of Learning to Love Midlife and founder of MEA (Modern Elder Academy). Chip and his high-profile guests – including Maria Shriver, Hoda Kotb, Elizabeth Gilbert, Michael Franti, and more – dive into raw, vulnerable conversations about the profound transitions they’ve experienced in midlife. Listeners get a rare look at how even the most successful individuals have to navigate life’s pivotal changes – and gain practical wisdom they can apply in their own lives for a more fulfilling and purposeful next chapter.

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Apple Podcasts

🇬🇧 Great Britain - selfImprovement
18/08/2026
#98
🇩🇪 Germany - selfImprovement
16/08/2026
#97
🇨🇦 Canada - selfImprovement
11/08/2026
#99
🇨🇦 Canada - selfImprovement
10/08/2026
#97

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https://www.meawisdom.com/
189 shares
https://www.dropbox.com/?q=%23MidlifeChrysalis
11 shares
https://www.dropbox.com/?q=%23MidlifeTransformation
10 shares

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Score global : 68%

Publication history

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Reinvention After 50 with Seth Godin: Make Life Your Best Work of Art

Season 1 · Episode 5

Wednesday, June 18, 2025 • Duration 52:32

What if midlife isn’t a crisis, but your most creative chapter yet?

In this inspiring and deeply personal episode, bestselling author and entrepreneur Seth Godin shares how he’s reinvented his life through purpose-driven work, disciplined freedom, and the belief that life itself is a series of art projects.

We explore why the “dip” is a crucial part of growth, how to walk away from success when it no longer serves you, and what it really means to build a legacy. Seth also opens up about aging, identity, and choosing meaning over momentum.

It’s a conversation full of wisdom, honesty, and practical insight for anyone navigating change. Subscribe for more episodes that help you reimagine your next chapter!

Timestamps:

00:00 Intro

01:16 How Seth and Chip first met at Stanford

02:49 Writing their first book together

03:53 Jay Conrad Levinson as a modern elder

07:01 Writing over 150 books

08:31 Understanding The Dip and its midlife parallels

12:28 Seth’s two “Dip” examples

14:13 Chip’s hotel dip and decision making

17:27 Creativity, resilience, and entrepreneurship after 50

19:36 Not being in high school anymore & insulating yourself

22:49 Midlife crisis or chrysalis?

27:25 Alt MBA, The Carbon Almanac, and collaborative creation

32:03 Rebranding midlife and self-image as we age

35:28 Things that got better with aging

37:54 Seth’s perspective on retirement & legacy

41:16 Seth’s next project

42:42 The future of the U.S. and generational change

46:28 A bumper sticker of wisdom

48:14 The importance of the origin story

Learn more about MEA at https://www.meawisdom.com/

#SethGodinInterview #MidlifeChrysalis #StanfordStories #TheDipBook #PortfolioLife #ModernElderAcademy #CarbonAlmanacProject #AltMBAJourney #RebrandingMidlife #CreativeAging #WisdomInMidlife #OpportunityCostLesson #EntrepreneurAfter50 #LifeAsArtProject #TeachingLegacy

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Rich Roll on Reinventing Yourself After Rock Bottom

Season 1 · Episode 6

Wednesday, June 25, 2025 • Duration 01:04:57

What if hitting rock bottom was the best thing that ever happened to you?

In this raw and inspiring conversation, Rich Roll, a former addict turned world-class endurance athlete, shares how he rebuilt his life from scratch, facing failure, financial ruin, and identity loss to find real purpose.

With brutal honesty, he opens up about his addiction, fatherhood, marriage, legacy, and the heavy cost of chasing approval. If you're feeling stuck, burned out, or unsure what comes next, this conversation just might change how you see your own story.

Timestamps:

00:00 Introduction

01:13 Spine Surgery and Recovery

03:02 Losing Identity and Facing Stillness

05:47 Interviewing Master Interviewers

07:17 Life Begins at 40 & Rejecting the Race

11:06 How to Know You’re on the Right Track

13:42 Performance vs. Presence

15:25 Addiction, Achievement, and the Roots of Disconnection

19:49 The Midlife Chrysalis at Age 39

24:29 The Support of His Wife Julie

26:04 Lessons from Rich’s Midlife Chrysalis

32:14 From Blog to Writing a Book

38:10 Launching the Podcast & Relocating to Hawaii

42:27 Gaining Momentum

43:50 Financial Struggles and Family Impact

48:14 What Makes Rich Roll’s Podcast Different

51:58 The Importance of Genuine Curiosity

Psychedelics, Purpose & the Next Chapter of John Mackey’s Life

Season 1 · Episode 7

Wednesday, July 2, 2025 • Duration 57:35

What does it really take to start over at 69?

In this inspiring episode, Whole Foods founder John Mackey shares how psychedelics, purpose, and love reshaped his path after selling to Amazon.From ego death to building Love Life wellness centers, he opens up about business regrets, spiritual breakthroughs, and midlife transformation. You'll learn how conscious capitalism evolves with age—and why love might be the ultimate business strategy.

Subscribe for more honest conversations about midlife renewal, purpose-driven living, and personal reinvention.

Timestamps:

00:00 Intro

00:27 Meet John Mackey

01:27 Psychedelics, Ego Death, and Food as Purpose

07:44 Love, Breakups, and Big Business Shifts

08:37 Austin in the '70s and Building Whole Foods

10:40 Advice to His Younger Self

12:34 From Atheism to Spiritual Adventure

14:36 What Is Conscious Capitalism?

17:15 How Whole Foods Revolutionized Grocery Stores

19:28 Learning to Communicate with Kindness

21:46 Selling Whole Foods to Amazon

28:17 Why He Finally Left Whole Foods

29:25 Healing Journey Through Plant Medicine

31:28 What Is Love Life?

37:56 Psychodelics as Therapeutic Method

40:21 Challenges and Financial Realities

43:21 Longevity Myths and What Actually Works

What Burning Man Teaches Us About Aging, Identity & Legacy | Marian Goodell

Season 1 · Episode 8

Thursday, July 10, 2025 • Duration 56:50

What if your so-called “midlife crisis” was actually a doorway to reinvention?

In this powerful conversation, Burning Man CEO Marian Goodell joins Chip Conley to explore how the radical spirit of Burning Man offers surprising lessons on aging, identity, leadership, and legacy. From embracing impermanence to finding purpose without a script, this episode is a deep dive into how midlife can be your most creative and meaningful chapter yet.

Timestamps:

00:00 Intro

00:40 Chips Connection to Burning Man

04:43 What Burning Man Really Is

07:01 How Burning Man Became a Global Movement

08:47 The Core Principles That Guide Everything

11:13 Radical Self-Expression and Creating Without Expectation

13:38 Why Burning Man Attracts People in Midlife Transition

16:43 Loss, Legacy, and What We Leave Behind

21:46 Lessons from Larry Harvey as a Modern Elder

25:05 What She Learned as a Burning Man’s CEO

33:00 What Is Fly Ranch and Why It Matters

36:28 Fly Ranch Like Burning Man’s Feminine Side

39:24 Three Tips for Burning Man First-Timers

42:14 Burning the Man and Temple Rituals

47:22 The Healing Power of Ritual

50:08 Why MEA Resonates with Burners

53:40 Wisdom Bumper Sticker

Learn more about MEA at ⁠https://www.meawisdom.com/

From Famous Father to Finding Purpose: Scott Eastwood at Midlife

Season 1 · Episode 10

Wednesday, July 23, 2025 • Duration 59:24

What happens when a successful actor—and the son of a Hollywood legend—hits midlife and starts asking deeper questions?

In this powerful episode, Scott Eastwood opens up about building his own identity beyond Clint Eastwood’s shadow, what 40+ films have taught him, and why he’s now prioritizing purpose over fame. He reflects on masculinity, mentorship, mistakes, and what it really means to grow wiser with age.

What happens when a successful actor—and the son of a Hollywood legend—hits midlife and starts asking deeper questions?In this powerful episode, Scott Eastwood opens up about building his own identity beyond Clint Eastwood’s shadow, what 40+ films have taught him, and why he’s now prioritizing purpose over fame. He reflects on masculinity, mentorship, mistakes, and what it really means to grow wiser with age.Feeling your own shift? Subscribe to The Midlife Chrysalis and explore Modern Elder Academy’s workshops designed to help you thrive in midlife and beyond.

Timestamps:00:00 Intro00:41 Chip’s Relationship With His Dad 08:28 A Prolific Film Career09:38 Working with Clint Eastwood10:51 Carving His Own Path13:54 New Projects & Genre Exploration15:52 Masculinity in Modern Culture18:09 Growing & Maturing as a Man19:26 Questioning & Redefining Midlife21:32 Childhood Dreams & Creative Shifts24:05 Aging, Directing & Creative Control27:1 Time, Regret & Following Your Gut31:51 The Outpost Movie & Hyperbaric Healing35:07 Real Wellness, Not Wellness Trends37:16 Life Lessons & Emotional Maturity39:44 How Scott Hopes to Be Remembered41:31 Lessons from Mom & Dad43:20 Having Mentors & Becoming One44:13 Scott’s Wisdom Bumper Sticker49:13 Healing a Father-Son Relationship

Learn more about MEA at ⁠https://www.meawisdom.com/

#ScottEastwood #MidlifeChrysalis #ChipConley #ClintEastwood #MasculinityToday #ActorLife #FilmIndustry #PersonalGrowth #LegacyAndIdentity #MidlifeReflection #LifeLessons #EmotionalMaturity #CreativeJourney #WellnessWisdom #FollowYourGut

The Midlife Chrysalis – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

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The Midlife Chrysalis – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Shared links between episodes and podcasts

Other99+

Facebook1

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Publication history

Latest published episodes

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Related Shows Based on Content Similarities

Related Shows Based on Content Similarities

Other99+

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Apple Podcasts

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