What if awe was the secret ingredient to happiness? 🌿 In this episode, I sit down with UC Berkeley psychologist Dacher Keltner to explore how awe, compassion, and moral beauty can transform the way we live and age. We dive into the science of wonder — from the power of collective joy to how simple “awe walks” can boost your health, purpose, and connection.
✨ Join us as we uncover why we’re truly born to be good and how awe might just be the key to midlife renewal.
🎧 Tune in for the full conversation and get inspired to see life with fresh eyes.
Timestamps:
00:00 Chip welcomes Dacher and reflects on their friendship
00:18 Why people smile when they talk about Dacher
01:06 How early experiences shaped his empathy
03:32 Journey into psychology and emotion science
06:42 Discovering emotion in the human face
07:31 Writing Born to Be Good and redefining human nature
09:42 Science of compassion, gratitude, and kindness
13:15 How the study of awe began
14:17 What awe is and how it feels
18:24 Collecting awe stories from around the world
20:33 The eight wonders of awe
21:00 Collective effervescence and shared joy
23:44 Synchronizing with others through movement and emotion
25:01 How screens disrupt human connection
27:00 Moral beauty and the power of witnessing goodness
31:32 Moral beauty within community and everyday life
32:39 Awe and moral beauty in midlife
36:33 The Awe Walk study and its health benefits
39:47 Finding awe in daily moments
41:25 Inside Dacher’s “Cultivating Awe” workshop
43:51 Practicing awe through grief and gratitude
45:09 Wisdom bumper sticker: seeing hidden beauty in people
47:35 Love (agape) as the essence of awe
49:10 Closing reflections and gratitude
Learn more about MEA at https://www.meawisdom.com/
#awe #DacherKeltner #ChipConley #MidlifeChrysalis #CultivatingAwe #BornToBeGood #MoralBeauty #CollectiveEffervescence #ScienceOfAwe #HumanConnection #Mindfulness #EmotionalIntelligence #MidlifeWisdom #GratitudePractice #FindingPurpose
What happens when one of the NFL’s most celebrated athletes walks away from fame, fortune, and the life everyone else wanted for him? In this powerful episode, Ricky Williams, now known as Errick Miron, opens up about his transformation from Heisman Trophy winner to healer, teacher, and astrologer. He shares how depression, self-discovery, and spirituality reshaped his identity and helped him find peace beyond the game.
If you’ve ever wondered what it truly means to let go and start over, this conversation will change the way you think about success, purpose, and freedom.
🎧 Listen now and discover how Ricky Williams became Errick Miron and found his true self.
Timestamps:
00:42 Early Ambitions and Upbringing
02:19 Choosing the University of Texas
04:54 College Glory and the Heisman Dream
07:37 NFL Reality Check
10:00 Mental Health and Identity Crisis
15:00 Discovering New Passions
16:14 Leaving the NFL & Coming Back
19:47 Journey to Australia and Discovering Ayurveda
22:32 First Encounter with Astrology
24:26 Return to Football with New Purpose
26:31 Preparing for Life After Sports
29:02 Retirement & Going Back to Astrology
38:41 Evolutionary Astrology Explained
42:46 Meeting His Wife & Becoming Errick Miron
47:21 Redefining Masculinity
49:42 Upcoming Workshop: Evolving Identity
52:16 Wisdom Bumper Sticker
Learn more about MEA at https://www.meawisdom.com/
#RickyWilliams #ErrickMiron #MidlifeChrysalis #EvolvingIdentity #NFLtoAstrology #MentalHealthJourney #SpiritualAwakening #HealingJourney #AthleteTransformation #AstrologyForGrowth #LifeAfterSports #SelfDiscovery #PersonalGrowth #MasculineHealing #MindfulnessInMidlife
What if the path to a meaningful life had nothing to do with fame or success and everything to do with service and soul?
In this captivating conversation, Rainn Wilson opens up about his transformation from Hollywood ego to spiritual seeker, sharing how faith, meditation, and humility helped him rediscover purpose beyond the spotlight. Together with Chip Conley, he explores why midlife can be a sacred turning point when the soul finally takes the lead.
👉 Watch now to learn how Rainn’s journey can help you reconnect with your own soul.
Timestamps:
00:00 Introduction
02:55 What Is a Soul?
05:52 Chip‘s Definition of Soul
08:18 Humans on a Spiritual Journey
09:32 Growing Up Baha’i
13:58 The 1960s Spiritual Revolution
17:31 Hollywood, Faith & the Dark Night of the Soul
21:01 Becoming Dwight Schrute
22:50 Famous in Midlife
29:01 The Ego and Hollywood
31:38 Letting the Soul Lead
34:08 Devotion & Daily Practice
40:03 The Soul Boom Workbook
42:24 How the Workbook Came to Be
44:41 Wisdom Bumper Sticker
49:24 Chip’s Reflections and Takeaways
Learn more about MEA at https://www.meawisdom.com/
#RainnWilson #SoulBoom #MidlifeChrysalis #ChipConley #SpiritualRevolution #Bahaifaith #SoulJourney #ModernSpirituality #EgoAndSoul #Mindfulness #PersonalGrowth #MentalHealthAwareness #ServiceAndPurpose #ConsciousLiving #SpiritualAwakening
What if the worst thing that ever happened to you became the very thing that set you free? 🌱 In this deeply moving episode, Dr. BJ Miller—physician, amputee, and palliative care visionary—shares how a near-fatal accident in college transformed his understanding of life, loss, and what it really means to live fully. From his journey through unimaginable pain to founding Mettle Health, BJ reveals how facing mortality can open the door to compassion, creativity, and peace.
If you’ve ever feared aging, grief, or change, this conversation will completely shift your perspective.
👉 Watch now and discover how to turn life’s hardest moments into your greatest teachers.
Timestamps:
00:00 Introduction
00:36 The Accident That Changed Everything
04:17 Processing Grief and Feeling “Seen”
09:27 Rebuilding Life in His 20s
14:46 From Art History to Medicine
16:24 Discovering Palliative Care
20:27 What Palliative Care Really Means
24:26 Spiritual Dimensions of Caregiving
27:16 What We Get Wrong About Death
29:42 Making All Healthcare Palliative
32:44 Founding Mettle Health
36:56 Advice for Caregivers
41:25 The Power of Grief
43:50 BJ’s Midlife Chrysalis
47:49 What People Regret Most Before Death
51:48 Dying as a Creative Act
55:25 Wisdom Bumper Sticker
Learn more about MEA at https://www.meawisdom.com/
#BJMIller #MidlifeChrysalis #ChipConley #EndOfLifeCare #PalliativeCare #HospiceCare #GriefAndHealing #MidlifeWisdom #CaregivingJourney #FindingMeaning #LifeAndDeath #SpiritualGrowth #EmotionalResilience #MindfulLiving #AuthenticLife
Ever wondered what it really means to start over when the world thinks you’ve peaked? In this episode, Daniel Pink, bestselling author of Drive and The Power of Regret, reveals why midlife isn’t a crisis but a creative turning point. He talks about becoming a beginner again after 50, how regret can guide us toward what truly matters, and why lasting motivation comes from autonomy, mastery, and purpose, not paychecks.
👉 Watch now to learn how to reinvent yourself with clarity, courage, and curiosity.
Timestamps:
01:15 Early Career & Al Gore Years
04:12 Leaving Politics for Book Writing
07:05 The Book “Drive” & Science of Motivation
11:10 Leadership & Purpose Within Organizations
14:13 Living an Average Mid-40s Reality
17:08 The Midlife Chrysalis & Year-Long Sabbatical
22:04 Writing for The Washington Post
25:58 Becoming a Rookie at 50
30:00 The Science of Timing
32:03 Evaluating Autonomy, Mastery & Purpose
34:21 How He Wrote “The Power of Regret”
37:42 The Wisdom in Regret
39:24 Anticipated Regret in Action
42:34 On Retirement & Regeneration
46:16 The Idea of Gap Year at 50
49:38 Regenerative vs. Retirement Communities
51:49 Upsides & Downsides of Aging
55:20 Dan’s Wisdom Bumper Sticker
Learn more about MEA at https://www.meawisdom.com/
#DanielPink #ChipConley #ModernElderAcademy #MidlifeChrysalis #ThePowerOfRegret #DriveBook #AutonomyMasteryPurpose #MotivationScience #MidlifeReinvention #CareerReinvention #FindingPurpose #AgingWithPurpose #LifelongLearning #PersonalGrowth #MindsetShift
What happens when the person you love most slowly begins to disappear before your eyes? In this deeply emotional and inspiring conversation, Emma Heming Willis opens up about life with Bruce Willis following his diagnosis of frontotemporal dementia and how she turned heartbreak into purpose.
Joined by Helen Christoni, co-founder of Make Time Wellness, the two reveal why women’s brain health is so often ignored, what every caregiver needs to hear, and how to rediscover joy even in the hardest seasons of life.
👉 Watch now and learn how making time for yourself might just be the most powerful act of care there is.
Timestamps:
00:00 Intro
00:54 How Helen and Emma created Make Time Wellness
04:47 Hormones, estrogen loss, and dementia risk
06:03 Helen’s personal connection to dementia
08:04 Starting Make Time as Bruce’s symptoms appeared
08:51 How Emma met Bruce Willis and first signs of FTD
12:05 Understanding anosognosia and early dementia signs
15:29 The meaning of ambiguous loss for caregivers
18:45 Practical tools and exercises for caregivers
20:37 Redefining self-care and “making time”
21:20 How others can help caregivers in real ways
24:09 The caregiving crisis and policy change needed
28:43 Gender roles and men’s perspective on caregiving
31:00 Make Time Wellness mission and products
34:49 Bruce Willis’s current condition and progression
38:20 How their daughters are coping and family life
39:24 Emma’s and Helen’s advice for caregivers
40:57 Wisdom bumper sticker
44:57 Closing reflections and gratitude
Learn more about MEA at https://www.meawisdom.com/
#EmmaHemingWillis #HelenChristoni #MidlifeCaregiving #WomensBrainHealth #CaregiverSupport #FrontotemporalDementia #DementiaAwareness #MakeTimeWellness #MidlifeResilience #SelfCareReimagined #MidlifeWisdom #WomenSupportingWomen #CaregivingJourney #FindingJoyAgain #ModernElderAcademy
What if everything you’ve been taught about happiness and success is upside down?
In this episode of Midlife Chrysalis, Chip Conley talks with Arthur Brooks, Harvard professor, bestselling author, and former French horn prodigy, about his remarkable journey from the concert stage to the world of behavioral science. Together, they unpack why strivers burn out, how our brains shift from fluid to crystallized intelligence, and the simple formula that can turn midlife from a crisis into a transformation.
Don’t miss this inspiring conversation. Listen now and start rethinking your own second curve.
Timestamps:
00:00 Intro
01:06 Arthur Brooks’ origins and family background
02:59 Religious upbringing and conversion to Catholicism
04:56 Navigating academia and faith in secular environments
07:08 Early music training and struggles to become the best
13:06 Striver mentality and American entrepreneurship DNA
16:41 Leaving music for economics and behavioral science
20:52 Imposter syndrome and skills learned from performance
22:33 Becoming CEO of the American Enterprise Institute (AEI)
29:05 Burnout, midlife shift, and vital plane encounter
32:19 Plane encounter with a famous figure and reflection on decline
35:47 Realizing the need for a second curve
38:10 How we move from fluid to crystallized intelligence
42:43 Airbnb and the role of “modern elder” wisdom
45:02 Advice for shifting into careers built on crystallized intelligence
46:56 The danger of pride and Dante’s frozen Satan metaphor
49:40 Learning to want less: the secret to second-curve happiness
54:39 Editing life instead of accumulating - reverse bucket lists
55:55 Generativity, religion, and aging with meaning
57:16 Policy thoughts on midlife education and wisdom schools
1:01:59 Wisdom bumper sticker
1:05:28 Closing reflections from Chip
Learn more about MEA at https://www.meawisdom.com/
What happens when a world-famous photographer nearly loses everything — and turns it into a movement redefining aging?
In this powerful conversation, David Stewart shares his journey from shooting Vogue covers and working with Andy Warhol’s circle, to battling a life-threatening autoimmune disease that forced him to rethink everything. Out of crisis came transformation — and the creation of Ageist and Super Age, two platforms challenging stereotypes about aging and proving that purpose, health, and vitality don’t fade with time.
Watch now to discover how to stay healthier, live longer, and embrace your true greatness.
Timestamps:
00:00 Catching up: Manhattan, travel, and life during Covid
01:36 Childhood, school struggles, and proving people wrong
04:07 Studying engineering, switching to political science, and discovering photography
06:14 Declaring himself a photographer, early Vogue ad, and move to Paris
07:01 Life in New York: Andy Warhol’s scene, magazine covers, and big clients
08:02 Health crisis, autoimmune disease, and a year in hospital
10:00 Turning point: removing his spleen and changing lifestyle
11:01 The birth of Ageist: challenging age stereotypes in media and advertising
14:50 White-light moment with AT&T campaign and marketing blind spots
18:50 Age dysmorphia, beauty industry challenges, and why older audiences are complex
21:27 From Ageist to Super Age: growth, readership, and global impact
25:27 Health transformation and connecting mindset with the body
30:00 Teaching moments: embodied wisdom, confidence, and breaking limits
33:55 What Super Age does: informing, inspiring, and offering trusted tools
35:10 Longevity pillars: sleep, fitness, stress management, and community
37:31 Why grip strength and VO₂ max matter for longevity
41:42 Smart habits vs. fads: avoiding “dumb stuff” and focusing on basics
44:39 Managing stress, hormetic adaptation, and resilience
45:00 Why men chase longevity more than women
46:04 Thoughts on Brian Johnson and longevity biohacking
47:50 The future of health: AI-driven personalized medicine
51:28 Wearables: when they help vs. when they hurt
53:12 Passing wisdom to the next generation: embracing greatness and usefulness
56:15 Final reflections: passion, usefulness, and living as a contender
Learn more about MEA at https://www.meawisdom.com/
#Longevity #HealthyAging #RedefiningAging #SuperAge #Ageist #MidlifeReinvention #MindsetMatters #AgingWell #LifeAfterCrisis #HealthTransformation #Vitality #BreakingAgingStereotypes #AgingStrong #LongevityLifestyle #AgelessLiving
What happens when a bestselling writer and a former corporate executive dive deep into life’s second half?
In this powerful conversation, Anne Lamott and Neal Allen share raw, funny, and moving stories about midlife transformation, spiritual awakening, recovery, and how to finally silence that relentless inner critic. From faith and writing to intimacy, aging, and finding purpose, their wisdom will leave you inspired — and maybe even rethinking your own path.
👉 Don’t miss this chance to hear life-changing insights from two voices who know the journey inside out. Watch now and discover how midlife can become your most powerful chapter yet.
Timestamps:
00:00 From Corporate Life to Spiritual Coaching
06:08 Annie’s Christian Spirituality
08:19 Annie’s Childhood, Religion & Humor
12:46 Embracing Christianity in a Ghetto Church
14:40 Annie’s Left-Wing Christianity Views
17:23 Anne’s Washington Post Columns on Aging
21:04 Imposter Syndrome & Life After 50
24:50 The Value of Intimacy & Deeper Connection
28:51 Taming the Inner Critic Workshop
33:46 Wisdom Bumper Stickers
Learn more about MEA at https://www.meawisdom.com/
#AnneLamott #NealAllen #MidlifeChrysalis #SpiritualGrowth #LifeAfter50 #InnerCritic #WritingCommunity #RecoveryJourney #ChristianSpirituality #PersonalTransformation #MindfulnessPractice #AgingWisdom #SpiritualCoaching #SelfAwarenessJourney #FaithAndHealing
What if the most painful disruptions in life—illness, job loss, divorce, or even an empty nest, were actually the keys to growth?
Bestselling author Bruce Feiler shares how “life quakes” shake up our stories and push us to rewrite them. From his own battle with cancer and family upheaval to studying hundreds of life transitions, Bruce reveals why resilience is a skill, not a trait, and how rituals, creativity, and storytelling can turn crisis into renewal. Dive into his powerful seven tools for navigating transitions, learn why the myth of the midlife crisis is outdated, and how to finally become the hero of your own story.
✨ Tune in to discover how to transform life’s hardest moments into your greatest turning points.
Timestamps:
00:00 Intro
00:40 Introduction to Bruce Feiler
02:24 Background, early life & first book
07:09 Life quakes and losing control of your story
12:15 Knowing when a transition is complete
18:11 The three stages of transition
24:40 Seven tools for navigating transitions
30:31 Acceptance and rituals to mark change
35:18 The ritual renaissance & new book preview
41:28 Routine vs. ritual explained
45:09 Shedding habits & finding creativity
49:19 Updating your story & unveiling your new self
51:19 The debate: midlife vs. transitions at all ages
58:51 Wisdom bumper sticker
01:04:22 Closing reflections & gratitude
Learn more about MEA at https://www.meawisdom.com/
#BruceFeiler #LifeQuakes #MidlifeTransitions #ReinventYourself #LifeIsInTheTransitions, #PersonalGrowth #OvercomingCrisis #FindingMeaning #ResilienceInMidlife #RewriteYourStory #RitualsAndRenewal #MidlifeReinvention #SelfDiscoveryJourney #ThrivingThroughChange #BeTheHeroOfYourStory
How do you survive when the person you can’t live without begins to destroy you?
In this powerful episode of Midlife Chrysalis, Elizabeth Gilbert joins Chip Conley to share the raw story behind her new memoir, All the Way to the River. She opens up about walking alongside her partner through addiction and relapse, confronting her own patterns of codependency, and finding healing through recovery and surrender. It’s an honest, unfiltered look at love, loss, and what it really takes to stand on your own two feet.
Tune in now to hear Elizabeth Gilbert as you’ve never heard her before.
Timestamps:
00:00 Intro
00:40 Introduction to Elizabeth Gilbert
03:06 All the Way to the River book
06:06 Why it took 7 years to write
07:21 A forensic look at repeating patterns
10:36 Love vs. addiction in relationships
13:49 How Liz met Raya & their evolving bond
19:55 Confessing love during Raya’s illness
25:31 Grief, loss, and missing her friend
27:18 Writing in solitude & surrendering to truth
35:00 Surrender, recovery, and true powerlessness
41:21 Dark thoughts & God’s voice
45:15 What sex & love addiction means for Liz
51:36 12-step practices & six years of abstinence
54:35 Reflections on MEA and retreat power
58:22 Wisdom bumper sticker
Learn more about MEA at https://www.meawisdom.com/
#MidlifeChrysalis #ElizabethGilbert #AllTheWayToTheRiver #GriefJourney #AddictionRecovery #LoveAndLoss #Codependency #HealingFromTrauma #12StepRecovery #SexAndLoveAddiction #SpiritualGrowth #MemoirWriting #MidlifeWisdom #EmotionalSobriety #LifeLessons
What happens when one of America’s most celebrated pastors dares to question everything?
In this unfiltered conversation, Rob Bell, once dubbed the “punk rock pastor” and author of the explosive bestseller Love Wins, opens up about the controversy that made him Christianity’s most talked-about heretic, why he walked away from his megachurch at the height of fame, and how midlife pushed him to reinvent himself.
From faith and psychedelics to wisdom traditions, AI, and the art of living an unpigeonholable life, Rob’s journey is as provocative as it is inspiring. Whether you see him as a rebel, visionary, or outlaw, one thing’s clear: you won’t walk away from this episode thinking the same.
Timestamps:
00:00 Intro
00:35 Meet Rob Bell
02:08 Following a Calling & Evolving
05:16 Early Life & First Sermons
11:04 Starting Mars Hill Church
13:02 Performance Art Preaching
15:01 Controversy & Pushback
16:44 Rise to Time’s 100 Most Influential People
21:10 Leaving the Church & Midlife Transition
26:25 Reinventing in His 40s
29:58 Evolving Faith & Moving Beyond Doctrine
31:46 The Greatest Unlearning
35:00 Surfing, painting & daily rituals
38:15 Reconnecting with Spirituality
40:25 On Psychedelics & Temples
44:57 From Knowledge to Wisdom
51:16 Redefining Intelligence
54:56 Rob’s Wisdom Bumper Sticker
57:47 Closing Reflections
Chip shares key takeaways on creativity, freedom, and living beyond expectations.
Learn more about MEA at https://www.meawisdom.com/
#RobBell #MidlifeChrysalis #PunkRockPastor #LoveWins #SpiritualJourney #MidlifeTransitions #FindingPurpose #WisdomTraditions #SpiritualAwakening #FaithAndCreativity #LeavingReligion #SpiritualGrowth #Unpigeonholable #MidlifeSpirituality #CareerEvolution
What if aging wasn’t about slowing down—but about leveling up?
In this powerful conversation, Marc Freedman, founder of Encore.org (now CoGenerate), unpacks the surprising history of retirement, why communities like Sun City reshaped how we see aging, and how we can flip the script on what it means to grow older. From encore careers to intergenerational mentorship, Marc shows why midlife is no dead end—it’s a launchpad for purpose, impact, and connection.
If you’ve ever wondered how to thrive after 50, find meaning in your “second act,” or simply stay relevant in a rapidly changing world, this episode will change how you see the road ahead.
Timestamps:
00:00 Intro
00:39 Marc Freedman as Chip’s “modern elder”
02:46 How aging became feared, not revered
04:26 Why older people are no longer revered
07:30 Rise of retirement communities
13:14 Why people question retirement as a goal
15:56 Marc’s personal view on retirement
18:36 The origins & evolution of CoGenerate
24:10 Why intergenerational connection matters
27:46 What CoGenerate does to help
31:52 Big policy ideas for the future
37:31 Tips for those nearing retirement
44:15 Upcoming workshop with Chip
48:47 Wisdom bumper sticker
50:51 How does Marc measure success
54:00 Wrapping up
Learn more about MEA at https://www.meawisdom.com/
#MarcFreedman #EncoreCareers #ModernElder #MidlifeReinvention #FindingPurpose #LifeAfterRetirement #GenerationalCollaboration #CrossGenerational #AgingWell #WisdomAtWork #EncoreOrg #CoGenerate #ModernElderAcademy #SecondActCareers #PurposeDrivenLife
Author, speaker, and “Radiant Rebel” Karen Walrond joins Chip Conley for a warm, inspiring conversation on how to age with joy, live on your own terms, and keep your spark alive.
From growing up between Trinidad and the U.S., to leaving engineering and law for a creative life, Karen’s story is full of bold choices and unexpected turns. She shares cultural insights on aging, how to break free from the “success script,” and the seven playful experiments from her new book In Defense of Dabbling that prove it’s never too late to try something new.
Packed with heart, humor, and practical wisdom, this episode will leave you smiling and inspired to chase your own adventures.
Timestamps:
00:00 Intro
00:45 Introduction to Karen Walrond
01:58 Growing up & career journey
06:50 Midlife shift toward writing and creative work
11:38 Cultural perspectives on aging in Trinidad vs. the U.S.
16:55 Defining the “Radiant Rebellion”
19:14 Resisting societal scripts
23:06 Aging in non-white cultures
31:43 Collaboration with Brené Brown
36:12 Introducing In Defense of Dabbling
40:03 The 7 attributes of dabbling
44:08 Why trying new things matters as we age
50:42 Karen’s experience teaching at MEA workshops
53:11 Karen’s wisdom bumper sticker
57:10 Chips’s closing reflections on joy, culture, and lifelong learning
Learn more about MEA at https://www.meawisdom.com/
#AgingBoldly #MidlifeReinvention #RadiantRebellion #LifeOnYourOwnTerms #NeverTooLate #MidlifeTransformation #CuriosityAndPlay #JoyfulAging #BreakingFree #LiveFully #MidlifeMotivation #RedefiningSuccess #KeepYourSparkAlive #IntentionalLiving #TrySomethingNew
What happens when a Harvard scholar, devoted Mormon, and mother of a child with Down syndrome begins to hear psychic messages—and decides to tell the truth no matter the cost?
In this powerful conversation, Martha Beck shares how leaving her religion, embracing polyamory, and facing her deepest fears led her to a life of radical integrity, joy, and healing.
If you’ve ever felt stuck, out of alignment, or afraid to be fully yourself—this episode will change how you see everything.
Timestamps:
00:00 Intro
00:56 Meet Martha Beck
03:02 Growing Up Mormon, Academic Journey, and Her Son’s Diagnosis
10:53 Leaving Mormon Church & Reframing Midlife
14:47 Losing Religion, Finding Soul, and Polyamory
19:20 Returning to True Nature Through Rebellion
21:23 Lessons from Her Son with Down Syndrome
27:10 Psycho-Neuro-Immunology & Integrity
30:58 Shaman Sickness & Becoming a Healer
33:24 A Simple Path to Inner Stillness
40:01 The Radical Power of Not Lying
41:43 How to Listen to Your Body’s Response
52:27 Martha’s Bumper Sticker Wisdom
Learn more about MEA at https://www.meawisdom.com/
#MarthaBeck #ChipConley #TheWayOfIntegrity #MidlifeTransformation #SpiritualAwakening #LeavingMormonism #DownSyndromeParenting #PolyamoryJourney #LifePurpose #InnerHealing #TrustYourself #ModernElder #SelfDiscovery #PsychicExperiences #AnxietyAwareness
What happens when a self-made billionaire steps away from the company she built and faces the big question: What’s next?
In this inspiring episode, the founder of Spanx opens up about her journey from door-to-door sales to creating a global brand, the emotional challenges of selling her company, and how she’s redefining success, purpose, and identity in midlife. It’s a raw and uplifting conversation about reinvention, intuition, and finding meaning beyond business.
Timestamps:
00:00 Intro
01:56 Family background and kids
03:47 Childhood struggles and early mindset shift
06:32 Discovering Wayne Dyer and self-growth
09:00 Letting go of law school plans
09:46 Intuition and coping mechanisms
13:25 Selling fax machines and rethinking her path
14:17 The idea for Spanx is born
18:40 Building Spanx and landing Neiman Marcus
22:37 Growing Spanx without advertising
25:30 Selling Spanx and facing an identity shift
31:51 Midlife change and grief
34:44 Creating Sneaks brand
43:54 Psychology behind the second venture
47:32 Perimenopause, health issues, and PMDD
50:19 Modern Elder Academy experience
53:37 Focusing on presence and meaning
55:42 Introverts, extroverts, and integration
58:17 Feminine energy as a superpower
59:42 Wisdom bumpersticker
1:02:26 Chip’s final thoughts
Learn more about MEA at https://www.meawisdom.com/
#SarahBlakely #Spanx #FemaleEntrepreneur #WomenInBusiness #EntrepreneurLife #BusinessSuccess #Motivation #Inspiration #FounderStory #StartupJourney #MindsetMatters #SuccessTips #BusinessAdvice #SelfMadeWoman #EntrepreneurMindset #ChipConley #MidlifeChrysalis
What if midlife isn’t a breakdown—but a breakthrough?
In this powerful conversation, world-renowned writer Pico Iyer shares the surprising lessons he’s learned from 50 years of friendship with the Dalai Lama, losing everything he owned, and finding stillness in the chaos. From walking away from success in New York to building a soulful life in Japan, Pico reveals how true freedom comes not from having more—but from letting go. This episode is a masterclass in finding purpose, inner peace, and meaning in the second half of life.
Timestamps:
00:00 Intro
01:13 Meet Pico Iyer
02:02 Why TED Keeps Inviting Pico Back
02:50 Pico’s favorite TED talk
04:04 Early Life Across Continents
05:17 What “Home” Really Means
07:21 Stillness and the Midlife Chrysalis
12:33 Moving from Park Avenue to Kyoto
15:31 The Value of Being an Expat
18:10 Inner Calm in a Chaotic World
22:31 Everyday Stillness Practices
29:24 A Lifetime with the Dalai Lama
37:34 Living in Absence of Answers
42:29 Pico’s Anticipated Regret
46:11 What Makes MEA So Special
50:47 Awe, Community, and Transformation
53:27 Pico’s Wisdom Bumper Sticker
56:27 Episode Key Takeaways
Learn more about MEA at https://www.meawisdom.com/
#MidlifeChrysalis #PicoIyer #ChipConley #MidlifeTransformation #ModernElder #Stillness #InnerWisdom #SpiritualGrowth #LifePurpose #DalaiLama #HomeAndSoul #ExpatLife #GratitudePractice #Resilience #MindfulLiving
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
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#ScottEastwood #MidlifeChrysalis #ChipConley #ClintEastwood #MasculinityToday #ActorLife #FilmIndustry #PersonalGrowth #LegacyAndIdentity #MidlifeReflection #LifeLessons #EmotionalMaturity #CreativeJourney #WellnessWisdom #FollowYourGut
What happens when one of the most thoughtful voices in public life hits a wall?
In this deeply personal conversation, Krista Tippett opens up about burnout, walking away from success, and rediscovering joy in midlife. From letting go of exhaustion to falling in love again, she shares the hard-won wisdom that’s reshaping how she lives, works, and loves. It’s a moving reminder that it’s never too late to begin again, so don’t miss this one.
Subscribe for more powerful conversations that spark reflection, reinvention, and real change in midlife.
Timestamps:
00:00 Welcome and Setup
00:46 Introducing Lee and the Unique Cast of Guests
01:52 What Makes a Great Interviewer?
06:12 Interviewing John O’Donohue
09:57 Thresholds and Transitions
12:58 Krista’s Childhood and Upbringing in Oklahoma
17:40 The Bible as Her First Text of Imagination
20:00 Interviewing Richard Rohr and Men’s Spiritual Lives
23:36 Krista’s Midlife Reflections
27:06 Midlife Chrysalis and Personal Transformation
30:53 Building a Life Around Love and Friendship
35:36 What She’d Regret Not Doing
38:09 What Brings Joy Now
42:03 Defining Wisdom and Growing Wiser
46:26 Staying Grounded Through Rituals and Attention
51:43 Rethinking Retirement
54:29 The Aging Brain and Synthesizing Wisdom
57:46 Wisdom Bumper Sticker
Learn more about MEA at https://www.meawisdom.com/#MidlifeWisdom
#OnBeing #KristaTippett #MidlifeTransformation #SpiritualGrowth #LifeAfter40 #InnerLife #FindingPurpose #EmotionalResilience #WomenOver40 #BecomingWise #SoulfulLiving #PersonalGrowthJourney #AgingWithGrace #DeepConversations
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 Intro00:40 Chips Connection to Burning Man04:43 What Burning Man Really Is07:01 How Burning Man Became a Global Movement08:47 The Core Principles That Guide Everything11:13 Radical Self-Expression and Creating Without Expectation13:38 Why Burning Man Attracts People in Midlife Transition16:43 Loss, Legacy, and What We Leave Behind21:46 Lessons from Larry Harvey as a Modern Elder25:05 What She Learned as a Burning Man’s CEO33:00 What Is Fly Ranch and Why It Matters36:28 Fly Ranch Like Burning Man’s Feminine Side39:24 Three Tips for Burning Man First-Timers42:14 Burning the Man and Temple Rituals47:22 The Healing Power of Ritual50:08 Why MEA Resonates with Burners53:40 Wisdom Bumper Sticker
Learn more about MEA at https://www.meawisdom.com/
#BurningMan #MidlifeCrisis #MidlifeTransformation #MarianGoodell #BurningMan2025 #PersonalGrowth #ReinventionAfter40 #MidlifeAwakening #LifeAfter50 #SpiritualJourney #BurningManExperience #RadicalSelfExpression #MidlifeChrysalis #ChipConley #PurposeInMidlife