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Chip Conley · Lifestyle

The Midlife Chrysalis

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

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Stop Chasing Happiness: Find Joy in the Life You Have | Mark Coleman & Lori Schwanbeck

30 Oct 2026
50m
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Nature serves as a powerful catalyst for mindfulness, offering an environment that naturally draws attention to the present and fosters deep connection. Midlife functions as a critical portal for transformation, where individuals often transition from ego-driven accumulation to soul-centered purpose. By cultivating int...

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Dreading the Holidays? Create Traditions You Actually Enjoy

28 Oct 2026
15m
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Midlife often necessitates a shift in holiday traditions as family structures evolve and geographic distances increase. Loneliness frequently peaks during this life stage, making the intentional curation of social connections essential. Embracing "Friendsgiving" or participating in structured retreats provides meaningf...

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How to Lead with Heart and Still Make Tough Calls | John Baird

26 Oct 2026
43m
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Midlife represents a period of transformation rather than crisis, requiring individuals to edit their priorities and recontract their commitments. Leadership coaching, particularly for high-stakes environments like Apple, demands a balance between empathy and the ability to hold up a mirror to executives. This involves...

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Will Life Break You Open or Close You Off? | Elizabeth Lesser

23 Oct 2026
47m
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Midlife serves as a chrysalis—a period of profound transformation where the soul, rather than the ego, begins to lead the dance of life. Elizabeth Lesser, co-founder of the Omega Institute, emphasizes the necessity of "breaking open" through life’s inevitable transitions, such as divorce or illness, to cultivate a more...

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When Everything Hits at Once: The Art of the Reframe

21 Oct 2026
27m
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Navigating major life transitions requires a deliberate three-step process: fully feeling the raw emotion, identifying the confining frame of one's current situation, and constructing a new, more expansive perspective. Rather than resorting to toxic positivity or spiritual bypass, individuals must first surrender to gr...

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He Built the Green Building Movement. Then His Life Fell Apart | David Gottfried

19 Oct 2026
48m
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Midlife serves as a chrysalis for profound personal and professional transformation rather than a crisis. David Gottfried, co-founder of the U.S. Green Building Council, illustrates this shift by tracing his journey from a high-pressure real estate developer to an advocate for regenerative systems. After facing the col...

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Are You in Love With the Past or Trapped by It? | Juan Pablo Di Pace

16 Oct 2026
43m
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Navigating midlife transformation requires reconciling personal history with present aspirations, often through creative expression and the intentional reframing of past experiences. Actor and filmmaker Juan Pablo Di Pace explores this process by detailing his transition into directing autobiographical works like Befor...

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MEA Film Fest: Come for the Movies, Stay for the Connections

14 Oct 2026
17m
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Hollywood’s portrayal of aging has historically relied on reductive tropes, often misrepresenting the realities of midlife. By shifting the focus from crisis to transformation, films serve as powerful tools for personal growth and deeper self-reflection. The MEA Film Fest exemplifies this approach by integrating worksh...

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From Nike CEO to Starting Over at 65: John Donahoe’s Reinvention

12 Oct 2026
51m
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Midlife represents a profound period of transformation where adversity serves as a necessary catalyst for discovering purpose and meaning. Rather than viewing professional setbacks as failures, individuals can reframe them as essential components of a "wisdom journey" that shifts focus from ego-driven achievement to se...

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When the Life You Built Is No Longer Enough | Caroline Myss

09 Oct 2026
54m
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Midlife serves as a profound chrysalis for transformation rather than a crisis, marking a shift from building external success to fulfilling a deeper soul-level calling. Caroline Myss, a renowned medical intuitive and author, argues that individuals must move beyond the "job level" of survival to embrace their sacred c...

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What If the Life You Built Isn’t the Life You Want?

07 Oct 2026
23m
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Purpose in midlife functions as an iterative, active practice rather than a static destination. Moving beyond inherited "success scripts," individuals can cultivate a "purpose portfolio" that balances "big P" life missions with "small p" daily interests. This transition often emerges when people realize they have limit...

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He Died 11 Years Ago. Their Relationship Never Ended. | Lucy Kalanithi

05 Oct 2026
44m
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Navigating life after the loss of a spouse requires balancing enduring love with the shifting nature of grief. Eleven years after the death of neurosurgeon Paul Kalanithi, Dr. Lucy Kalanithi reflects on how grief transforms from acute pain into a persistent, evolving relationship. Caregiving demands both robust support...

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Why Life Can Get Harder and Happier After 50 | Jonathan Rauch

02 Oct 2026
35m
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Midlife represents a period of profound transformation rather than decline, defined by a U-shaped trajectory where life satisfaction typically rises after age 50. While societal ageism frames aging as a process of irrelevance, later adulthood often yields increased happiness and pro-social behavior. Current trends, how...

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The Hardest Leadership Lesson: Let Someone Else Be the Hero

30 Sep 2026
27m
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Leadership in midlife requires a fundamental shift from the "hero" archetype—who seeks to solve every problem personally—to a "coach" who empowers others to succeed. This transition relies on servant leadership, where the primary objective is to support employees and foster a culture of collective growth. By embracing ...

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What Changes When You Finally Let Go of Control? | Thomas DeLong

28 Sep 2026
37m
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Let Life Lead: A Different Way to Navigate Midlife | Nic Askew

25 Sep 2026
51m
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Filmmaker Nic Askew reveals the human soul through a unique cinematic approach that prioritizes stillness over traditional interviewing. By instructing subjects to "start with nothing," he strips away ego, social requirements, and cognitive filters, allowing an authentic, unscripted essence to emerge. This method shift...

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Be Useful, Not Youthful: The Secret to Aging Well

23 Sep 2026
24m
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Midlife transitions require a shift from individual achievement to "generativity," the psychological process of nurturing future generations to avoid stagnation. Adopting the mindset of "good soil" involves creating fertile environments—whether in organizations or personal relationships—where others can grow, often wit...

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Can Your Beliefs Actually Change How You Age? | Shawn Achor

21 Sep 2026
56m
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Belief systems act as primary drivers of life outcomes, especially during midlife transitions. Research indicates that shifting mindsets regarding aging from inevitable decline to potential for growth significantly improves cognitive and physical health. This growth mindset functions similarly to the placebo effect, wh...

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He Spent 10 Years Filming the World’s Oldest People | Sam Green

18 Sep 2026
50m
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The human experience of aging, mortality, and longevity forms the core of this conversation with documentary filmmaker Sam Green. His decade-long project, The Oldest Person in the World, reveals that at extreme ages, life centers on simplicity, community, and contentment rather than grand achievements. While modern cul...

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Why Birthdays Matter More as We Get Older

16 Sep 2026
22m
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Celebrating birthdays serves as a vital ritual for honoring life passages, particularly during the transition into midlife. While societal norms often discourage adult celebrations due to ego concerns or age-related anxieties, reframing these milestones as collective experiences allows for deeper connection and the sha...

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