The Modern Elder: Chip Conley On Reframing Midlife, Cultivating True Wisdom & Finding Purpose In Life's Second Half

The Modern Elder: Chip Conley On Reframing Midlife, Cultivating True Wisdom & Finding Purpose In Life's Second Half

Chip Conley is a hospitality maverick, founder of Modern Elder Academy, and the entrepreneurial sage who helped transform Airbnb from a startup to a global phenomenon. This conversation explores midlife as a chrysalis rather than a crisis—a transformative journey from ego to soul. Chip illuminates the path from horizontal achievement to vertical growth, addressing life's longest yet least understood phase. We discuss his near-death experience, the nature of wisdom, and why friendship becomes essential to wellness as we age. In the process, Chip creates space for me to reflect honestly on my own lifelong pursuit of achievement. Chip is a treasure. This exchange is for anyone seeking to avail themselves of midlife's deeper possibilities. Enjoy! Note: Chip and I invite you to experience these insights in person in Los Angeles on June 5th for a special gathering with the MEA faculty. Register at meawisdom.com/richroll. Show notes + MORE Watch on YouTube Newsletter Sign-Up

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Episoder(990)

Pay Now, Love It Later: Why I Work Out at 4 AM & The Mindset That Wins The Long Game

Pay Now, Love It Later: Why I Work Out at 4 AM & The Mindset That Wins The Long Game

A solo riff today. No guest. Let's get into it. Today's conversation is about intentional living in a reactive world—the 4 AM routine, the creative power of constraints, and why mood follows action. ...

7 Mai 42min

David Epstein On Why Constraints Drive Creativity, The Myth Of Productive Freedom, & How Limits Make Us Better

David Epstein On Why Constraints Drive Creativity, The Myth Of Productive Freedom, & How Limits Make Us Better

David Epstein is a scientist-turned-investigative journalist, author of "Range," and one of the most rigorous thinkers working today. This conversation explores his new book "Inside the Box," the cou...

4 Mai 2h 2min

What We're Still Getting Wrong About Women's Health & Fitness: Dr. Stacy Sims Live

What We're Still Getting Wrong About Women's Health & Fitness: Dr. Stacy Sims Live

Dr. Stacy Sims is an exercise physiologist and nutrition scientist whose mantra – "women are not small men" – has reshaped how women approach their health. Recorded live with a studio audience, we ch...

27 Apr 2h 9min

ROLL ON: Stop Optimizing Your Life & Start Living It, Seeking Depth Over Algorithms, The Future of Podcasting, Artemis II, Media Diet & More

ROLL ON: Stop Optimizing Your Life & Start Living It, Seeking Depth Over Algorithms, The Future of Podcasting, Artemis II, Media Diet & More

Roll On, al fresco! Adam Skolnick came over. We went outside and let the conversation breathe. No studio walls. No agenda. Just two guys, some birds, and a wide-ranging hang that covers self-obsessio...

23 Apr 1h 17min

In Waves & War: Marcus & Amber Capone On Psychedelic Treatment For Veteran PTSD, Rebuilding Life After War & The Mission To Heal A Generation

In Waves & War: Marcus & Amber Capone On Psychedelic Treatment For Veteran PTSD, Rebuilding Life After War & The Mission To Heal A Generation

Marcus and Amber Capone are the subjects of the Netflix documentary “In Waves and War” and founders of Veterans Exploring Treatment Solutions. We discuss Marcus's 13 years in Naval Special Operations...

20 Apr 2h 23min

Everything Is A Story: Journalist Nick Bilton Thinks AI Might End Humanity & How Stories Could Save Us

Everything Is A Story: Journalist Nick Bilton Thinks AI Might End Humanity & How Stories Could Save Us

Nick Bilton is a Special Correspondent for Vanity Fair, a New York Times bestselling author, and screenwriter. This conversation explores the power of story — how tech titans like Jobs, Dorsey, and M...

13 Apr 1h 55min

Rebuilding My Body & Starting Over After Spinal Fusion Surgery

Rebuilding My Body & Starting Over After Spinal Fusion Surgery

This is a solo AMA focused on my diet and fitness routine in the aftermath of spinal fusion surgery. I walk through the specifics — what I ate, how I trained, how I went from 207 pounds and completel...

9 Apr 53min

The King of Moab: Ultrarunner Max Jolliffe On Winning Moab 240, Recovery From Heroin Addiction & Why Suffering Is His Greatest Teacher

The King of Moab: Ultrarunner Max Jolliffe On Winning Moab 240, Recovery From Heroin Addiction & Why Suffering Is His Greatest Teacher

Max Jolliffe is the Moab 240 course record holder, elite ultrarunner, and one of endurance sport's more unlikely origin stories. This conversation explores Max's multi-generational family history wit...

6 Apr 1h 40min

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