The Midlife Chrysalis
Chip Conley
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.
Episodes
MEA Film Fest: Come for the Movies, Stay for the Connections
Watch a great film, then share dinner with the person who made it. That’s the spirit of the MEA Film Fest, where stories on screen spark conversations and connections in real life.In this Wisdom Wednesday episode, Chip Conley joins Derek Gehl to preview the festival and explore a question at its heart: how can movies help us see midlife, aging, and our own possibilities differently?Get a preview of the films, special guests, and festival experience.Discover stories of reinvention that go beyond the midlife crisis.Explore what your reactions to characters reveal about your hopes and fears.Bring those conversations home with a simple movie night exercise.Tune in for films worth watching, people worth meetingTimestamps:(01:02) Chip’s Love of Film(02:50) Inside the MEA Film Fest(04:17) Midlife Crisis on Screen(07:44) How Movies Shape Our View of Aging(10:04) Starting a Film Club(11:20) Films to Watch and Discuss(14:51) What Movie Characters Reveal About You(15:44) Finding Meaning in It’s a Wonderful Life(17:06) Closing ThoughtsLearn more about MEA at https://www.meawisdom.com/#ChipConley #MidlifeChrysalis #WisdomWednesday #MEA #MEAFilmFest #Midlife #MidlifeTransformation #Aging #Ageism #Movies #FilmClub #Reinvention #PersonalGrowth #MeaningfulConnections #SecondAct
From Nike CEO to Starting Over at 65: John Donahoe’s Reinvention
After decades at the top, John Donahoe found himself starting over at 65.John has led eBay, ServiceNow, and Nike. But some of his most important lessons came from burnout, failure, and the difficult transitions between success and what comes next.In this deeply personal conversation, John shares:Why stepping away at 55 changed the way he saw success and himselfWhat 50 wise elders taught him about vitality, purpose, and agingHow his painful departure from Nike challenged his identity at 65Why adversity can become a source of meaning and growthHow an unexpected opportunity at Stanford became his next chapterThis is a powerful conversation about starting again, letting go of outcomes, and finding purpose beyond achievement.Watch the full episode with John Donahoe.Timestamps:(03:16) Reinventing Life After 50(05:07) Burnout and Taking a Year Off(07:56) The Retreat That Changed Everything(10:21) Leaving the Gladiator Ring(13:59) The Search for Vitality(16:12) Lessons From 50 Wise Elders(20:15) Service, Purpose and Serendipity(23:24) The Road to Nike(28:04) Crisis and Failure at Nike(33:15) Lessons From Failure(37:26) A New Chapter at Stanford(41:09) Finding Purpose Again(44:15) The Gift of Adversity(47:33) Turning Pain Into WisdomCheck out Chip's Celebrating Life's Wisdom Oct 25-29 2026 workshop: https://www.meawisdom.com/celebrateLearn more about MEA at https://www.meawisdom.com/#JohnDonahoe #NikeCEO #LifeAfterNike #StartingOverAt65 #MidlifeReinvention #WisdomJourney #LeadershipLessons #CareerReinvention #SecondAct #FindingPurpose #Adversity #LifeTransitions #StanfordAthletics #PurposeAfterSuccess #MidlifeChrysalis
When the Life You Built Is No Longer Enough | Caroline Myss
Midlife can feel like the life you built suddenly stops fitting. Caroline Myss believes there’s a deeper reason: this is when the soul begins asking something different of you.In this powerful conversation, bestselling author and spiritual teacher Caroline Myss joins Chip Conley to explore the deeper meaning of midlife, purpose, identity, and surrender.Caroline shares:Why a crisis of purpose may actually be a crisis of the soulHow we move from job to career to callingWhy we lose our appetite for the life we’ve builtHow sacred contracts shape our relationships and challengesWhy surrender means releasing fear and controlChip also opens up about his near-death experience and changing identity as Caroline challenges him to see his life through a different lens.Watch the full conversation for a profound look at what happens when the life that once fit you is no longer enough.Timestamps:(3:36) Midlife and the Search for Wisdom(9:15) The Rise of the Inner Self(13:56) When a Crisis Is Spiritual(14:40) What Is Wisdom?(15:30) Sacred Contracts and the Power of Choice(20:45) The People We’re Meant to Meet(23:55) How to Recognize a Sacred Contract(27:16) From Job to Career to Calling(31:00) Why Midlife Changes Us(36:25) Chip’s Near-Death Experience(38:30) Wounds, Identity, and Illness(44:24) Learning to Surrender(47:12) Carolyn’s Hard-Won Wisdom(48:02) God Is LawLearn more about MEA at https://www.meawisdom.com/#CarolineMyss #ChipConley #Midlife #MidlifeWisdom #MidlifeCrisis #SpiritualAwakening #SpiritualGrowth #SacredContracts #FindingPurpose #LifePurpose #PersonalTransformation #FindingYourCalling #SoulPurpose #Wisdom #Surrender
What If the Life You Built Isn’t the Life You Want?
You’ve built a life that looks successful. Yet the things you worked so hard for may no longer be what you want next.In this Wisdom Wednesday episode, MEA founder Chip Conley joins Derek Gehl to explore finding purpose when familiar roles no longer feel fulfilling. From a corporate lawyer investing in her community to former business owners pursuing screenwriting, Chip shares how people are discovering possibilities they had quietly put aside.You’ll hear:How to recognize someone else’s success script and begin defining success for yourself.Four pathways to purpose: what excites you, agitates you, makes you curious, or feels neglected.Why smaller purposes matter, from learning guitar to making more time for your children.A question to clarify your priorities: what will you regret not learning or doing 10 years from now?A simple exercise to find direction through the moments when you feel useful and lose track of time.Watch the full episode for a thoughtful look at what deserves your time now and what you’d love to make room for next.Timestamps:(00:00) Introduction(00:37) The myth of one purpose(01:41) Why purpose matters in midlife(03:36) Passion, purpose and ikigai(04:40) Four pathways to purpose(05:39) The MEA Purpose Fellowship(08:30) Creating a purpose portfolio(09:40) Finding purpose beyond career success(12:54) Why community helps you find purpose(14:56) Purpose after retirement and an empty nest(17:29) Rethinking relationships(18:25) Chip’s personal purpose portfolio(20:34) Making room for small purposes(21:59) A simple exercise to discover your purpose(23:06) Ways to explore purpose with MEALearn more about MEA at https://www.meawisdom.com/#Midlife #Purpose #ChipConley #DerekGehl #WisdomWednesday #MidlifeChrysalis #FindingPurpose #LifePurpose #MidlifeTransition #PersonalGrowth #MeaningfulLife #RedefiningSuccess #LifeAfter50 #SelfDiscovery #MEA
He Died 11 Years Ago. Their Relationship Never Ended. | Lucy Kalanithi
Eleven years after losing her husband, the pain has changed. The love hasn’t.Dr. Lucy Kalanithi, physician and widow of Paul Kalanithi, author of When Breath Becomes Air, joins Chip Conley for a deeply personal conversation about grief, caregiving, uncertainty, and building a meaningful life after profound loss.Drawing on her experience as a wife, mother, caregiver, and doctor, Lucy shares what more than a decade of living with grief has taught her:Why death doesn’t necessarily end our relationship with someone we loveHow grief changes over time, even when the love remainsWhy caregivers need permission to ask for help and protect themselvesHow losing Paul changed the way she cares for patients and their familiesHow to live with uncertainty when there are no clear answersWatch the full episode for a moving perspective on love, loss, and what it means to keep living when life changes forever.Timestamps:(04:14) Lucy Kalanithi’s Story(05:20) When Breath Becomes Air(06:40) Staying Connected After Loss(13:20) How Grief Changes Over Time(14:18) Advice for Living With Grief(16:04) How Loss Changed Her as a Doctor(18:44) The Reality of Caregiving(21:06) What Caregivers Really Need(23:45) Living With Uncertainty(27:33) Finding Acceptance in the Unknown(31:42) Serenity, Courage, and Wisdom(35:05) Raising a Child After Loss(38:13) Wisdom Bumper StickerLearn more about MEA at https://www.meawisdom.com/Be part of the conversation at the End Well Conference in Los Angeles on November 12, where Lucy Kalanithi and Chip Conley will take the stage to explore how we can live, care, and face life’s biggest transitions with greater meaning.Learn more and get tickets: https://endwellproject.org/end-well-2026/#LucyKalanithi #PaulKalanithi #WhenBreathBecomesAir #Grief #LifeAfterLoss #LoveAfterLoss #Bereavement #Caregiving #LivingWithLoss #Mortality #Uncertainty #Acceptance #MidlifeWisdom #ChipConley #MidlifeChrysalis
Why Life Can Get Harder and Happier After 50 | Jonathan Rauch
Jonathan Rauch had reached the top of his career, yet each year he felt less satisfied. Then came the loss of his parents, his job, and a startup he had tried to build. To his surprise, his sense of contentment began to grow.Rauch is a journalist and the author of The Happiness Curve, The Constitution of Knowledge, and Cross Purposes. He joins Chip Conley to explore what his personal experience and research reveal about getting older, and why the future looks more troubling for younger adults.In this conversation:Why achievement does not always bring the happiness we expectWhy life satisfaction often rises after 50, even through setbacksWhy young adults’ loss of hope concerns RauchWhy free speech alone is not enough to establish what is trueHow wisdom helps us navigate conflict, and why it can be taughtWatch for an honest, thought-provoking conversation about happiness, truth, and the value of staying curious throughout life.Timestamps:03:49 Seeing what others miss06:59 The midlife happiness curve10:31 Why life can get better after 5012:21 Why young adults are losing hope15:49 How society knows what is true20:57 Wisdom in an age of disinformation24:53 Advice for the next generation26:34 Staying curious as we ageLearn more about MEA at https://www.meawisdom.com/#JonathanRauch #ChipConley #TheHappinessCurve #HappinessAfter50 #MidlifeHappiness #AgingWell #LifeSatisfaction #YoungAdultHappiness #Wisdom #Truth #Disinformation #ConstitutionOfKnowledge #ModernElder #MidlifeWisdom #Curiosity
The Hardest Leadership Lesson: Let Someone Else Be the Hero
Being the person who saves the day feels good. But letting someone else do it can make you a better leader.MEA founder Chip Conley joins Derek Gehl to talk about one of the hardest changes in his career: moving from hero to coach. Chip shares how he is learning to step back, trust his team, and make room for others to lead.Why having all the answers can hold your team backHow asking questions helps others grow into leadersWhy purpose matters as an organization gets biggerHow to build something that can thrive without youWhat leadership can become in your next chapterWatch the full episode to hear Chip’s candid take on letting go and leading with greater wisdom.Timestamps:(00:00) Intro(02:30) From Hero to Coach(04:39) Bill George and Purpose Driven Leadership(07:40) Learning to Lead Together(10:06) Servant Leadership(11:20) Finding Meaning in Work(12:31) Leadership as a Practice(14:19) Building Culture Across an Organization(16:09) Building an Organization That Thrives Without You(18:25) Your Next Chapter of Leadership(22:48) The Bill George Workshop(25:17) A Leadership ExperimentLearn more about MEA at https://www.meawisdom.com/Listen to the podcast episode with Bill George, CEO of Medtronic: https://youtu.be/M9PuSyubTB0#ChipConley #Leadership #LeadershipDevelopment #WiseLeadership #MidlifeLeadership #ServantLeadership #FounderLeadership #LeadershipCoaching #Mentorship #PurposeDrivenLeadership #OrganizationalCulture #BillGeorge #ModernElder #WisdomWednesdays #TeamLeadership
What Changes When You Finally Let Go of Control? | Thomas DeLong
Success can look impressive on a résumé and still leave you wondering who you really are.At 76, Harvard Business School professor and former Morgan Stanley executive Thomas DeLong is rethinking some of the biggest lessons he has learned about leadership, courage, relationships, and success. In this conversation with Chip Conley, he reflects on:Why letting go of control can deepen relationshipsHow to move from image management to essenceWhy vulnerability is a powerful form of courageHow inherited success scripts can define the path we followWhy later life is about investing wisdom, not just retiringFrom family and leadership to identity and aging, DeLong shares the hard-earned lessons that have changed how he sees himself and the people around him.Watch now for a deeply personal conversation about letting go, finding courage, and defining success on your own terms.Timestamps:(02:40) Letting Go of Control(04:31) Building Closer Relationships(07:20) Vulnerability With His Daughters(09:35) Courage and Self-Doubt(13:00) Courageous Life Decisions(16:45) From Image to Essence(20:44) Changing Leadership at Morgan Stanley(23:38) The Parable of the Sadhu(26:04) Measuring a Meaningful Life(30:58) Investing Wisdom in the Next Decade(34:00) Sing Loudly and in Harmony(36:10) Breaking Free From the Success Script(38:36) A New Definition of SuccessLearn more about MEA at https://www.meawisdom.com/Watch Chip’s Soul Biography, created by filmmaker Nic Askew: MEAWisdom.com/Soul#ThomasDeLong #ChipConley #MidlifeChrysalis #HarvardBusinessSchool #Leadership #RedefiningSuccess #PersonalGrowth #SelfAcceptance #Vulnerability #Courage #LettingGo #MidlifeWisdom #AuthenticLeadership #LifeLessons #HealthyAging
Let Life Lead: A Different Way to Navigate Midlife | Nic Askew
Sometimes the most powerful way forward begins by doing less.Filmmaker Nic Askew has spent more than two decades capturing what happens when people stop performing and simply allow themselves to be seen. Through his Soul Biographies, he has discovered a different way of approaching connection, identity, and life itself.In this episode, Nic explores:Why “starting with nothing” can reveal what effort cannotHow stillness creates space for the soul rather than the ego to leadWhy doing less can help us truly see and connect with othersHow letting go of control can reveal what comes next in lifeIt’s a fascinating conversation about soul, human connection, and learning to let life lead.Watch the full episode and discover the power of starting with nothing. Timestamps:(03:24) Discovering Filmmaking at Midlife(04:18) Picking Up a Camera(08:54) A Calling Out of Nowhere(12:14) Starting With Nothing(16:53) The Soul Biographies(17:32) Speaking From Ego vs. Soul(19:17) Letting Life Lead(23:48) Stillness Before Action(28:13) Truly Seeing Others(31:07) Deepening Connection(37:34) Filming the MEA Community(42:13) Seeing Beyond the Persona(46:51) Nic’s Life Wisdom The Soul of MEA, the link is: MEAWisdom.com/SoulLearn more about MEA at https://www.meawisdom.com/#NicAskew #SoulBiographies #Midlife #MidlifeTransformation #PersonalGrowth #SelfDiscovery #AuthenticLiving #LifePurpose #HumanConnection #Stillness #SoulWork #MidlifeWisdom #LetLifeLead #Presence #MEA
Be Useful, Not Youthful: The Secret to Aging Well
At some point in midlife, achievement stops being enough. The titles matter less, the phone may stop ringing, and the question becomes: where does your value come from now?In this episode of Wisdom Wednesday, MEA founder Chip Conley joins Derek Gehl to explore the shift from achievement and admiration toward generativity, usefulness, and helping others grow.Key insights include:Why feeling invisible doesn’t mean becoming irrelevantHow to move from “sage on the stage” to “guide on the side”Why being useful matters more than staying youthfulHow becoming “good soil” helps other people and future generations flourishWhy doing good without getting credit can be one of the most meaningful forms of contributionWatch the full episode to discover a different way to think about purpose, relevance, and growing older.Timestamps:(00:00) Welcome to Wisdom Wednesday(00:41) The Sacred Pause(03:48) Becoming Good Soil(05:43) Regenerating Soil and Soul(07:55) Shifting Roles in Midlife(08:30) From Sage to Guide(10:21) Generativity vs. Stagnation(13:47) Staying Generative After Retirement(15:20) Feeling Invisible in Midlife(15:59) What You Have to Offer(18:55) Be Useful, Not Youthful(19:15) Finding a New Role(21:19) Crystallized Intelligence(22:26) Give Without Getting Credit(23:55) Letting Others Grow(25:12) Quiet GenerosityCheck out Chip's Celebrating Life's Wisdom Oct 25-29 2026 workshop: https://www.meawisdom.com/celebrateLearn more about MEA at https://www.meawisdom.com/#ChipConley #MidlifeChrysalis #ModernElderAcademy #WisdomWednesday #Generativity #MidlifePurpose #LifeAfter50 #AgingWell #MidlifeWisdom #CrystallizedIntelligence #PurposeAfter50 #Mentorship #MidlifeTransition #SacredPause #GoodSoil
Can Your Beliefs Actually Change How You Age? | Shawn Achor
We’re taught to expect decline as we get older. But the science tells a far more hopeful story.In this episode, bestselling author and positive psychology expert Shawn Achor joins us to explore how our beliefs can shape the way we age. Drawing from his new book, The Power of Beliefs, groundbreaking research, and his own midlife experience, Shawn reveals why getting older can bring new opportunities for growth, meaning, happiness, and wisdom.You’ll discover:How beliefs about aging can influence our physical and cognitive outcomesWhy midlife doesn’t have to mark the beginning of declineHow negative expectations can become powerful nocebo effectsWhy life can become more meaningful even as our priorities changeHow “neuroscaping” can reshape the stories we tell about our livesFrom stepping away from career success to rediscovering what truly matters, Shawn offers a compelling new perspective on aging and the potential that remains ahead.Watch now to discover why your beliefs about getting older may matter more than you think.Timestamps:(03:04) Finding Joy and Wonder in Family Life(04:54) Rethinking Potential in Midlife(09:07) How Fatherhood Changed His Priorities(12:47) Feeling Replaced and Rediscovering Meaning(15:20) How Divinity School Reshaped His Faith(20:16) The Power of Beliefs(24:18) The Nocebo Effect(25:38) How Beliefs About Aging Shape Outcomes(29:09) Optimism and the U-Curve of Happiness(34:11) Why Meaning Can Grow With Age(38:51) Neuroscaping Your Memories(45:59) Turning Possibility Into Reality(47:21) Why Happiness Leads to Success(50:58) Growing Wiser With AgeLearn more about MEA at https://www.meawisdom.com/#ShawnAchor #PositivePsychology #PowerOfBeliefs #Midlife #HealthyAging #PsychologyOfAging #Happiness #Mindset #AgingWell #PersonalGrowth #MeaningAndPurpose #Optimism #Neuroscaping #MidlifeGrowth #SuccessfulAging
He Spent 10 Years Filming the World’s Oldest People | Sam Green
What can the world’s oldest people teach us about time, aging, and being alive?Academy Award nominated filmmaker Sam Green spent 10 years filming people who held the title of the world’s oldest living person. His documentary The Oldest Person in the World began as a curiosity but became a deeply personal exploration of mortality, connection, and how we use the time we have.In this episode, Sam shares:What life really looks like at 115 and what seems to matter mostThe surprising traits he noticed among the world’s oldest peopleHow a serious illness transformed his own relationship with timeWhy accepting life’s uncertainty can change how we liveHis advice for staying connected, creative, and engaged as we ageThis conversation isn’t about defeating aging. It’s about paying attention to the life you have while you have it.Watch now for a fascinating perspective on longevity, mortality, and what makes a life meaningful.Timestamps:(05:13) The Oldest Person in the World(08:14) Longevity vs. Mortality(10:21) What Centenarians Have in Common(13:20) What Life Is Like at 115(15:12) Meeting the World’s Oldest People(17:49) What Helps Us Live Longer(19:36) A Life-Changing Diagnosis(23:22) The Film Distribution Challenge(28:02) Making a Living in Documentary Film(30:19) Becoming a Filmmaker(32:33) Advice for Aspiring Filmmakers(36:01) Favorite Documentaries(38:07) Would You Live to 115?(39:50) The Origins of MEA(42:14) Make Younger FriendsCheck out Chip's Celebrating Life's Wisdom Oct 25-29 2026 workshop: https://www.meawisdom.com/celebrateLearn more about MEA at https://www.meawisdom.com/#SamGreen #TheOldestPersonInTheWorld #Longevity #Aging #HealthyAging #Mortality #LivingTo115 #DocumentaryFilm #DocumentaryFilmmaking #Midlife #LifeLessons #MeaningfulLife #SundanceFilmFestival #Wisdom #MEA
Why Birthdays Matter More as We Get Older
Why do we celebrate birthdays as kids, then slowly stop celebrating ourselves as we get older?In this episode of The Midlife Chrysalis, Chip Conley joins Derek Gehl for a conversation about birthdays, aging, and why life’s milestones deserve more attention, not less.After decades of marking his own milestone birthdays in memorable ways, Chip shares why celebration has become even more meaningful as he’s grown older and faced his own mortality.Key insights from the episode:Birthdays are more than a number. They can become rituals that help us recognize where we’ve been and who we’re becoming.Turning 50 deserves to be celebrated. Midlife is a major transition and an opportunity to consciously mark a new chapter.Celebration doesn’t have to mean being the center of attention. It can be an experience shared with the people who matter most.One of the gifts of aging is wisdom. Instead of focusing only on getting older, we can recognize everything we’ve learned along the way.Life gives us more reasons to celebrate than we notice. Careers, relationships, transitions, achievements, and even unexpected milestones can all be worth honoring.Tune in for a refreshing conversation about aging, wisdom, and why celebrating life may matter more than ever as we get older.Timestamps:(00:00) Introduction(00:25) Celebrating Life Through Milestone Birthdays(05:10) Why We Stop Celebrating as We Age(07:17) Why Turning 50 Deserves a Ritual(09:11) Resistance to Celebrating Yourself(10:26) Reframing Birthdays as Celebrations of Life(12:14) Why Adults Stop Celebrating Birthdays(15:11) Making Your Birthday a Gift to Others(15:54) Celebrating the Wisdom That Comes With Age(18:43) What Else Should We Celebrate?(19:41) Experiment of the WeekCheck out Chip's Celebrating Life's Wisdom Oct 25-29 2026 workshop: https://www.meawisdom.com/celebrateLearn more about MEA at https://www.meawisdom.com/#ChipConley #WisdomWednesday #MidlifeWisdom #CelebrateLife #CelebratingAging #MilestoneBirthday #Turning50 #LifeAfter50 #MidlifeMilestones #PositiveAging #WisdomAndAging #BirthdayCelebration #MidlifeTransition #RitesOfPassage #AgingWithPurpose
Surfing at 87, Writing at 91: James Flaherty’s Rules for Life
At 91, James Flaherty isn’t slowing down. He’s still writing, creating, learning, and planning what comes next.A former advertising executive, entrepreneur, innkeeper, and author who wrote five books in his 80s, James joins Chip Conley to share what nine decades of living have taught him about aging well and staying fully engaged with life.In this episode, James shares:Stay useful, not youthful. Growing older brings experience and wisdom that can be put to work for others.Always have a reason to wake up. Purpose, goals, and new projects keep life moving forward at every age.Never stop learning. Curiosity opens new doors and gives you opportunities to keep growing and discovering new parts of yourself.Stay connected. Community, friendship, and being present for others become even more important as we age.Help someone today. Small acts of kindness and service can make someone else’s life better while giving greater meaning to your own.Watch the full episode for an inspiring perspective on longevity, purpose, and making every stage of life count.Timestamps:(00:00) Meet James Flaherty(03:06) Writing Five Books in His 80s(05:21) James’ Early Life and Career(08:20) Moving to Argentina(10:30) A 47-Year Partnership(15:36) Caring for a Partner With Dementia(18:37) What Gets Better With Age(21:16) The Wisdom That Comes With Age(23:33) James’ Longevity Recipe(26:57) How to Find Your Purpose(28:39) Four Pathways to Purpose(33:45) Advice for Younger Generations(34:39) Help Someone Today(38:12) What James Still Wants to DoLearn more about MEA at https://www.meawisdom.com/#HealthyAging #Longevity #Purpose #AgingWell #ActiveAging #Midlife #LifeAfter50 #PositiveAging #HealthyLongevity #PersonalGrowth #Wisdom #FindingPurpose #SuccessfulAging #JamesFlaherty #ChipConley
From Role to Soul: Who Are You Without What You Do? | Connie Zweig
Aging isn’t just about getting older. It’s about discovering who you are when the roles that once defined you begin to fall away.In this episode, Chip Conley sits down with Connie Zweig, author of The Inner Work of Age, to explore the deeper psychological and spiritual work of midlife and beyond.Connie shares what it takes to move from simply growing old to becoming an elder, including:Moving from role to soul: Why identity built around achievement and productivity may need to loosen as we age.Meeting your shadow: How the parts of ourselves we ignore can surface during major life transitions and shape our choices without us realizing it.Listening to the unlived life: Why buried desires, abandoned paths, and old patterns often reappear at midlife.Learning to let go: How releasing outdated roles, beliefs, relationships, and attachments can make space for a new stage of life.Accepting impermanence: What Connie has learned in her 70s about mortality, control, self-reflection, and living more consciously.This is a thoughtful conversation about aging not as decline, but as a profound inner transition.Watch now and discover what it means to move from role to soul.Timestamps:(02:40) Growing and Aging Throughout Life(08:17) Letting Go of Roles and Identities(10:02) Moving From Doing to Being(17:28) What Is Shadow Work?(20:05) From Role to Soul(23:17) The Unlived Life and Midlife Crisis(29:14) The Inner Ageist(31:58) The Chrysalis of Midlife(34:41) Facing Death and Mortality(39:37) What Rumi Can Teach Us(43:35) Wisdom for Younger Generations(45:40) Impermanence, Control, and Conscious LivingLearn more about MEA at https://www.meawisdom.com/#Midlife #ConsciousAging #ShadowWork #MidlifeTransformation #HealthyAging #InnerWork #CarlJung #RoleToSoul #MidlifeCrisis #PersonalGrowth #SelfReflection #AgingWell #SecondHalfOfLife #UnlivedLife #ConnieZweig
You Can’t Rush Grief: Learning to Feel What We’ve Lost
Some losses hit harder than we ever expect, and grief doesn’t follow our timeline.In this deeply personal episode of Midlife Chrysalis, Chip Conley opens up about the unexpected death of his beloved dog Jamie and what the experience has taught him about grief, love, and loss.Key insights from the episode:Grief comes in waves. It can surface as sadness, anger, exhaustion, or simply the need for space.You can’t rush grief. Searching for meaning too quickly can keep us from actually feeling what we’ve lost.Grief reveals what we love. The depth of our grief often reflects the depth of the connection.Some losses go unacknowledged. Pets, relationships, careers, health, and unrealized expectations can leave grief we never fully allowed ourselves to feel.Tune in for an honest and moving conversation about the losses we carry, the emotions we can’t control, and why there is no shortcut through grief.Watch the full episode now.Timestamps:(00:00) Welcome to Wisdom Wednesday(02:10) Remembering Jamie(07:05) How Grief Comes in Waves(10:40) The Losses We Don’t Talk About(11:44) Why Unexpected Loss Hits Harder(12:54) Finding Ways to Cope With Grief(13:55) The Danger of Spiritual Bypass(18:53) You Can’t Force Grief(19:16) Grief, Anger, and Boundaries(20:30) Letting Emotions Pass Through(22:07) An Experiment for Unprocessed Grief(24:34) Grieving the Losses of Cancer(26:03) Closing ThoughtsLearn more about MEA at https://www.meawisdom.com/#Grief #GriefAndLoss #CopingWithGrief #PetLoss #UnprocessedGrief #GrievingProcess #ChipConley #MidlifeChrysalis #EmotionalHealing #SpiritualBypass #LifeAfterLoss #UnexpectedLoss #GriefJourney #MidlifeWisdom #MEA
What Happens After You Achieve Your Biggest Dream? | Paul Harris
What happens when the identity you've spent your entire life building suddenly disappears?Former South African international cricketer Paul Harris reached the highest level of his sport, but retiring at just 33 forced him into an even bigger challenge: discovering who he was beyond cricket. In this powerful conversation, Paul shares the emotional reality of life after professional sports and the lessons that helped him build a meaningful second chapter.In this episode, you'll learn:Why major life transitions often trigger an identity crisisThe hidden mental health challenges many high achievers faceThe three principles that helped Paul rebuild his confidence, purpose, and careerWhy the people you surround yourself with can shape your futureWhy "Outwork Everybody" became the foundation of his successPaul's journey proves that losing one identity doesn't mean losing yourself. Sometimes the end of one chapter is the beginning of a more meaningful one.If you enjoyed this episode, please like, subscribe, and share it with someone who could benefit from Paul's story. Timestamps:(02:46) Meet Paul Harris(03:44) Early Life and Playing Cricket(08:36) What is a Spinner?(10:45) Baseball vs. Cricket(11:22) Why Cricket Never Caught in the US(13:15) Why He Retired At 33(15:00) Losing His Identity After Cricket(18:24) Life After Fame(21:14) Starting Over At 40(22:22) Why Retired Athletes Struggle(27:01) Advice For Major Life Transitions(31:30) What Midlife Means To Him(33:35) Wisdom Bumper StickerLearn more about MEA at https://www.meawisdom.com/#PaulHarris #LifeAfterSuccess #IdentityCrisis #ProfessionalAthlete #LifeAfterSports #CareerTransition #FindingPurpose #SecondChapter #MentalHealth #HighPerformance #Resilience #PersonalGrowth #SuccessMindset #Cricket #MidlifeChrysalis
From Doing to Being: The Power of Presence | Teddi Dean
Sometimes the most powerful thing we can do is stop doing and simply be present.In this episode, Chip Conley talks with Teddi Dean, former Bones Brigade skateboarder turned filmmaker, mindfulness teacher, and Head of Mind & Body at MEA. Teddy shares his journey through sobriety, yoga, meditation, and decades of exploring what it means to live with greater awareness.You’ll discover:Why stillness can be transformative and help us reconnect with ourselves.How 10 to 20 minutes of daily mindfulness can change how we respond to life.Why mindfulness goes beyond meditation, from walking and surfing to ordinary daily activities.How listening to your body and breath can lead to wiser choices.Why paying attention makes ordinary life richer and helps us see familiar things with fresh eyes. Teddi’s hard earned wisdom is beautifully simple: Just be.Watch the full episode for a practical and inspiring conversation about becoming more present for your own life. Timestamps:(00:00) Meet Teddi Dean(01:05) Growing Up in Skate Culture(03:03) Joining the Bones Brigade(05:20) Walking Away From Skateboarding(08:57) Drinking and Life After Skateboarding(10:04) Getting Sober at 35(11:00) Finding Yoga and Mindfulness(14:23) Starting a New Life in Baja(17:10) Joining the Modern Elder Academy(19:04) Why Midlife Needs a Wisdom School(21:35) The Power of Silent Retreats(26:49) Learning to Sit With Yourself(28:39) Building a Daily Mindfulness Practice(30:22) Creating Space Between Stimulus and Response(32:01) Turning Everyday Activities Into Mindfulness(35:05) What Is Embodied Prayer?(36:30) Listening to the Wisdom of the Body(39:06) Becoming Amazed by the Mundane(41:18) Wisdom Bumper Sticker(43:00) Sunday Sangha Learn more about MEA at https://www.meawisdom.com/#TeddiDean #ChipConley #ModernElderAcademy #JustBe #PowerOfPresence #MindfulnessInMidlife #SilentRetreat #DailyMindfulness #FromDoingToBeing #MindBodyAwareness #EmbodiedPrayer #MindfulnessAndSobriety #BonesBrigade #FindingStillness #MidlifeWisdom
Curiosity Is the Secret to a Richer Life
Happiness and purpose may not be enough for a truly rich life.In this episode of The Midlife Chrysalis, Chip Conley joins Derek Gehl to explore psychological richness and why curiosity, new experiences, challenge, and spontaneity become especially valuable as we age.You’ll discover:Why psychological richness matters as we get older and how curiosity keeps us engaged with life.The question that can reshape your next decade: What will you regret not learning, doing, or investing in 10 years from now?Why becoming a beginner again matters, from learning a new skill to pursuing a passion you’ve neglected.Why spontaneity and stepping beyond routine enrich our lives and open us to experiences we might otherwise miss.Watch the full episode and choose one thing you’re ready to finally do. Timestamps:(00:02) Welcome to Wisdom Wednesday(02:23) What Is a Psychologically Rich Life?(05:58) Creating More Psychological Richness(10:33) Reinventing Yourself in Midlife(12:04) What Will You Regret in 10 Years?(14:33) Is the Door Really Closed?(16:04) Why We Regret What We Don’t Do(17:48) Ways to Enrich Your Life(20:24) Pilgrimages and New Experiences(21:40) Curiosity and Leaving Your Comfort Zone(22:08) The Power of Spontaneity(24:01) This Week’s Challenge24:50 Make Your Commitment Public Learn more about MEA at https://www.meawisdom.com/#PsychologicallyRichLife #PsychologicalRichness #ChipConley #MidlifeChrysalis #MidlifeReinvention #Curiosity #HealthyAging #LifelongLearning #GrowthMindset #MidlifePurpose #LifeAfter50 #LivingWithoutRegret #NewExperiences #MidlifeTransformation #Longevity
We’re Living Longer. Why Isn’t Society Ready? | David Sinclair
The longevity revolution isn’t coming. We’re already living it, and we’re not ready.In this episode, David Sinclair of the International Longevity Centre joins Chip Conley to explore what longer lives mean for all of us and why society needs to catch up with a future that’s already here.In this conversation:Why the real longevity challenge isn’t living to 100, but adapting to longer lives todayWhy prevention needs to play a much bigger role in how we approach health and agingHow longer lives are changing the way we think about work, money, retirement, and our communitiesWhy purpose, connection, and staying engaged matter as much as staying healthyHow the wisdom we accumulate over a lifetime can be shared with the next generationWatch the full episode for a fresh perspective on longevity and what it will take to make our longer lives healthier, more purposeful, and more connected. Timestamps:(03:13) Why Society Isn’t Ready for Longer Lives(04:47) Why We Keep Ignoring the Aging Crisis(07:13) What Governments Must Do About Longevity(10:14) Why Prevention Should Come First(12:01) Building Cities for Longer, Healthier Lives(15:48) The Economics of an Aging Population(18:09) Rethinking Life for the 100 Year Age(20:39) Can Human Lifespan Keep Increasing?(26:13) Living Longer Isn’t Enough(27:18) Why Purpose Matters as We Age(31:21) David Sinclair on the Other David Sinclair(34:53) Who Is Getting Longevity Policy Right?(37:53) The Responsibility to Pass on Wisdom(41:04) The Business Opportunity of Longevity Learn more about MEA at https://www.meawisdom.com/#DavidSinclair #InternationalLongevityCentre #Longevity #AgingSociety #HealthyAging #LongevityEconomy #AgingPopulation #FutureOfAging #PurposefulAging #100YearLife #LongevityPolicy #FutureOfRetirement #PreventiveHealth #AgeFriendlyCities #LifelongLearning
From Achievement to Fulfillment: Building Your Life 3.0 | Seth Streeter
Success can look impressive on the outside and still leave you feeling like something is missing.Seth Streeter, co-founder of Mission Wealth, spent decades building a successful career while constantly pushing himself to achieve more. But after personal crisis, health struggles, and a major identity shift, he began questioning what success was really for.In this episode, Seth shares his journey from achievement to Life 3.0, a new chapter centered on fulfillment, purpose, and what truly makes us come alive.Key insights include:Achievement can become an identity. When worth is tied to productivity and success, stepping away can be harder than expected.Redefining success changes what matters. A fulfilling life requires looking beyond money, status, and conventional measures of achievement.Transformation requires letting go. Moving forward often means releasing old roles, habits, and ideas about who we need to be.Your values reveal what’s missing. Identifying what matters most can expose the gap between the life you’re living and the life you want.Tune in for an inspiring conversation about redefining success, finding what makes you come alive, and creating a more fulfilling next chapter. Timestamps:(04:04) Seth’s origin story(09:12) The cost of relentless achievement(09:51) Building Mission Wealth(12:31) When life fell apart(15:39) Finding a new way forward(19:50) Wealth vs. fulfillment(23:16) Leaving the company he built(27:12) Finding purpose in Life 3.0(29:30) What keeps people stuck in Life 2.0(32:45) What makes you come alive?(33:39) Identifying your core values(36:01) Love, impact, and health(38:07) Building deeper human connection(40:12) Redefining successLearn more about MEA at https://www.meawisdom.com/#Life30 #RedefiningSuccess #MidlifeTransformation #MidlifeReinvention #PersonalGrowth #LifePurpose #Fulfillment #FindingPurpose #LifeTransitions #IdentityShift #MeaningfulLife #CoreValues #SelfDiscovery #MidlifeWisdom #SethStreeter
Could Living Together Be the Secret to Aging Better?
Growing older is changing. Maybe the way we live should change with it.In this episode of Wisdom Wednesday, Chip Conley joins Derek Gehl to explore a new approach to later life: shared homes that combine independence, connection, and community.Drawing on MEA’s growing Golden Girls experiment, Chip shares:Why traditional senior living and aging in place don’t work for everyoneWhat MEA has learned from its first shared homes and Golden Girls retreatsWhy privacy, flexibility, and compromise are essential to making shared living workHow shared homes can grow into vibrant “distributed villages” built around friendship, learning, and common interestsHow this model could inspire new approaches to housing and community far beyond MEAWatch the full episode to discover a different way to think about home, community, and growing older.Timestamps:(00:00) Welcome to Wisdom Wednesday(01:39) Rethinking How We Live as We Age(05:05) The Golden Girls Shared Living Idea(07:05) Sage House and Chrysalis House(10:26) The Realities of Shared Living(12:51) Are You Ready to Live With Others?(14:46) Bringing the Concept to Other Communities(16:38) Creating a Distributed Village(19:09) The Long-Term Vision for MEA Homes(22:09) What About the Golden Guys?(23:05) How to Explore Golden Girls LivingLearn more about MEA at https://www.meawisdom.com/#ChipConley #WisdomWednesday #ModernElderAcademy #MEA #GoldenGirlsLiving #SharedLiving #AgingWell #HealthyAging #PositiveAging #SeniorLiving #CommunityLiving #LifeAfter55 #Midlife #Longevity #AgingInPlace
You Got Everything You Wanted. Now What? | Edward Sullivan
What happens when you achieve the success you've worked for... and it still doesn't feel like enough?In this episode of The Midlife Chrysalis, Chip Conley sits down with executive coach and Velocity Coaching founder Edward Sullivan to explore one of the most overlooked challenges of midlife: figuring out what comes after success.Drawing on years of coaching founders, CEOs, and high achievers, Edward shares why so many people feel restless after reaching major goals, how AI is reshaping work and leadership, and what it really takes to build a meaningful life in the second half of adulthood.Key insights include:Why success often creates unexpected emptinessHow AI is changing leadership and workThe role curiosity plays in personal growthWhy self-care is a leadership skillA powerful question that can help shape your next decadeIf you're navigating midlife, rethinking your priorities, or wondering what comes after achievement, this conversation offers practical wisdom for building a more meaningful future.Watch now and discover what might be waiting on the other side of success.Timestamps:(01:14) Meet Edward Sullivan(02:34) What Makes a Great Coach?(04:54) AI Anxiety and Burnout(06:44) Tuning the Instrument(08:37) Coaching Young Founders(09:42) Wisdom and Age Diversity(12:49) Building Intergenerational Teams(17:16) Curiosity Before Advice(20:11) Midlife and the Happiness Curve(22:37) Right-Sizing Expectations(24:32) Why Success Can Feel Empty(28:56) The Power of Small Experiments(32:17) Designing a Meaningful Life(35:43) Advice for New Coaches(37:57) The Business of Coaching(40:16) Finding Your Coaching Niche(41:32) A Lesson Learned the Hard Way(43:41) What Now Workshop(44:18) Building a Career Crescendo(45:38) Closing ThoughtsLearn more about MEA at https://www.meawisdom.com/Workshop with MEA in March 2027: https://www.meawisdom.com/workshop/what-now-finding-passion-and-purpose-after-a-big-success-march-2027/#LifeAfterSuccess #WhatNow #PurposeAndMeaning #ExecutiveCoaching #LeadershipDevelopment #CareerTransition #PersonalGrowth #MidlifeTransition #SuccessfulButUnfulfilled #SelfDiscovery #MeaningfulLife #ModernElder #ChipConley #EdwardSullivan #VelocityCoaching
Follow the Energy, Not the Career Script | Arun Gupta
Your job title tells people what you do. The problem you care about tells them who you are.Arun Gupta, CEO of NobleReach and co-author of The Mission Generation, joins Chip Conley for a thoughtful conversation about finding purpose, staying curious, and creating a meaningful career at every stage of life.Some of the ideas they explore:Why following your energy can lead you somewhere a career plan never couldHow becoming a beginner again can bring fresh energy to midlifeWhy learning, earning, and giving back can happen throughout our livesWhat younger generations can teach us about work and purposeWhy our most human strengths matter even more in the age of AIFrom leaving a 20-year career in venture capital to stepping into the vulnerability of teaching and public service, Arun shares why the next chapter doesn’t need to be mapped out before you begin it.Watch the full episode of The Midlife Chrysalis.Timestamps:(03:39) Arun Gupta’s Mission-Driven Journey(09:05) From India to Venture Capital(12:50) Why Careers Don’t Follow a Straight Path(16:28) What Gen Z Is Teaching Us(20:33) Rethinking Learn, Earn, and Return(22:33) Finding New Purpose Later in Life(25:07) What Makes a Great Mentor(29:24) Learning Across Generations(33:23) AI and the Future of Work(36:17) Building Human Capital in the AI Age(39:25) Arun’s Midlife Career Reinvention(43:46) What Problem Do You Care About?(47:24) Doing Good and Doing Well(49:00) Rebuilding Trust Through InterdependenceLearn more about MEA at https://www.meawisdom.com/#ArunGupta #ChipConley #MidlifeChrysalis #TheMissionGeneration #NobleReach #CareerReinvention #PurposeDrivenCareer #MidlifeCareer #FutureOfWork #IntergenerationalMentorship #LifelongLearning #AIAndWork #CareerPurpose #MeaningfulWork #SecondAct
How to Discover the Gift That’s Uniquely Yours?
What if the thing that makes you different has been there all along, you just haven’t named it yet?In this Wisdom Wednesday, Chip Conley and Derek Gehl explore how to “excavate your essence” and uncover the unique gift that can guide your work, choices, and life.You’ll discover:How Airbnb uncovered “Belong Anywhere” by looking beyond what the company does to why it mattersA simple five-question exercise for getting beneath the obvious answersHow Chip discovered his gift as a “social alchemist” and used it to better understand his pathWhy other people and the right environment can help you see what’s difficult to uncover aloneYour essence isn’t something you need to invent. It’s something you can uncover.Watch now and ask yourself: What gift can I offer?Timestamps:(00:00) Welcome to Wisdom Wednesday(01:45) How to Excavate Your Essence(02:04) What Makes You Different?(04:04) The Five Questions Exercise(04:59) How Airbnb Found Its Essence(06:28) What Gift Can You Offer?(08:00) Discovering Your Unique Gift(10:38) Let Your Essence Guide You(12:09) Why You Can’t Do This Alone(14:31) Make Space for an Epiphany(14:54) Try the Essence ExerciseLearn more about MEA at https://www.meawisdom.com/#ChipConley #MidlifeChrysalis #WisdomWednesday #ExcavateYourEssence #FindYourGift #MidlifePurpose #SelfDiscovery #ModernElderAcademy #MEA #PersonalGrowth #MidlifeWisdom #FindYourEssence #UniqueGifts #PeterDrucker #SocialAlchemist
How to Talk to People You Profoundly Disagree With | Shamil Idriss
How do you find common ground with someone you profoundly disagree with?At a time when political, religious, and cultural divisions seem deeper than ever, peacebuilder Shamil Idriss, CEO of Search for Common Ground, shares what decades of bringing people together have taught him about trust, conflict, and human connection.In this conversation with Chip Conley, Shamil explores:Why being heard and respected matters more than being agreed withHow building trust before a crisis can bridge even deep dividesWhy curiosity is more powerful than judgmentHow taking just one meaningful action can restore hopeWhy today’s breakdown may ultimately lead to breakthroughFrom global conflicts to disagreements in our own communities, Shamil offers a hopeful reminder that our futures are interconnected, and that each of us can help build common ground.Watch now to discover how connection can begin, even when we disagree.Timestamps:(03:50) Meet Shamil Idriss(04:55) The Beginning of Peacebuilding Journey(08:48) Inside the UN Alliance of Civilizations(11:02) Why Our Futures Are Connected(15:07) How to Build Common Ground(19:40) What Can We Do Together?(21:39) How Trust Is Built Across Differences(24:07) Being Heard Matters More Than Agreement(26:19) Curiosity Instead of Judgment(29:10) Why Peacebuilding Is Harder Today(32:00) The Power of Doing One Thing(36:48) How to Hold On to Hope(40:38) A Lifetime of LessonsLearn more about MEA at https://www.meawisdom.com/#ShamilIdriss #SearchForCommonGround #Peacebuilding #CommonGround #PoliticalPolarization #ConflictResolution #BridgingDivides #BuildingTrust #CulturalCuriosity #HumanConnection #Dialogue #MidlifeWisdom #Ubuntu #SocialCohesion #ChipConley
Why Retirement Is the Wrong Goal | Ken Dychtwald
Midlife isn't the beginning of the end. For more than 50 years, Dr. Ken Dychtwald, psychologist, bestselling author, and founder of Age Wave, has studied what it really means to grow older.In this conversation, he explains why midlife isn't the beginning of the end, but the start of one of life's most meaningful transformations.In this episode, you'll discover:Why midlife is a time of growth, not declineThe powerful idea of "middle essence" and how it changes the way we think about agingWhy retirement may be one of today's biggest mythsHow purpose becomes even more important as we get olderThe simple advice Ken believes can help anyone build a richer, more meaningful lifeIf you're navigating midlife or wondering what's possible in the years ahead, this conversation will change the way you think about aging.Enjoyed this episode? Subscribe, leave a review, and share it with someone who needs this message.Timestamps:(03:39) Ken Dychtwald's Early Journey(08:31) The Exercise That Changed His Career(10:42) Predicting the Age Wave(14:55) Why Ageism Persists(16:34) Midlife Is a Chrysalis(18:05) The Case for "Middle Essence"(20:55) Why Society Doesn't Support Midlife(25:41) Ken's Midlife Lessons(29:56) Why He Never Retired(31:00) The Untapped Purpose of Older Adults(33:10) The Two Books Everyone Should Read(34:54) Advice for Chip Conley(36:38) Why Deep Questions Matter(37:22) The Future of Midlife(40:01) Think Bigger Than Yourself(42:18) Love, Mentors, and Lifelong RelationshipsLearn more about MEA at https://www.meawisdom.com/#KenDychtwald #MidlifeTransformation #MiddleEssence #SecondHalfOfLife #PurposeAfter50 #AgeWave #Retirement #Ageism #PsychologyOfAging #HumanPotential #PersonalReinvention #ChipConley #Elderhood #Midlife #Purpose
Why Midlife Feels Stuck (And How to Break Free)
Don't wait until it's too late to tell someone what they mean to you.In this inspiring Wisdom Wednesday episode, Chip Conley joins host Derek Gehl to share a powerful idea that could change the way we celebrate the people we love: the social eulogy. Instead of waiting until a funeral, why not tell people the impact they've had on your life while they're still here to hear it?In this episode, you'll learn:Why we struggle to express appreciation when it matters most.The difference between a living funeral and a social eulogy.How anticipating loss can help you live with fewer regrets.Why meaningful human connection is more important than ever in the age of AI.A simple challenge you can put into practice today.🎧 Watch now, and if this conversation resonates with you, like, subscribe, and share it with someone who deserves to hear how much they matter.Timestamps:(00:00) Introduction(01:18) What Is a Living Funeral?(03:02) The Social Eulogy Explained(07:19) Seeing Your Impact on Others(08:01) Why Age 50 Is the Perfect Time(09:20) Why We Wait to Express Appreciation(10:42) The Power of Anticipating Loss(11:36) The Cost of Leaving Things Unsaid(12:30) Lessons From People at the End of Life(14:11) Who Should Be Part of a Social Eulogy?(16:32) Becoming More Human in the Age of AI(17:33) This Week's Challenge(18:54) Why This Gift Costs Nothing(19:18) Final ThoughtsLearn more about MEA at https://www.meawisdom.com/#ChipConley #SocialEulogy #LivingFuneral #MidlifeChrysalis #WisdomWednesday #ModernElder #MeaningfulRelationships #HearYourEulogy #LeaveNothingUnsaid #HumanConnection #LifeLessons #Legacy #MidlifeWisdom #EmotionalWellbeing #RelationshipAdvice
How Psilocybin Can Change Your Life After 40 | Neil Markey
Could one guided psychedelic experience transform the way you think, feel, and live?In this episode of The Midlife Chrysalis, Chip Conley speaks with Neil Markey, CEO of Beckley Retreats, former Army Ranger captain, McKinsey consultant, and Harvard public health student, about the growing role of psilocybin in personal transformation and mental well-being.Together, they explore:Why midlife may be the ideal time for a psychedelic experience.What really happens during a professionally guided psilocybin retreat.Why preparation and integration are just as important as the experience itself.The benefits, risks, and biggest misconceptions about psychedelic therapy.How meditation, nature, and new habits can create lasting change.Whether you're curious about psychedelics or looking for new ways to navigate midlife, this conversation offers a thoughtful, evidence-informed perspective on one of today's most talked-about topics.If you enjoyed this episode, like, subscribe, and share it with someone who would find it valuable.Timestamps:(00:00) Introduction(01:54) Neil Markey's Background(06:53) First Psilocybin Experience(09:45) The Story Behind Beckley Retreats(15:53) Amanda Fielding's Legacy(18:20) Joining Beckley Retreats(21:31) What Happens at a Beckley Retreat(26:45) Inside a Psilocybin Session(29:26) What a Psychedelic Experience Feels Like(33:33) Why Midlife Is the Right Time(40:20) The Importance of Integration(43:11) The Future of Psychedelics in the US(47:36) Life Lessons and Final ThoughtsLearn more about MEA at https://www.meawisdom.com/#Psilocybin #Psychedelics #PsychedelicTherapy #MentalHealth #Midlife #MidlifeTransformation #PersonalGrowth #Healing #Meditation #SelfDiscovery #Wellness #Neuroplasticity #MentalWellbeing #BeckleyRetreats #TheMidlifeChrysalis
Your Brain Is Lying to You About Happiness | Dr. Laurie Santos
We've been chasing happiness the wrong way. Dr. Laurie Santos explains what actually works.Join Chip Conley and Dr. Laurie Santos, Yale's renowned happiness professor and creator of the university's most popular course, for a thought-provoking conversation on the science of happiness, the opportunities of midlife, and the habits that lead to a more fulfilling life.In this episode, you'll discover:Why your brain often pushes you toward the wrong definition of successThe habits that matter more than money, achievement, or statusHow your mindset can shape your happiness, health, and even longevityWhy midlife is the perfect time to rethink your priorities and invest in what truly mattersThe simple piece of advice Laurie wishes she'd learned much earlier in lifeIf you've ever wondered whether you're spending your time on the things that really matter, this conversation will change the way you think about happiness, purpose, and the second half of life.If you enjoyed this episode, like, subscribe, and share it with someone who could use a fresh perspective on living well.Timestamps:(02:10) Meet Dr. Laurie Santos(03:13) Growing Up and Finding Purpose(05:19) Studying Monkeys at Harvard(07:23) What Monkeys Teach Us About Human Thinking(09:08) The Most Popular Class at Yale(12:24) The Science of Happiness(16:40) How Mindset Shapes Longevity(18:47) Turning 50 and Rethinking Midlife(21:51) The Power of Midlife Rituals(25:00) Why Everyone Needs a Sabbatical(30:44) Giving Back and Building Strong Relationships(32:50) The Future of Higher Education(37:04) It Doesn't Matter as Much as You Think(38:24) Final ThoughtsLearn more about MEA at https://www.meawisdom.com/#LaurieSantos #ChipConley #HappinessScience #PsychologyOfHappiness #PositivePsychology #Midlife #MidlifeChrysalis #Mindset #HealthyAging #Longevity #SocialConnection #PurposeInLife #Yale #HappinessResearch #LiveWell
Why High Achievers Still Feel Like Imposters
Do you ever feel like you're not good enough, even when you're succeeding?You're not alone. In this Wisdom Wednesday, Chip Conley explores why imposter syndrome follows so many high achievers and, more importantly, how to break free from it.In this conversation, you'll discover:Why imposter syndrome doesn't disappear with successHow to replace fear with curiosity and become an "explorer" instead of an imposterWhy vulnerability often earns more respect than pretending to be perfectA simple mindset shift that makes taking risks feel much less overwhelmingHow embracing beginner status can unlock growth at any stage of lifeIf you've ever questioned your abilities, avoided new opportunities, or felt held back by self-doubt, this episode offers practical insights that can help you move forward with greater confidence.Watch now, and if you enjoy the conversation, don't forget to like, subscribe, and share it with someone who needs this reminder.Timestamps:(00:00) Introduction(00:36) What Is Imposter Syndrome?(03:28) Growth Mindset vs Fixed Mindset(05:21) Use Humor to Quiet Your Inner Critic(06:27) Curiosity Over Fear(08:02) Why Vulnerability Builds Trust(13:05) From Imposter to Explorer(14:34) Career Transitions in Midlife(17:36) Above vs Below the Waterline Decisions(20:39) How AI Helps You Learn(22:39) The Human Skills AI Can't Replace(24:21) A Simple Exercise for Imposter SyndromeLearn more about MEA at https://www.meawisdom.com/#ImposterSyndrome #SelfDoubt #GrowthMindset #HighAchievers #CareerTransition #Midlife #PersonalGrowth #Mindset #Confidence #Vulnerability #FearOfFailure #ChipConley #ModernElderAcademy #MidlifeChrysalis #EmotionalIntelligence
The Biggest Lies We've Been Told About Aging | Ashton Applewhite
In this eye opening conversation, bestselling author and aging activist Ashton Applewhite challenges everything we think we know about growing older. She reveals why many of our fears about aging come from culture, not reality, and explains how getting older can bring more freedom, confidence, and purpose.In this episode, you'll learn:Why ageism is one of the last socially accepted forms of prejudiceWhy the conflict between younger and older generations is largely a mythHow society pressures us to follow a rigid life timelineWhy confidence and emotional resilience often increase with ageWhat the longevity movement gets wrong about living a meaningful lifeWatch now to discover a healthier, more empowering way to think about aging, purpose, and the years ahead.Timestamps:(02:02) Is America Becoming Ageist?(08:44) Why Generations Need Each Other(11:32) Why We Fear Getting Older(14:39) The Biggest Myth About Aging(16:47) Midlife and Chrononormativity(21:54) Ashton Applewhite's Journey(27:43) What Gets Better With Age(34:31) The Problem With Longevity Culture(40:12) Wisdom, Curiosity, and Lifelong GrowthLearn more about MEA at https://www.meawisdom.com/#Aging #Ageism #HealthyAging #GrowingOlder #PositiveAging #Longevity #OlderAdults #Midlife #LifePurpose #PersonalGrowth #Psychology #Intergenerational #AgeDiversity #WellBeing #AshtonApplewhite
Why Your 70s Can Be Your Most Meaningful Years | Dr. Philip Pizzo
What if your most meaningful chapter begins after 70?Most people think aging is about slowing down. Dr. Philip Pizzo believes it's about discovering new purpose.In this inspiring conversation, Chip Conley sits down with Dr. Philip Pizzo, former Dean of Stanford Medicine, founder of the Stanford Distinguished Careers Institute (DCI), physician, educator, and now a spiritual care provider, to explore how we can navigate life's biggest transitions with meaning.In this episode, you'll discover:Why purpose, community, and wellness are the foundation of a fulfilling second half of life.The unexpected journey that led Dr. Pizzo to reinvent himself and begin a new calling in his 70s.What he learned from helping hundreds of professionals successfully navigate midlife transitions.Why community becomes one of the greatest predictors of healthy aging and longevity.How to approach aging with curiosity, purpose, and a growth mindset.If you're wondering what comes after success, retirement, or your next big life transition, this conversation will change the way you think about aging.Watch now and discover why it's never too late to reinvent yourself.Timestamps:(02:20) Phil Pizzo’s Childhood & Education(04:22) Life Transitions and Finding New Purpose(10:15) Converting to Judaism in His 70s(13:27) Spiritual Care After a Career in Medicine(15:28) Life in a Retirement Community(21:44) Modern Day Aging & Longevity (25:32) Staying Active in Your 80s(26:39) The Story Behind Stanford DCI(29:15) What DCI Taught About Midlife(32:23) The Real Purpose of Midlife(37:44) Rethinking Aging and Medicine(41:21) Phil Pizzo’s Advice for Living WellLearn more about MEA at https://www.meawisdom.com/#PhilipPizzo #MidlifeChrysalis #PurposeAfterRetirement #SuccessfulAging #Longevity #StanfordDCI #LifeReinvention #HealthyAging #RetirementPurpose #SecondHalfOfLife #LifeTransitions #SpiritualGrowth #MeaningfulLife #CommunityAndConnection #AgingWell
Don't Save It for the Funeral: The Power of a Social Eulogy
Don't wait until it's too late to tell someone what they mean to you.In this inspiring Wisdom Wednesday episode, Chip Conley joins host Derek Gehl to share a powerful idea that could change the way we celebrate the people we love: the social eulogy. Instead of waiting until a funeral, why not tell people the impact they've had on your life while they're still here to hear it?In this episode, you'll learn:Why we struggle to express appreciation when it matters most.The difference between a living funeral and a social eulogy.How anticipating loss can help you live with fewer regrets.Why meaningful human connection is more important than ever in the age of AI.A simple challenge you can put into practice today.🎧 Watch now, and if this conversation resonates with you, like, subscribe, and share it with someone who deserves to hear how much they matter.Timestamps:(00:00) Introduction(01:18) What Is a Living Funeral?(03:02) The Social Eulogy Explained(07:19) Seeing Your Impact on Others(08:01) Why Age 50 Is the Perfect Time(09:20) Why We Wait to Express Appreciation(10:42) The Power of Anticipating Loss(11:36) The Cost of Leaving Things Unsaid(12:30) Lessons From People at the End of Life(14:11) Who Should Be Part of a Social Eulogy?(16:32) Becoming More Human in the Age of AI(17:33) This Week's Challenge(18:54) Why This Gift Costs Nothing(19:18) Final ThoughtsLearn more about MEA at https://www.meawisdom.com/#ChipConley #SocialEulogy #LivingFuneral #MidlifeChrysalis #WisdomWednesday #ModernElder #MeaningfulRelationships #HearYourEulogy #LeaveNothingUnsaid #HumanConnection #LifeLessons #Legacy #MidlifeWisdom #EmotionalWellbeing #RelationshipAdvice
The Hero’s Journey: Crossing the Threshold from Stagnation to Generativity | Pat Whitty
At an age when many people are slowing down, Pat Whitty walked 200 miles on Spain's Camino de Santiago — alone. But what started as a physical challenge became a profound journey of self-discovery, purpose, and spiritual renewal.In this inspiring conversation, Chip Conley sits down with Pat to explore what happened when he stepped away from the noise of everyday life and spent 16 days walking with nothing but his thoughts.In this episode, you'll discover:Why it's never too late to pursue a dream you've been putting off for years.How walking the Camino helped Pat let go of the need to prove himself and embrace who he truly is.The surprising lessons about purpose, aging, and finding meaning after major life setbacks.Why rituals, curiosity, and human connection become even more important as we grow older.Practical advice for anyone considering walking the Camino, regardless of age.hether you're seeking purpose or a fresh perspective on life, this episode is for you.Watch now, and don't forget to like, subscribe, and share!Timestamps:(05:07) Deciding to Walk the Camino at 84(06:48) From Outer Journey to Inner Journey(12:52) Letting Go of People-Pleasing(17:56) The People You Meet on the Camino(22:06) A Stranger's Unexpected Kindness(24:41) A Spiritual Journey, Not Just a Hike(29:15) Why Rituals Give Life Meaning(30:18) Camino Tips for Beginners(35:17) Finding Purpose Later in Life(40:54) It's Never Too Late for an Adventure(43:00) Wisdom for a Meaningful LifeLearn more about MEA at https://www.meawisdom.com/#CaminoDeSantiago #HealthyAging #Purpose #PersonalGrowth #Adventure #ActiveAging #LifeLessons #AgingWell #Midlife #Retirement #SelfDiscovery #Inspiration #Walking #SpiritualJourney #ChipConley
The Power of Play in Reinventing Your Life | Kristine Michie & JD Schramm
Play isn't just for kids. It's one of the most powerful tools for navigating change, finding purpose, and becoming more fully yourself.In this episode of Midlife Chrysalis, Chip Conley sits down with Kristine Michie founder of the Playful Podcast, and JD Schramm, communication expert and former Stanford professor, to explore how play, storytelling, and authenticity can transform the way we approach midlife.What you'll discover:Why losing a job can become the beginning of your next chapter.How the need to impress others quietly shapes our identity.Why your experience and wisdom are your greatest competitive advantage.How play and human connection can be the antidote to an AI-driven world.What it truly means to become the person you're meant to be.If you're in the middle of a career transition, feeling the pressure to prove yourself, or wondering how to stay deeply human in an AI-driven world, this episode offers a refreshing roadmap for what comes next.Enjoy the episode, and don't forget to like, subscribe, and share it with someone who could use this message.Timestamps:(04:34) Kristine's Journey to Purpose(07:19) JD's Storytelling Career(08:56) Reinventing Yourself in Midlife(12:17) Finding Opportunity After Job Loss(16:09) The Pressure to Impress Others(18:09) Advice for Midlife Career Changes(20:54) Discovering Your Unique Strengths(24:04) The Power of Play and Story(26:16) Why Play Sparks Creativity(29:45) Play as the Antidote to AI(31:50) 10 Benefits of Play(34:54) Type 2 Fun and Growth(37:05) The Different Play Personalities(38:32) Wisdom Gained Through Life(39:24) Kristine's Life Lesson(40:30) JD's Advice on Becoming Yourself(41:18) Living a Life of Continuous GrowthLearn more about MEA at https://www.meawisdom.com/#MidlifeChrysalis #Midlife #CareerTransition #LifeTransitions #Authenticity #PersonalGrowth #ReinventYourself #PowerOfPlay #Storytelling #SelfDiscovery #Purpose #AI #HumanConnection #EmotionalWellbeing #MidlifeReinvention
Can AI Ever Be Wise? Knowledge vs. Human Experience
Can AI really replace human wisdom? Or are we undervaluing the one thing machines will never have?In this Wisdom Wednesday, Chip Conley and Derek Gehl explore a powerful idea inspired by the Spanish language: there are two different ways of "knowing." One is knowledge anyone, including AI, can access. The other comes only through lived experience.In this conversation, you'll discover:Why AI can know facts but will never have real wisdom.The difference between knowing something and experiencing it.Why stories are more powerful than information alone.A simple habit to help you learn from your own life.How to trust your intuition with more confidence.As AI becomes part of everyday life, understanding the difference between knowledge and wisdom has never been more important.🎧 Watch now, and if you enjoy the episode, please like, subscribe, and share it with others.Timestamps:(00:00) Introduction(01:40) Two Ways of Knowing(05:14) What AI Can and Can't Know(08:31) Experience vs Information(10:01) Why Stories Matter(16:01) Turn Experience Into Wisdom(18:10) Everyone Has Wisdom(19:30) This Week's Reflection(20:03) Trusting Your IntuitionLearn more about MEA at https://www.meawisdom.com/#ArtificialIntelligence #HumanWisdom #AIvsHumans #LivedExperience #KnowledgeVsWisdom #Storytelling #Leadership #PersonalGrowth #CriticalThinking #FutureOfWork #EmotionalIntelligence #LifelongLearning #HumanPotential #Midlife #MidlifeChrysalis
The Science Behind a Better Midlife| Dr. Margie E. Lachman
Midlife is far more hopeful and full of possibility than most of us have been led to believe.In this episode of The Midlife Chrysalis, Chip Conley talks with Dr. Margie E. Lachman, one of the world's leading experts on lifespan psychology, director of the landmark MIDUS study, and author of Prime Time. Drawing on decades of research, she shares why midlife is one of the most important stages of life and how the choices we make today shape our future health, happiness, and sense of purpose.In this conversation, you'll learn:Why midlife is the perfect time to reflect, reset, and growHow your mindset about aging can influence your health and longevityWhat the science says about feeling younger than your ageWhy mentoring others and finding purpose become more meaningful over timePractical ways to make the second half of life your best yetIf you're looking for a more positive, research backed perspective on aging, this episode is for you.Enjoy the conversation, and if you find it valuable, please like, subscribe, and share it with someone who could use a fresh perspective on midlife.Timestamps:(00:00) Intro(03:04) Margie's Personal Story(05:17) Why Midlife Gets a Bad Reputation(09:11) Seeing the Opportunity in Midlife(11:04) The Midlife Review(14:32) Midlife as a Hinge Point(16:19) Who You Are and Who You Want to Be(20:13) What Generativity Really Means(22:07) What Makes a Great Mentor(24:06) The MIDUS Study Explained(26:30) The Biggest Lessons About Midlife(28:05) The Power of Subjective Age(33:39) Why Americans Struggle More in Midlife(36:28) Do We Need Midlife Wisdom Schools?(38:42) Healthspan Over Lifespan(39:22) Stop and Smell the RosesLearn more about MEA at https://www.meawisdom.com/#Midlife #HealthyAging #SuccessfulAging #MidlifeResearch #PositiveAging #MargieLachman #Psychology #LifespanDevelopment #MidlifeMindset #AgingWell #Resilience #Purpose #Wellbeing #MidlifeWellbeing #MidlifeChrysalis
How to Build a Life You Don't Want to Retire From | Stephen Herman & Evelyn Neaman
Retirement isn't the end of your career. It's the beginning of the life you've been preparing for.In this episode, filmmaker and former lawyer Stephen Herman and criminal justice reform leader Evelyn Neaman share the personal experiences that inspired them to rethink retirement and help others navigate this major life transition with purpose and confidence.Together, they explore:Why so many people struggle after retirement, even when they're financially prepared.How purpose, community, and meaningful work shape a happier next chapter.Why it's worth thinking about retirement long before you're ready to stop working.How trying something new in midlife can completely change the future.This conversation is full of practical wisdom for anyone wondering what comes next, whether retirement is years away or just around the corner.If you enjoyed this episode, please like, subscribe, and share it with someone who could use a fresh perspective on retirement and life's next chapter.Timestamps:(06:37) Welcome Stephen and Evelyn(07:49) Why Retirement Needs Planning(11:26) Purpose Community and Wellness(13:08) Building a New Career Together(15:58) Making a Film About Retirement(19:39) Advice for First Time Filmmakers(22:24) Why Retirement Conversations Matter(24:16) Planning Retirement Early(28:20) Fear of Uncertainty(30:01) The Value of Retirement Coaches(32:48) Redefining Retirement(36:50) Retirement and the Fear of Aging(39:06) Wisdom for a Meaningful Life(43:11) The Bumper Sticker That Says It AllLearn more about MEA at https://www.meawisdom.com/#RetirementPlanning #LifeAfterRetirement #PurposeAfterRetirement #SecondAct #RetirementPurpose #RetirementMindset #CareerTransition #LifeBeyondWork #RetireWithPurpose #RetirementAdvice #RetirementJourney #IdentityAfterRetirement #MeaningfulRetirement #StephenHerman #EvelynNeaman
What Your Future Self Wants You to Know About Life
Have you ever wondered what your 80 year old self would tell you today?In this episode, Derek and Chip talk about aging, relationships, purpose, and the life lessons that only become clear with time. Through a powerful exercise imagining a conversation with his future self, Chip shares the insights that have reshaped how he thinks about success, love, health, and what truly matters.In this episode, you'll discover:Why talking to your future self can help you make better decisions today.The surprising relationship lesson that completely changed Chip's perspective on growing older.How a simple journaling exercise unlocked unexpected insights and self reflection.Why success, legacy, and achievement become less important than the people you grow with.How your priorities naturally evolve as you move through the second half of life.If you're navigating midlife, rethinking your priorities, or simply looking for a fresh perspective on what makes a meaningful life, this conversation is full of wisdom you won't want to miss.🎧 Watch the full episode and join the conversation.Timestamps:(00:00) Welcome(01:53) Talking to Your Elder Self(04:17) Lessons From Your Future Self(06:43) The Importance of Relationships(10:44) Leaving a Meaningful Legacy(11:44) Taking Better Care of Your Health(12:43) How to Do the Elder Self Exercise(15:33) What the Experience Felt Like(18:06) Applying the Lessons to Life(20:09) Building a Lasting Legacy(21:28) Final ThoughtsLearn more about MEA at https://www.meawisdom.com/#FutureSelf #FutureSelfExercise #ChipConley #MidlifeChrysalis #MidlifeWisdom #GrowingOlder #LifeLessons #MeaningfulRelationships #PersonalLegacy #SelfReflection #Journaling #Purpose #HealthyAging #PersonalGrowth #SecondHalfOfLife
How Time Away Can Change Your Future | DJ DiDonna
Burnout, career uncertainty, and midlife stuckness have become increasingly common, but stepping away may be the key to moving forward.In this episode, Chip Conley sits down with DJ DiDonna, Harvard Business School senior lecturer, entrepreneur, and author of Big Time Off. After reaching burnout while running his dream company, DJ took a four-month sabbatical that transformed his perspective on work, success, and life.In this conversation, DJ shares:Why burnout is often a sign that something needs to changeHow sabbaticals create space for clarity, growth, and reinventionThe role of travel, pilgrimage, and reflection in personal transformationWhy midlife is the perfect time to reassess your prioritiesPractical advice for planning a sabbatical, even if it feels out of reachIf you're feeling stuck, overwhelmed, or ready for a new chapter, this conversation offers a powerful reminder that sometimes the most important step forward is taking a step back.Listen now and discover the transformative power of time away.Timestamps:(01:47) Introduction & DJ’s New Book(02:53) Burnout That Led to a Sabbatical(04:42) The Freedom of Having No Structure(06:18) Why Pilgrimages Transform People(10:47) What Changed After Four Months Away(13:08) Sabbaticals Inside Organizations(16:20) Do Employees Leave After Sabbaticals?(20:40) How Sabbaticals Improve Retention(22:20) The Value of Floating Managers(24:20) Fear, Burnout & Quiet Quitting(25:51) Why Midlife Needs Sabbaticals(31:00) Creating Midlife Inflection Points(32:20) The Three Sabbatical Archetypes(35:30) How to Take a Successful Sabbatical(39:40) Planning for Sabbaticals Financially(41:10) Sabbaticals as Regret Insurance(42:40) Wisdom Bumper StickerLearn more about MEA at https://www.meawisdom.com/#Sabbatical #MidlifeReset #PersonalGrowth #CareerChange #BurnoutRecovery #Midlife #LifeTransition #SelfDiscovery #WorkLifeBalance #PurposeDrivenLife #PersonalDevelopment #CareerReinvention #TimeOff #ChipConley #MidlifeChrysalis
The Soul of Money: Why Life Gets Better After 50 | Lynne Twist & Sara Vetter
Can your greatest purpose begin after 50?In this powerful conversation, Chip Conley sits down with Lynne Twist, bestselling author of The Soul of Money, and her longtime collaborator Sara Vetter to explore purpose, money, mentorship, and the surprising opportunities that come with midlife.In this episode, you'll learn:Why midlife can be the start of your most meaningful chapter.How a life-changing trip to the Amazon transformed their paths.The mindset shift that can completely change your relationship with money.Why great partnerships are built on trust, honesty, and shared purpose.How joy and gratitude can shape a richer, more fulfilling life.Enjoyed this conversation? Like, subscribe, and share it with a friend. Then tell us in the comments: Has midlife changed your perspective on purpose, money, or what truly matters?Timestamps:(05:12) How Lynn and Sara Became Partners(12:02) Sara's Life-Changing Experience at 50(15:02) The Secret to a Lasting Partnership(18:08) Navigating Conflict with Honesty(20:45) Why the Pachamama Alliance Matters(27:11) Ayahuasca, Healing, and the Amazon(31:52) Why Midlife Can Change Your Life(37:52) Lynn's Calling at Age 50(43:45) The Soul of Money Explained(48:07) How to Transform Your Money Mindset(53:16) Life Lessons to Live ByLearn more about MEA at https://www.meawisdom.com/#LynneTwist #SaraVetter #ChipConley #Midlife #Purpose #TheSoulOfMoney #MoneyMindset #PersonalGrowth #LifeAfter50 #MeaningfulLife #MidlifeTransformation #SelfDiscovery #ConsciousLiving #AgingWell #PachamamaAlliance
How Wise People Handle Uncertainty
Uncertainty is everywhere, from economic shifts and AI disruption to health challenges and major life transitions. The question isn't how to eliminate uncertainty, but how to navigate it with confidence.In this Wisdom Wednesday episode, Chip Conley and Derek Gehl explore practical ways to stay grounded when life feels unpredictable. Drawing from his experiences as an entrepreneur and his ongoing cancer journey, Chip shares the tools that have helped him face uncertainty with greater resilience, clarity, and purpose.In this episode, you'll learn:Why uncertainty is a normal part of lifeThe connection between anxiety, uncertainty, and powerlessnessHow to focus on what you can controlWhy intuition and wisdom matter most during difficult timesA simple exercise for reducing stress and making better decisionsListen now, and if you enjoy the episode, be sure to subscribe, leave a review, and share it with a friend.Timestamps:(00:00) Introduction(01:28) How to Navigate Uncertainty(04:14) Reducing Uncertainty Through Questions(06:42) Powerlessness and Agency(09:24) Lessons from Business Crises(11:18) Cancer, Denial, and Taking Action(13:22) Living in the Present Moment(14:32) Letting Go of Control(17:41) Key Lessons About Uncertainty(19:33) The Serenity Prayer and Wisdom(20:27) Building Confidence in Decisions(21:40) The Anxiety Balance Sheet Exercise(23:10) Worst Case vs Best Case Thinking(24:02) Final ThoughtsLearn more about MEA at https://www.meawisdom.com/#Uncertainty #Anxiety #MentalHealth #PersonalGrowth #WisdomWednesday #ChipConley #Resilience #SelfImprovement #LifeLessons #Mindset #EmotionalIntelligence #DecisionMaking #StressManagement #PersonalDevelopment #Midlife
The Skills That Will Matter Most in the AI Era | Chris Shipley & Scott Barry Kaufman
AI is changing the way we work, but the skills that matter most are still deeply human.In this episode of The Midlife Chrysalis, Chip Conley is joined by Chris Shipley, technology visionary and leadership expert, and Scott Barry Kaufman, psychologist and bestselling author, for a thoughtful conversation about leadership, purpose, and human potential in the age of AI.Together, they explore why the future belongs to leaders who combine technology with wisdom, curiosity, and genuine human connection.In this episode, you'll discover:Why human skills will become even more valuable as AI evolvesHow leaders can reduce fear and build trust during times of changeWhy wisdom may be your greatest advantage in the futureHow different generations can learn from each otherWhy having a clear vision for your future self can change your lifeWhether you're leading a team, planning your next career move, or simply wondering what the future of work will look like, this conversation offers practical ideas and a hopeful perspective.Watch now and discover why the future belongs to leaders who never stop growing.Timestamps:(00:00) Intro(00:42) Introducing Chris Shipley & Scott Barry Kaufman(02:07) Leading For Tomorrow(05:53) The Future Of Human-Centered Leadership(07:11) What Would Maslow Think About AI?(08:56) Leading Through AI Uncertainty(11:24) Easing AI Anxiety At Work(14:13) What Makes People Feel They Matter(16:50) Best Lessons From The Book(22:39) Midlife In Silicon Valley(26:52) Becoming An Integrator In Midlife(28:33) Bridging The Generational Gap(35:10) Wisdom For Your Younger Self(39:27) Three Key TakeawaysLearn more about MEA at https://www.meawisdom.com/#AILeadership #HumanLeadership #FutureOfLeadership #FutureOfWork #LeadershipSkills #HumanPotential #ScottBarryKaufman #ChrisShipley #ChipConley #AIAnxiety #LeadershipDevelopment #HumanCenteredLeadership #Wisdom #EmotionalIntelligence #MidlifeChrysalis
The Biggest Myth We Believe About Aging | Dr. Michael Gurven
Most of us have been taught that humans used to die young, aging means decline, and longevity is something only modern science can unlock. Anthropologist Dr. Michael Gurven offers a very different perspective.In this episode of Midlife Chrysalis, Chip Conley sits down with Dr. Gurven, author of Seven Decades, to explore what indigenous cultures can teach us about aging, health, purpose, and living well.Together, they discuss:Why humans often lived much longer than we assumeWhat traditional societies reveal about healthy aging and chronic diseaseWhy elders earned respect through purpose and contributionHow aging and menopause were sometimes seen as sources of freedom and powerWhy community, movement, and meaning matter more than we thinkThis conversation challenged so many modern assumptions about aging, from the myth that humans used to die at 30 to the surprising ways traditional societies viewed elders, menopause, health, and purpose later in life.Timestamps:(03:32) Introduction to Seven Decades book(05:34) Why Humans Were Meant to Live Longer(08:30) Longevity Myths and Historical Lifespans(10:22) The Role of Elders in Human Evolution(12:38) Geronticide and Elder Care Traditions(15:17) Lessons from Indigenous Communities(17:58) What Modern Society Can Learn About Health(22:35) Why Retirement Is Unnatural(24:59) Midlife, Identity, and the U Curve(29:39) Workaholism and Personal Reflections(32:28) Midlife Needs Rituals and Rites of Passage(35:32) Menopause, Aging, and New Life Stages(38:32) Blue Zones and Indigenous Longevity(44:13) Wisdom Learned Through Midlife(48:24)Parenting, Identity, and Letting Go(50:30) Final Thoughts and Book RecommendationLearn more about MEA at https://www.meawisdom.com/#Longevity #HealthyAging #HumanLongevity #Anthropology #IndigenousWisdom #AgingWell #MidlifeChrysalis #HealthyLifestyle #BlueZones #AncientHumans #HumanEvolution #AgingMyths #LongevitySecrets #PurposeAndAging #ModernAging
Stop Trying to Fit In: The Hidden Gift of Aging
What if one of the greatest gifts of aging is finally caring less about fitting in?In this Wisdom Wednesday conversation, Chip Conley and Derek Gehl explore why growing older isn't just about gaining wisdom, but about gaining the freedom to become more fully yourself.Chip shares why authenticity becomes more important than achievement, how we shift from building a resume to building a legacy, and why embracing your quirks may be one of the healthiest forms of personal growth.In this episode, you'll learn:Why people-pleasing becomes less important with ageThe difference between being admired for what you do and who you areHow to identify the qualities you want to be remembered forWhy "getting weird" may actually be a sign of growthIf you're ready to stop living by convention and start living more authentically, this conversation is for you.Watch now and discover what it means to become delightfully unhinged.Timestamps:(00:48) Becoming Delightfully Unhinged(02:20) Why We Love Eccentric Older People(04:18) Admiration Addiction and Authentic Success(06:30) Growing Older and Growing Whole(08:35) Admired for What You Do vs Who You Are(12:32) Curating Your Eulogy(15:30) Embracing Your Idiosyncrasies(17:00) Authenticity and Code Switching(17:39) How Different Cultures Define Weird(19:06) Michelle Obama and Authentic Choices(20:00) Jim Flaherty and Aging with Originality(21:16) Creativity and Delightful Weirdness(21:32) This Week’s Homework: Go Be WeirdLearn more about MEA at https://www.meawisdom.com/#Midlife #PersonalGrowth #Authenticity #SelfDiscovery #AgingWell #LifeLessons #MidlifeTransformation #PurposeInLife #Wisdom #SelfAcceptance #MentalWellbeing #EmotionalHealth #ChipConley #ModernElder #MidlifeChrysalis
Can Your Mind Change How You Age? | Ellen Langer
Aging may have less to do with your body than you think.In this fascinating conversation, Chip Conley talks with Harvard psychologist Ellen Langer, whose groundbreaking research has spent decades challenging what we think we know about aging, health, mindfulness, and human potential.Drawing on stories from her life and her famous Counterclockwise study, Ellen explains why many of the limits we accept as part of growing older may be more flexible than we realize.In this episode, you'll discover:Why mindfulness begins with simply noticingWhat Ellen's Counterclockwise study revealed about agingHow our beliefs influence memory, health, and performanceWhy uncertainty can make life richer, not scarierHow questioning assumptions can open new possibilities at any ageWarm, thought-provoking, and often surprisingly funny, this conversation will leave you looking at aging, and life itself, in a completely different way.Listen now and find out why Ellen believes we're capable of far more than we think.Timestamps:(01:37) What Mindfulness Really Means(04:48) Why We Live Mindlessly(08:16) Is Mindlessness More Efficient?(11:46) Mindfulness and Aging(13:06) Memory Loss or Something Else?(17:26) The Counterclockwise Study(20:00) Testing Mind-Body Unity(24:02) Can You Turn Back the Clock?(25:07) Learning New Skills at Any Age(27:45) Fixed Mindsets About Aging(28:50) Who Says So?(32:04) What Gets Better With Age?(36:03) Getting Comfortable in Your Own Skin(37:44) Will Ellen Ever Retire?(39:11) Ellen’s Core Life Lesson(40:33) The Story Behind Mind-Body Unity(43:24) Finding Opportunity in Adversity(45:25) Coming Full Circle to MindfulnessLearn more about MEA at https://www.meawisdom.com/#EllenLanger #Mindfulness #HealthyAging #Longevity #AgingWell #PositiveAging #Psychology #Mindset #PersonalGrowth #MentalHealth #HarvardPsychology #SuccessfulAging #CounterclockwiseStudy #MidlifeChrysalis #ChipConley
Why We Spend Years Chasing Things We Don't Really Want | Alain de Botton
You followed the rules, built a successful career, and checked the boxes you thought would make you happy. So why does something still feel missing?In this powerful conversation, bestselling author, philosopher, psychotherapist, and founder of The School of Life, Alain de Botton joins Chip Conley to explore what midlife teaches us about happiness, relationships, purpose, and becoming more fully ourselves.In this episode, you'll learn:Why status, success, and achievement often fail to deliver lasting fulfillmentHow heartbreak, loneliness, and setbacks can become sources of wisdomWhy friendship becomes more valuable as we get olderThe hidden reason so many relationships struggle and what better love requiresWhy self-knowledge is the foundation of a meaningful lifeFilled with insight, honesty, and practical wisdom, this conversation offers a refreshing perspective on aging, growth, and what truly matters.Watch now and discover why midlife may not be a crisis at all. It may be the beginning of your most authentic chapter.Timestamps:(02:00) Meet Alain de Botton(03:25) Philosophy vs Psychotherapy(05:59) The Origin of The School of Life(07:42) Knowledge vs Wisdom(11:33) Status Anxiety Explained(14:48) Why Midlife Changes Us(17:12) What Gets Better After 50(19:10) Friendship and Heartbreak(21:23) Modern Love and Relationships(24:52) The Art of Travel(27:14) Travel as Self-Discovery(30:15) Places That Feed the Soul(31:24) Childhood and Curiosity(33:46) Solving Our Parents' Problems(34:35) Becoming a Psychotherapist at 50(37:33) A Wisdom Bumper Sticker(40:40) Know Yourself(41:16) Learning New Things Later in Life(43:17) Final ThoughtsLearn more about MEA at https://www.meawisdom.com/#Midlife #PersonalGrowth #SelfKnowledge #Happiness #SuccessMindset #LifePurpose #EmotionalIntelligence #Wisdom #MeaningOfLife #StatusAnxiety #Relationships #Psychology #TheSchoolOfLife #AlainDeBotton #MidlifeCrisis
The Real Problem Isn't Aging. It's Resisting It.
What if the biggest challenge of aging isn't getting older, but learning to stop fighting it?In this Wisdom Wednesday, Chip and Derek explore one of the most important lessons of midlife: learning to work with your body instead of fighting it.Some of Chip's key insights include:Why the body often signals what we need long before we pay attentionHow slowing down helps us reconnect with our emotions and ourselvesWhat research reveals about the surprising benefits of agingWhy resisting aging creates more suffering than aging itselfHow gratitude can shift our focus from what we've lost to what we still haveThis is a thoughtful conversation about aging, acceptance, and finding wisdom in life's changing seasons.Watch now and discover what your body has been trying to tell you all along.Timestamps:(05:41) Welcome Back to Wisdom Wednesday(07:50) Noticing Physical Changes With Age(10:22) Learning to Listen to Your Body(11:00) Aging Beyond Physical Appearance(13:05) Why Your Body Deserves Care(15:20) Aging, Appearance, and Self-Worth(17:46) Botox, Beauty, and Growing Older(19:23) The Power of Slowing Down(22:30) Weekly Experiment for Body Gratitude(24:06) Mindset and Healthy Aging(24:45) What Gets Better as We Age(25:19) Final Thoughts and ClosingLearn more about MEA at https://www.meawisdom.com/ #MidlifeChrysalis #HealthyAging #AgingWell #Midlife #PersonalGrowth #Longevity #EmotionalWellbeing #SelfAwareness #MindsetMatters #ListenToYourBody #MidlifeTransformation #AgingGracefully #WellnessJourney #LifeAfter50 #ChipConley
Science Says Aging Can Make You Happier | Laura Carstensen
The science of aging reveals a surprising truth: many people become happier as they get older.In this episode of Midlife Chrysalis, Chip Conley sits down with Laura Carstensen, psychologist, longevity expert, and founder of the Stanford Center on Longevity, to explore the science of aging, happiness, and living longer.Key insights from this conversation:Why older adults are often happier than younger peopleHow aging changes the brain and increases our focus on positive experiencesWhy the search for immortality may actually make life less meaningfulHow longer lifespans are reshaping work, retirement, and societyWhy many of today's social norms were designed for lives much shorter than our ownThis conversation offers a fresh perspective on aging, purpose, happiness, and what it means to thrive in a longer life.Watch now.Timestamps:(03:25) Laura’s Life-Changing Accident at 21(07:01) Recovery and Lessons from Older Women(12:17) The Theory of Socio-Emotional Selectivity(18:21) Why Time Gives Life Meaning(19:30) The Positivity Effect and Aging(24:53) The Stanford Center on Longevity(25:58) The New Map of Life(33:21) Building a Society for Longer Lives(34:07) Financial Security in a 100-Year Life(36:57) Rethinking Work and Retirement(38:07) Health Span vs Life Span(39:55) Will People Live Much Longer?(42:22) Laura’s Life Philosophy(43:36) Don’t Forget to Look at the Sky(45:19) Final Thoughts on Aging and LongevityLearn more about MEA at https://www.meawisdom.com/ #LauraCarstensen #Aging #HealthyAging #Longevity #Happiness #Midlife #PositiveAging #SuccessfulAging #Psychology #PersonalGrowth #LifePurpose #StanfordLongevity #EmotionalWellbeing #OlderAndWiser #MidlifeChrysalis