Chip Conley is a hospitality maverick, founder of Modern Elder Academy, and the mentor who helped transform Airbnb from a startup to a global phenomenon. We discuss midlife as chrysalis, not crisis, the art of age fluidity, and five essential questions for navigating life's transitionary phase. READ MORE👉🏾 http://bit.ly/richroll905 ✌🏼🌱 - Rich This Episode Is Brought To You By… iFit: Use code RICHROLL to get 10% off any purchase of $999+👉https://bit.ly/rrnordictrack On: High-performance shoes & apparel crafted for comfort and style👉https://bit.ly/ONXRRP2025 Roka: Unlock 20% OFF your order with code RICHROLL👉 https://bit.ly/ROKA2025 Bragg (UTM link): Get 20% OFF your first order with code RICHROLL👉https://bit.ly/braggXrrp2025 Check out all of the amazing discounts from our Sponsors 👉🏾 https://bit.ly/rrpsponsors LISTEN / SUBSCRIBE TO THE PODCAST Apple Podcasts: http://bit.ly/rrpitunes Spotify: http://bit.ly/rrpspotify Google: http://bit.ly/rrpgooglepods Meal Planner: http://meals.richroll.com Voicing Change Book: http://richroll.com/vc Clips Channel: https://www.youtube.com/c/RichRollPodcastClips Newsletter: http://bit.ly/rollcallemail CHAPTERS 00:00:00 Intro 00:02:21 Midlife Crisis vs. Chrysalis 00:04:14 Unraveling Expectations 00:05:46 Gender Perspectives on Midlife 00:07:47 Cultural Views on Mortality 00:08:55 Spiritual Perspectives on Death 00:11:21 Near-Death Experiences and Meaning 00:15:22 Life Lessons and Transitions 00:16:25 The Anatomy of Transition 00:17:34 Reframing Midlife as Opportunity 00:19:02 Shifting from Ego to Soul 00:20:58 The Striver's Dilemma 00:22:26 The Four F's of Satisfaction 00:23:07 The Importance of Frolicking 00:24:11 Shifting Mindsets 00:28:48 Curiosity as a Skill 00:32:20 AD BREAK 00:35:08 Exploring Nature 00:36:40 Ritual vs. Routine 00:37:24 Time Affluence and Curiosity 00:42:14 Letting Go of the Treadmill 00:46:29 Understanding Triggers 00:47:22 Naming Your State 00:48:16 Replacing with Truth 00:49:20 Mindset Management in Midlife 00:50:19 Anticipated Regret 00:52:21 Curiosity and Relationships 00:56:08 Social Wellness 00:57:27 Friendship as a Practice 01:01:20 Three Vaults of Communication 01:03:51 AD BREAK 01:06:49 Rekindling Old Friendships 01:09:48 Friendship and Longevity 01:10:23 Midlife Transition and Productivity 01:11:17 Changing Retirement Perspectives 01:13:31 The Concept of Midlife Atrium 01:15:43 Redefining Work and Life Balance 01:19:25 Social Wellness and Friendships 01:21:39 Generations at Dinner Initiative 01:22:57 Wisdom vs. Knowledge 01:26:33 Curiosity in Mentorship 01:28:35 Accelerating Wisdom 01:29:57 Bumper Sticker Wisdom 01:32:08 Mentorship Dynamics 01:33:10 Bumper Stickers of Wisdom 01:34:04 Mining Personal Wisdom 01:35:09 Investing in Experiences 01:35:52 Meaning as Life Fuel 01:37:12 Upcoming Event on Wisdom 01:37:51 The Art of Conversation 01:38:37 The Emcee Experience 01:41:11 Identifying Learning Traits 01:44:02 Emotional Barriers to Growth 01:45:04 Navigating Life Transitions 01:47:30 Profile of a Midlife Champion 01:49:54 The Midlife Manifesto 01:51:32 Spirituality and Inquiry 01:54:26 Encouragement for Transition 01:54:51 Understanding Midlife Transitions 01:56:06 The Importance of Community 01:56:37 Introducing the Midlife Manifesto 01:57:09 Upcoming Event Announcement 01:57:43 Excitement for Teaching Opportunities 01:58:01 Gratitude for Important Work CONNECT WITH RICH ✩ Website - http://richroll.com​ ✩ Rich Roll Podcast - https://richroll.com/all-episodes/ ✩ Instagram - https://www.instagram.com/richroll/ ✩ Twitter - https://twitter.com/richroll ✩ Facebook - https://www.facebook.com/richrollfans ✩ Strava - https://www.strava.com/athletes/14443?oq=rich ✩ Memoir: Finding Ultra - https://www.richroll.com/shop/books/finding-ultra/ ✩ Meals - http://meals.richroll.com​ ✩ Cook - The Plantpower Way - https://www.richroll.com/shop/books/the-plantpower-way-signed/ ✩ Italian! - The Plantpower Way: Italia - https://www.richroll.com/shop/books/the-plantpower-way-italia-signed/ ✩ Support - https://www.patreon.com/richroll FILMED AND EDITED BY DAN DRAKE https://www.dandrake333.com/ * * * * * NEW TO RICH? Hi I'm Rich Roll. I'm a vegan ultra-endurance athlete, author, podcaster, public speaker & wellness evangelist. But mainly I'm a dad of four. If you want to know more, visit my website or check out these two the NY Times articles: http://bit.ly/otillonyt http://bit.ly/vegansglam I LOVE MAIL! SEND IT HERE: 2630 Conejo Spectrum St. Thousand Oaks, CA 91320 #richroll #richrollpodcast