Chip Conley

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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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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Episode 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.

Episode 1: Love and Loss

As Joanna Macy approaches the end of a long life dedicated to healing our imperiled planet, she begins the conversation with Jessica Serrante, her student and dear friend, “standing afresh with what it’s like to live on Earth at this moment.” As we look into the face of the climate crisis, injustice, and war, difficult feelings arise; all are welcomed.

You are invited to join them at Joanna’s kitchen table, and invited into a deeper sense of your belonging and love for our world.

In this episode:

  • How to connect with the great possibilities that still exist for us even in these precarious times Joanna reflects on her awakening of environmental consciousness
  • Jess reflects on how meeting Joanna changed her life
  • Love, laughter, heartbreak, and the Work That Reconnects
  • Bonus Exercise: “Open Sentences”—a practice for partners

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.

Judith Orloff: The Healing Power of Empathy

When we think about those special traits or abilities we consider to be “superpowers,” empathy isn’t usually the first thing that comes to mind. In fact, empathy is often seen as a weakness, not a strength. Through her bestselling books and her work training new psychiatrists, Dr. Judith Orloff is helping to change the narrative around empathy. In this podcast, Tami Simon speaks with Dr. Orloff about her new book, The Genius of Empathy, and how we can each begin to cultivate an empathic style that supports a thriving life. 

Tune in now for their conversation on how empathy opens the heart and fosters healing, the beauty of self-empathy and how it differs from self-compassion, empathy overwhelm, the four styles of empathy and how to identify your own, boundary-setting tools for empaths, the empathy spectrum, empathy deficiency disorders, trauma and empathy, letting go of resentment and helping it let go of you, empathic attunement, the practice of shielding, transmitting empathic love to people and places in need, observing without absorbing, 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.

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