Chip Conley: Midlife: From Crisis to Chrysalis

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January 30, 2024

Chip Conley: Midlife: From Crisis to Chrysalis

Chip Conley January 30, 2024

Midlife has a bad reputation, often paired with the word “crisis” or seen as the “over the hill” phase of our journey. As the founder of the Modern Elder Academy (the worlds’ first midlife wisdom school), Chip Conley is changing this negative narrative to one that reclaims our middle years as a time of incredible regenerative possibilities. In this podcast, Tami Simon sits down with Chip to talk about his new book, Learning to Love Midlife, and how those of us amidst this phase can activate our capacities for renewal and “let our souls lead the dance.” 

Tune in for a very honest and hope-giving podcast on: The phoenix phenomenon; the anatomy of transition; the metaphor of the chrysalis; cultivating a growth mindset; the components of high “TQ” (or transitional IQ); creating space for something new; the great midlife edit; the dark night of the ego; radically shifting how you want to live your life; vulnerability and accepting help; “dancing backwards in high heels”; developing a friendship with your body; letting go—but also welcoming in; the alchemy of curiosity and wisdom; goosebumps as a sign you’re on the right path; and more.

Note: This episode originally aired on Sounds True One, where these special episodes of Insights at the Edge are available to watch live on video and with exclusive access to Q&As with our guests. Learn more at join.soundstrue.com.

Chip Conley is on a midlife mission. After disrupting the hospitality industry twice, first as the founder of Joie de Vivre Hospitality, the second-largest operator of boutique hotels in the U.S., and then as Airbnb’s Head of Global Hospitality and Strategy, leading a worldwide revolution in travel, Conley co-founded MEA (Modern Elder Academy) in January 2018 in Baja California, Mexico. Inspired by his experience of intergenerational mentoring as a ‘modern elder’ at Airbnb, where his guidance was instrumental to the company’s extraordinary transformation from fast-growing start-up to the world’s most valuable hospitality brand, MEA is the world's first ‘midlife wisdom school’ and has a campus opening on a 2,600-acre regenerative horse ranch in Santa Fe, New Mexico in early 2024. Dedicated to reframing the concept of aging, MEA supports students to navigate midlife with a renewed sense of purpose and possibility. A New York Times bestselling author, Conley's 7th book "Learning to Love Midlife: 12 Reasons Why Life Gets Better with Age" is about rebranding midlife to help people understand the upside of this often-misunderstood life stage and he was asked to give a 2023 TED talk on the “midlife chrysalis.”

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Meet Your Host: Tami Simon

Founded Sounds True in 1985 as a multimedia publishing house with a mission to disseminate spiritual wisdom. She hosts a popular weekly podcast called Insights at the Edge, where she has interviewed many of today's leading teachers. Tami lives with her wife, Julie M. Kramer, and their two spoodles, Rasberry and Bula, in Boulder, Colorado.

Photo © Jason Elias

Also By Author

Chip Conley: Midlife: From Crisis to Chrysalis

Midlife has a bad reputation, often paired with the word “crisis” or seen as the “over the hill” phase of our journey. As the founder of the Modern Elder Academy (the worlds’ first midlife wisdom school), Chip Conley is changing this negative narrative to one that reclaims our middle years as a time of incredible regenerative possibilities. In this podcast, Tami Simon sits down with Chip to talk about his new book, Learning to Love Midlife, and how those of us amidst this phase can activate our capacities for renewal and “let our souls lead the dance.” 

Tune in for a very honest and hope-giving podcast on: The phoenix phenomenon; the anatomy of transition; the metaphor of the chrysalis; cultivating a growth mindset; the components of high “TQ” (or transitional IQ); creating space for something new; the great midlife edit; the dark night of the ego; radically shifting how you want to live your life; vulnerability and accepting help; “dancing backwards in high heels”; developing a friendship with your body; letting go—but also welcoming in; the alchemy of curiosity and wisdom; goosebumps as a sign you’re on the right path; and more.

Note: This episode originally aired on Sounds True One, where these special episodes of Insights at the Edge are available to watch live on video and with exclusive access to Q&As with our guests. Learn more at join.soundstrue.com.

Chip Conley: A Modern Elder at Work

Chip Conley is an entrepreneur and the New York Times bestselling author of Peak and Wisdom at Work. He will present during Sounds True’s upcoming Inner MBA program, a nine-month training program for bringing your full, authentic self to your workplace and career. In this episode of Insights at the Edge, Tami Simon speaks with Chip about socially responsible entrepreneurship and the movement toward making workplaces into spiritually fulfilling spaces. They talk about the modern business obsession with short-term profit and why this attitude does damage to both our culture and environment. Chip and Tami also consider what it is to pursue meaning rather than profit, as well as how to create “collective effervescence” within a work culture. Finally, Chip explains his lifelong habit of journaling each week’s accomplishments and tells the story of the biggest risk he’s ever taken.  (73 minutes)

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When things are at their darkest, what is it that “allows you to see promise and allows you to see beauty?” Joanna begins her exploration of some of the most difficult emotions and circumstances we face in a surprising place: with gratitude. This episode introduces the concept of the spiral, the basic structure of the Work That Reconnects. 

In this episode:

We recommend starting a podcast club with friends or family to do these practices together. Links and assets to help prompt reflection and build community can be found with every episode on WeAreTheGreatTurning.com

Ep 2: The Three Stories of Our Time

What’s really going on in the world right now? “Business as Usual”—a comforting narrative in which industrial growth and progress overcomes all? “The Great Unraveling” —a planet careening toward inevitable destruction? Joanna‘s work introduces a third story, “The Great Turning”—a paradigm shift on an epic scale, the creation of a just and life-sustaining society. The stakes are high, the outcome uncertain. This conversation invites you to devote yourself to the Great Turning even as you grasp the truth in all three stories. 

In this episode:

  • Three outlooks on these times: Business as Usual, the Great Unraveling, and the Great Turning
  • What’s behind all three—how they affect us in conscious and unconscious ways
  • What the Great Turning means, and how to devote yourself to it
  • Bonus Exercise: Envisioning the Great Turning

We recommend starting a podcast club with friends or family to do these practices together. Links and assets to help prompt reflection and build community can be found with every episode on WeAreTheGreatTurning.com

Ep 1 Bonus: Open Sentences

This bonus episode will support you to take the main insights from Episode 1, “Love and Loss,” deeper into your life. Jess will guide you through a simple yet profound exercise called Open Sentences where you’ll be prompted to speak from your heart. It will take about 25 minutes. 

All you’ll need is a friend and a place that is quiet enough for you to speak freely and listen carefully to one another. If that’s not possible and you want to try this alone, you can answer out loud or write the questions in a journal. 

The prompts for this exercise are:

  • Some things I love about being alive on earth today are…
  • What breaks my heart about living on earth in this time is… 
  • If I withhold my feelings about what’s happening in the world right now, I do so because… 
  • What keeps me going when the world breaks my heart is…

We recommend starting a podcast club with friends or family to do these practices together. Links and assets to help prompt reflection and build community can be found with every episode on WeAreTheGreatTurning.com.

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