The Midlife Chrysalis

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 Covid01:36 Childhood, school struggles, and proving people wrong04:07 Studying engineering, switching to political science, and discovering photography06:14 Declaring himself a photographer, early Vogue ad, and move to Paris07:01 Life in New York: Andy Warhol’s scene, magazine covers, and big clients08:02 Health crisis, autoimmune disease, and a year in hospital10:00 Turning point: removing his spleen and changing lifestyle11:01 The birth of Ageist: challenging age stereotypes in media and advertising14:50 White-light moment with AT&T campaign and marketing blind spots18:50 Age dysmorphia, beauty industry challenges, and why older audiences are complex21:27 From Ageist to Super Age: growth, readership, and global impact25:27 Health transformation and connecting mindset with the body30:00 Teaching moments: embodied wisdom, confidence, and breaking limits33:55 What Super Age does: informing, inspiring, and offering trusted tools35:10 Longevity pillars: sleep, fitness, stress management, and community37:31 Why grip strength and VO₂ max matter for longevity41:42 Smart habits vs. fads: avoiding “dumb stuff” and focusing on basics44:39 Managing stress, hormetic adaptation, and resilience45:00 Why men chase longevity more than women46:04 Thoughts on Brian Johnson and longevity biohacking47:50 The future of health: AI-driven personalized medicine51:28 Wearables: when they help vs. when they hurt53:12 Passing wisdom to the next generation: embracing greatness and usefulness56:15 Final reflections: passion, usefulness, and living as a contenderLearn 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 Coaching06:08 Annie’s Christian Spirituality08:19 Annie’s Childhood, Religion & Humor12:46 Embracing Christianity in a Ghetto Church14:40 Annie’s Left-Wing Christianity Views17:23 Anne’s Washington Post Columns on Aging21:04 Imposter Syndrome & Life After 5024:50 The Value of Intimacy & Deeper Connection28:51 Taming the Inner Critic Workshop33:46 Wisdom Bumper StickersLearn 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 Intro00:40 Introduction to Bruce Feiler02:24 Background, early life & first book07:09 Life quakes and losing control of your story12:15 Knowing when a transition is complete18:11 The three stages of transition24:40 Seven tools for navigating transitions30:31 Acceptance and rituals to mark change35:18 The ritual renaissance & new book preview41:28 Routine vs. ritual explained45:09 Shedding habits & finding creativity49:19 Updating your story & unveiling your new self51:19 The debate: midlife vs. transitions at all ages58:51 Wisdom bumper sticker01:04:22 Closing reflections & gratitudeLearn 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 Intro00:40 Introduction to Elizabeth Gilbert03:06 All the Way to the River book06:06 Why it took 7 years to write07:21 A forensic look at repeating patterns10:36 Love vs. addiction in relationships13:49 How Liz met Raya & their evolving bond19:55 Confessing love during Raya’s illness25:31 Grief, loss, and missing her friend27:18 Writing in solitude & surrendering to truth35:00 Surrender, recovery, and true powerlessness41:21 Dark thoughts & God’s voice45:15 What sex & love addiction means for Liz51:36 12-step practices & six years of abstinence54:35 Reflections on MEA and retreat power58:22 Wisdom bumper stickerLearn 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 Intro00:35 Meet Rob Bell02:08 Following a Calling & Evolving05:16 Early Life & First Sermons11:04 Starting Mars Hill Church13:02 Performance Art Preaching15:01 Controversy & Pushback16:44 Rise to Time’s 100 Most Influential People21:10 Leaving the Church & Midlife Transition26:25 Reinventing in His 40s29:58 Evolving Faith & Moving Beyond Doctrine31:46 The Greatest Unlearning35:00 Surfing, painting & daily rituals38:15 Reconnecting with Spirituality40:25 On Psychedelics & Temples44:57 From Knowledge to Wisdom51:16 Redefining Intelligence54:56 Rob’s Wisdom Bumper Sticker57:47 Closing ReflectionsChip 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 Intro00:39 Marc Freedman as Chip’s “modern elder”02:46 How aging became feared, not revered04:26 Why older people are no longer revered07:30 Rise of retirement communities13:14 Why people question retirement as a goal15:56 Marc’s personal view on retirement18:36 The origins & evolution of CoGenerate24:10 Why intergenerational connection matters27:46 What CoGenerate does to help31:52 Big policy ideas for the future37:31 Tips for those nearing retirement44:15 Upcoming workshop with Chip48:47 Wisdom bumper sticker50:51 How does Marc measure success54:00 Wrapping upLearn 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 Intro00:45 Introduction to Karen Walrond01:58 Growing up & career journey06:50 Midlife shift toward writing and creative work11:38 Cultural perspectives on aging in Trinidad vs. the U.S.16:55 Defining the “Radiant Rebellion”19:14 Resisting societal scripts23:06 Aging in non-white cultures31:43 Collaboration with Brené Brown36:12 Introducing In Defense of Dabbling40:03 The 7 attributes of dabbling44:08 Why trying new things matters as we age50:42 Karen’s experience teaching at MEA workshops53:11 Karen’s wisdom bumper sticker57:10 Chips’s closing reflections on joy, culture, and lifelong learningLearn 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 Intro00:56 Meet Martha Beck03:02 Growing Up Mormon, Academic Journey, and Her Son’s Diagnosis10:53 Leaving Mormon Church & Reframing Midlife14:47 Losing Religion, Finding Soul, and Polyamory19:20 Returning to True Nature Through Rebellion21:23 Lessons from Her Son with Down Syndrome27:10 Psycho-Neuro-Immunology & Integrity30:58 Shaman Sickness & Becoming a Healer33:24 A Simple Path to Inner Stillness40:01 The Radical Power of Not Lying41:43 How to Listen to Your Body’s Response52:27 Martha’s Bumper Sticker WisdomLearn more about MEA at ⁠https://www.meawisdom.com/#MarthaBeck #ChipConley #TheWayOfIntegrity #MidlifeTransformation #SpiritualAwakening #LeavingMormonism #DownSyndromeParenting #PolyamoryJourney #LifePurpose #InnerHealing #TrustYourself #ModernElder #SelfDiscovery #PsychicExperiences #AnxietyAwareness

Sara Blakely, the founder of Spanx, shares her entrepreneurial journey from selling fax machines to creating a billion-dollar brand. She discusses the emotional challenges of selling Spanx and her identity shift in midlife. Blakely emphasizes the importance of intuition, vulnerability, and redefining success beyond business. She also dives into her new venture, Sneaks, blending style and comfort in footwear. Her insights on growth, resilience, and embracing one's feminine energy make for an inspiring conversation about navigating personal transformations.

In this enlightening conversation, Pico Iyer, a celebrated writer and long-time friend of the Dalai Lama, shares invaluable insights from their 50-year friendship. He explores the concept of midlife as a breakthrough rather than a breakdown, emphasizing the importance of letting go to find true freedom. Pico discusses his transformative move from New York to Kyoto, the significance of stillness, and practical mindfulness tips. He reflects on the wisdom gleaned from life's contradictions and the urgency of living fully as we age.