From Corporate Lawyer to Ambassador of Sweat & Swagger — How to Undo Ordinary and Tell Your Own Story

Kate Courtney is a world champion mountain biker, Olympian, and the palmarès-rich face of American cycling. This conversation examines Kate's Olympic torch moment with Tom Cruise, her athletic philosophy, and her groundbreaking She Sends Racing initiative. We delve into mountain biking's Marin County roots, the tension between data and intuition, balancing Stanford studies with World Cup competition, and redefining success beyond traditional metrics. Weaving personal stories into meaningful insights, she transforms cycling philosophy into a guide for navigating life's challenges. Kate redefines possibility. This conversation distills years of elite competition into universally accessible insights. Enjoy! ⁠Show notes + MORE⁠⁠ ⁠⁠Watch on YouTube⁠⁠ ⁠⁠Newsletter Sign-Up⁠ Today’s Sponsors: Squarespace: Use the code RichRoll to save 10% off your first purchase of a website or domain 👉Squarespace.com/RichRoll                                                                                             Bon Charge: Get 15% OFF all my favorite wellness products w/ code RICHROLL 👉 boncharge.com                                                                                                                                                                  Bragg: Get 20% OFF your first order with code RICHROLL👉 Bragg.com                  Airbnb: Your home might be worth more than you think. Find out how much at 👉 airbnb.com/host                                                                    AG1: Get a FREE bottle of Vitamin D3+K2 AND 5 free AG1 Travel Packs 👉drinkAG1.com/richroll                                                                                             Modern Elder: Join Chip Conley and me in LA on June 5th to design your next chapter. Early bird pricing is available until May 20th. Go to www.meawisdom.com/richroll to learn more. On: High-performance shoes & apparel crafted for comfort and style 👉on.com/richroll Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors   Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange

5 Touko 2h 10min

Ky Dickens is the award-winning filmmaker behind "The Telepathy Tapes," the viral podcast phenomenon. This conversation explores the intersection of neurodiversity and consciousness as Ky shares her journey documenting non-speaking autistic individuals with apparent telepathic abilities. We discuss her transformation from pragmatic skeptic to someone witnessing replicable telepathic demonstrations, the concept of "The Hill" (where individuals telepathically gather), and how these discoveries challenge our materialist conceptualization of reality. As I oscillate between wonder and skepticism, Ky provides a steady compass through my conflicted intellectual terrain. Ky's work is a profound invitation to question the crude facsimile we call reality. This conversation is mind-blowing! Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors: On: High-performance shoes & apparel crafted for comfort and style 👉on.com/richroll Seed: Use code RICHROLL25 for 25% OFF your first order 👉seed.com/RichRoll                               Momentous: 35% OFF your first subscription👉livemomentous.com/richroll                                        BetterHelp: Get 10% OFF the first month👉BetterHelp.com/richroll                            Go Brewing: Use the code Rich Roll for 15% OFF 👉gobrewing.com  Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors   Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange

28 Huhti 1h 56min

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

24 Huhti 2h 1min

Dan Harris is the former ABC News anchor whose on-air panic attack catalyzed his transformation from skeptical journalist to meditation ambassador.   This conversation explores Dan’s journey with meditation—from stress management tool to profound inquiry into consciousness and uncertainty. We discuss his practice evolving far beyond his bestselling book and podcast “10% Happier,” his transformative encounters with the Dalai Lama, and how Buddhist principles provided equanimity during his challenging business separation.   Dan reveals how meditation builds emotional resilience—teaching us to observe our thoughts rather than being owned by them. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up  Today’s Sponsors: Seed: Use code RICHROLL25 for 25% OFF your first order 👉seed.com/RichRoll           Go Brewing: Use the code Rich Roll for 15% OFF 👉gobrewing.com      Airbnb: Your home might be worth more than you think. Find out how much at 👉 airbnb.com/host                                                                             CALM: Get 40% off a Calm Premium subscription 👉 calm.com/richroll Birch Living: For 20% OFF sitewide👉BirchLiving.com/richroll L-Nutra: Get 15% OFF plus a FREE bonus gift 👉 prolonlife.com/richroll Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors   Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange

21 Huhti 1h 54min

Phil Stutz is the legendary psychiatrist, author, and protagonist in the Netflix documentary “Stutz.” Alongside co-author and writer Elise Loehnen, they explore their new book “True & False Magic.”   This conversation delves into “Part X”—the destructive force within us all—along with Universe 1 vs. Universe 2 thinking, and how pain, uncertainty, and constant work serve as unavoidable portals to growth. Together, they present actionable tools and a profound spiritual framework for living fully.   Along the way, Phil illustrates concepts with hand-drawn diagrams, while Elise translates these insights into everyday practice.    Their complementary wisdom offers a rare treasure—an invitation to a more expansive way of being. Enjoy!   Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors: iFit: Use the code RICHROLL to get 10% off any purchase of $999+ 👉NordicTrack.com/richroll On: High-performance shoes & apparel crafted for comfort and style 👉on.com/richroll  Bon Charge: Get 15% OFF all my favorite wellness products w/ code RICHROLL 👉 boncharge.com                  AG1: Get a FREE bottle of Vitamin D3+K2 AND 5 free AG1 Travel Packs 👉drinkAG1.com/richroll         Squarespace: Use the code RichRoll to save 10% off your first purchase of a website or domain 👉Squarespace.com/RichRoll   BetterHelp: Get 10% OFF the first month👉BetterHelp.com/richroll                            Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors   Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange

14 Huhti 1h 29min

Kurt Sutter and Katey Sagal are the Hollywood power couple behind “Sons of Anarchy,” numerous iconic performances, and hosts of the podcast “PIE.”   This conversation strips bare the intoxicating trap of fame, the parallel paths that led them both to sobriety at 31, and the brutal honesty required to save their relationship when “money, property, and prestige” threatened everything.   Kurt’s evolution from Hollywood’s combative bad boy to spiritual seeker alongside Katey’s unflinching wisdom on intimacy creates a masterclass in reinvention.    They’re authentic. They’re vulnerable. Their journey might change how you think about success. Enjoy!   Show notes + MORE Watch on YouTube Newsletter Sign-Up  Today’s Sponsors: Momentous: 20% OFF all of my favorite products  👉livemomentous.com/richroll  Roka: Unlock 20% OFF your order with code RICHROLL 👉ROKA.com/RICHROLL Pique: Get up to 20% OFF plus a FREE rechargeable frother and glass beaker with your first purchase 👉piquelife.com/richroll OneSkin: Get started today with 15% off using code RICHROLL at oneskin.co  LMNT: Get a free LMNT Sample Pack with any purchase 👉 drinkLMNT.com/richroll     Bragg: Get 20% OFF your first order with code RICHROLL👉 Bragg.com                                    IQBAR: Get 20% OFF all IQBAR products plus FREE shipping. Just text RICHROLL to sixty-four thousand. Message and data rates may apply.             Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors   Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange

10 Huhti 2h 3min

Mel Robbins is a celebrated podcast host, #1 New York Times bestselling author, and one of the most sought-after experts in mindset and behavior change.   This conversation explores the paradox at the heart of human suffering—that we exhaust ourselves trying to control the uncontrollable. Mel’s counterintuitive “Let Them Theory” offers a deceptively simple yet profound antidote to this universal struggle, challenging us to disabuse ourselves of the illusion of control and redirect our energy toward what truly matters.   She deftly unpacks how relinquishing the compulsion to manage others ultimately grants us the equanimity we’ve all been seeking.   Mel is a beacon—and this conversation is a path to personal liberation. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up Today’s Sponsors: Bon Charge: Get 15% OFF all my favorite wellness products w/ code RICHROLL 👉 boncharge.com                                                                                                                           Squarespace: Use the code RichRoll to save 10% off your first purchase of a website or domain 👉Squarespace.com/RichRoll                                                                                                       Airbnb: Your home might be worth more than you think. Find out how much at 👉 airbnb.com/host  AG1: Get a FREE bottle of Vitamin D3+K2 AND 5 free AG1 Travel Packs 👉www.drinkAG1.com/richroll            Go Brewing: Use the code Rich Roll for 15% OFF 👉gobrewing.com           Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors   Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange

7 Huhti 1h 50min

Maria Shriver is a renowned journalist, Kennedy family scion, and award-winning advocate for women's brain health. This conversation explores the parasocial relationship between public figure and audience as Maria shares her authentic journey of self-discovery through poetry. We discuss her upbringing in America's political "royalty," the transactional nature of achievement-based love, finding wholeness after heartbreak, and her groundbreaking work in Alzheimer's research. She shares profound insights on disentangling our true selves from predetermined narratives and the magnanimous act of forgiveness. Maria’s courage is undeniable. This conversation might just change how you see yourself. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up Today’s Sponsors: Momentous: 20% OFF all of my favorite products 👉livemomentous.com/richroll Go Brewing: Use the code Rich Roll for 15% OFF 👉gobrewing.com BetterHelp: Get 10% OFF the first month 👉BetterHelp.com/richroll. Prolon/L-Nutra: Get 15% OFF plus a FREE bonus gift 👉prolonlife.com/richroll Bon Charge: Get 15% OFF all my favorite wellness products w/ code RICHROLL 👉boncharge.com Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange

31 Maalis 1h 49min