The Midlife Chrysalis Podcast By Chip Conley cover art

The Midlife Chrysalis

The Midlife Chrysalis

By: Chip Conley
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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.Chip Conley Personal Development Personal Success
Episodes
  • Stuck Between Aging Parents and Grown Kids in Midlife?

    Stuck Between Aging Parents and Grown Kids in Midlife?
    Apr 8 2026

    You’re taking care of your parents. You’re supporting your kids. But who’s taking care of you?


    In this Wisdom Wednesday episode, Derek Gehl sits down with Chip Conley to unpack the reality of the sandwich generation and why midlife can feel more overwhelming than ever.


    Chip shares key insights on:

    • The real emotional cost of caregiving

    • Why this stage of life feels heavier today

    • How to build a support system that actually helps

    • Why protecting time for yourself is essential


    A clear, honest conversation for anyone feeling stretched thin in midlife.


    👉 Watch the full episode and subscribe for more real conversations like this.


    Timestamps:

    00:20 The sandwich generation

    01:24 Chip’s caregiving experience

    02:49 Importance of support system

    04:25 Emotional toll of caregiving

    07:31 Having kids later in life

    09:27 Adult kids moving back home

    10:27 Longevity and caregiving challenges

    12:56 Health span vs. lifespan

    15:12 Independence and interdependence

    16:50 Longevity manifesto explained

    18:06 Science vs art of longevity

    19:03 Blue Zones lifestyle insight

    20:18 Caregiver workshop challenge


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


    #SandwichGeneration #MidlifeStruggles #Caregiving #AgingParents #MidlifeCrisis #CaregiverLife #EmotionalBurnout #FamilyCare #Longevity #Healthspan #MidlifeSupport #PersonalGrowth #StressManagement #LifeTransitions #ChipConley
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    19 mins
  • Leading in Chaos: How to Stay Grounded Under Pressure | Amy Elizabeth Fox

    Leading in Chaos: How to Stay Grounded Under Pressure | Amy Elizabeth Fox
    Apr 6 2026

    What if the chaos in your life isn’t the problem… but the turning point?


    In this episode, Amy Elizabeth Fox, leadership expert and co-founder of Mobius, explains why today’s pressure, uncertainty, and stress are actually pushing us to grow in a deeper way. Through her work with top executives and her own life story, she shows what it really takes to lead and stay grounded when everything feels unstable.


    Here’s what you’ll learn:

    • Why people fall back into old patterns under stress
    • How your past shapes the way you lead and live today
    • Why success in midlife can feel empty and how to change that
    • What it really means to lead in chaos
    • Why healing and self-awareness matter more than ever


    This is not just about leadership. It’s about understanding yourself on a deeper level.


    👉 Watch now if you feel overwhelmed, stuck, or ready for something more.


    Timestamps:

    2:43 What is vertical development

    4:10 Personal and professional growth merge

    5:29 Midlife leadership struggles

    8:24 Early life challenges and illness

    10:37 Genetic disease and urgency

    11:35 Spiritual and environmental work

    13:21 Leadership and spirituality connection

    15:35 Corporate transformation and culture

    19:29 Freedom after adversity

    21:08 Feminine leadership in business

    22:55 Leading in chaos introduction

    24:40 Spiritual path and teachers

    27:03 Spirituality in action

    28:42 Chaos and leadership today

    31:51 Key principles for leading in chaos

    35:00 Corporate reality and hope

    37:38 Midlife transformation insights

    40:25 What improves with age

    41:59 Freedom in midlife

    46:28 From receiving to giving

    47:24 Final wisdom and life philosophy


    ABOUT AMY ELIZABETH FOX:

    Bio: Amy Elizabeth Fox is the co-founder and CEO of Mobius Executive Leadership, a global transformational leadership firm. For over twenty years, she has advised senior leaders in eminent professional services firms and Fortune 500 companies on leadership and culture change. In 2026, she co-authored Leading in Chaos with Nicholas Janni and is widely regarded as an expert in vertical development and trauma-informed work in organizations.

    • Read the Full Bio


    Links:

    Leading in Chaos Book Website: https://leadinginchaosbook.com/

    Mobius Website: http://www.mobiusleadership.com/

    Amy’s Website: http://www.amyelizabethfox.com/


    ABOUT LEADING IN CHAOS

    Book Overview: Nicholas Janni and Amy Elizabeth Fox’s forthcoming book, Leading in Chaos, argues that in an era of polycrisis and sustained uncertainty, leadership requires next practice — a fundamentally different inner operating system grounded in deeper human intelligence. It reframes leadership as an embodied, developmental practice, calling leaders to act with coherence, presence, and integrity amid ongoing disruption. Because, in their words, “chaos is the new black.”


    Social media posts:

    • LinkedIn post
    • Instagram
    • Facebook

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


    #Leadership #LeadingInChaos #PersonalGrowth #SelfAwareness #EmotionalIntelligence #MidlifeGrowth #BurnoutRecovery #StressManagement #InnerWork #HighPerformance #MindsetShift #ExecutiveLeadership #PsychologyOfSuccess #WorkplaceCulture #LeadershipDevelopment
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    56 mins
  • She Told 80,000 Employees the Truth She Hid Her Entire Life | Katherine Dudtschak

    She Told 80,000 Employees the Truth She Hid Her Entire Life | Katherine Dudtschak
    Apr 3 2026
    She had the perfect life - career, family, success - and a secret she kept hidden for decades.In this episode, Katherine Dudtschak, a former top banking executive, opens up about coming out at 50, telling 80,000 employees, and risking everything to finally live in alignment with who she truly is.It’s an honest, deeply human story about what happens when you spend years living the life you’re “supposed” to live, and what it takes to finally choose your own. You’ll hear:Why even a “perfect” life can feel incompleteHow suppressed identity shows up over timeThe moment everything became impossible to ignoreWhat it really takes to start over without losing yourselfWhy vulnerability can become your greatest strength👉Watch now! It’s never too late to choose yourself. Timestamps:2:02 Katie’s background and corporate success3:36 Feeling incomplete despite success5:24 Childhood struggles and proving herself7:44 Midlife awakening begins9:07 Family history and trauma12:31 Suppressed identity resurfaces15:28 Career success but emotional collapse17:53 Defining gender identity moment20:57 Mental health crisis and turning point21:36 Commitment to truth and coming out23:21 Coming out to 80,000 employees27:38 Team reaction and support28:42 Unexpected outcome and acceptance29:24 Advice on major life changes31:48 Power of vulnerability33:09 Building the right support system36:25 Importance of time and process38:48 Career transition and new identity41:52 New purpose and leadership vision43:48 CEO role and serving older adults46:20 Launching Sincerely and storytelling mission49:12 Vision for a more human world52:22 Core message reclaim your essence54:37 The three selves explainedLearn more about MEA at ⁠https://www.meawisdom.com/#MidlifeTransformation #ComingOutStory #LifeAfter50 #FindYourself #AuthenticLiving #GenderIdentity #PersonalGrowth #LifeChange #MentalHealthJourney #StartOver #BeYourself #SelfDiscovery #LGBTQStories #EmotionalHealing #PurposeDrivenLife
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    1 hr and 1 min
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