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The Midlife Chrysalis

The Midlife Chrysalis

By: Chip Conley
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About this listen

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
  • When Cancer Forces a Life Reset in Midlife | Caryn Lerman
    Jan 30 2026

    Cancer doesn’t just affect your health. It changes how you see yourself and your life.

    In this warm and honest conversation, Chip Conley sits down with Caryn Lerman to explore the emotional side of cancer that often goes unspoken. Together, they talk about identity shifts, caregiving, and what it really means to move through the messy middle of midlife after a diagnosis.


    In this episode, you’ll hear:

    • How cancer reshapes identity, not just the body
    • Why caregivers carry an invisible emotional load
    • What it means to live intentionally after cancer
    • How vulnerability can become a source of strength


    Watch the full episode and join us for a thoughtful, compassionate conversation about healing, meaning, and becoming who you are now.


    Timestamps:

    04:14 Psychology of cancer survivors and caregivers

    06:47 Identity loss and existential impact of cancer

    07:53 Chip’s cancer diagnosis and early denial

    13:13 Regret fear, and emotional processing

    16:23 Cancer as a teacher and life priorities

    19:39 Anxiety treatment and living with uncertainty

    20:33 Staying busy to avoid difficult emotions

    24:16 Values family and vulnerability

    26:01 Strength identity and emotional suppression

    28:01 Caregivers and lack of support systems

    30:10 Invisible burden of caregiving

    32:06 Emotional catharsis and healing journey

    35:32 Caregiver and survivor archetypes

    38:49 Inside the cancer thrivers workshop

    42:18 Identity mapping and letting go

    43:41 Meaning values and intentional living

    45:42 How friends can best support someone with cancer

    47:26 Cancer is not a linear journey

    48:28 Wisdom bumper sticker advice

    51:53 Growth outside the comfort zone


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

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    58 mins
  • Why Rituals Matter More Than Routines in Midlife
    Jan 28 2026

    What if the way you start your morning is quietly shaping how your whole day feels?


    Chip Conley sits down with Derek Gehl to explore why so many midlife routines start to feel empty and how turning them into simple, meaningful rituals can bring more calm, clarity, and purpose to everyday life. Together, Chip and Derek share:

    • Why routines can feel mechanical, while rituals help us feel present and changed
    • How to gently layer meaning onto things you already do, like showering or stretching
    • Why small morning rituals can boost mood, energy, and emotional well-being
    • How affirmations work best when they’re personal, specific, and emotionally real
    • Easy ways to create micro-rituals that set a better tone for your day

    If midlife has you longing for more intention without adding more to your plate, this episode is a friendly invitation to start small and start with your morning.


    Give it a listen, try one simple ritual this week, and notice what begins to shift.


    Timestamps:

    02:12 Morning rituals vs routines

    02:28 Routine vs ritual

    04:00 Shower meditation prayers

    05:48 Affirmations and new stretching ritual

    11:21 The impact of morning rituals12:27 Accountability and consistency

    14:01 Rituals as landmarks and micro rituals

    15:24 How to create your own rituals

    17:07 Science and specificity of affirmations


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

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    18 mins
  • How Ritual, Awe, and Community Bring Midlife Back to Life | Christine Sperber
    Jan 26 2026

    In this episode, Chip Conley sits down with Christine Sperber, co-founder of MEA and master experience designer, to explore how awe, ritual, and community can bring us back to life in midlife.

    Drawing from ski town culture, life in Baja, and years of building transformational experiences, Christine offers a hopeful reframe of aging as something to design, not fix.


    In this conversation, Chip and Christine explore:

    • Why purpose matters more than productivity in midlife
    • How simple rituals create meaning, resilience, and belonging
    • What nature, movement, and community teach us about vitality
    • Why transitions like perimenopause and loss call for compassion, not hustle

    If midlife feels like a pause, a question mark, or an invitation to something more, this episode will leave you feeling seen, grounded, and hopeful.Listen now and rediscover what it means to feel fully alive in midlife.


    Timestamps:

    03:22 Christine Sperber’s background

    06:55 Leaving Colorado for Baja

    08:49 First experience of Baja and Pescadero

    10:59 Freedom and living in rhythm with nature

    15:15 Experience design and creating meaningful gatherings

    17:48 Baking bread as ritual and collective practice

    22:14 Origin story of MEA

    24:02 Early doubts and building a local economy

    26:07 Lessons from the first MEA beta cohorts

    30:38 Ski towns, purpose, and longevity research

    33:46 Aging, vitality, and midlife perspective

    40:49 Introversion, ritual, and reclaiming time

    46:19 Third vault conversations and authentic community

    48:26 Moral beauty as a pathway to awe

    54:11 Transformation through deep connection

    56:19 Designing belonging and social bonds

    57:28 Wisdom bumper sticker


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


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    1 hr and 4 mins
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