Jack Dorsey On Solitude, Self-Care & Shouldering The Health of Global Conversation

Jack Dorsey On Solitude, Self-Care & Shouldering The Health of Global Conversation

Imagine shouldering responsibility of one of the planet's largest social networks. Now imagine that's just one of your jobs, the second focused on reinventing the world's relationship with money. This is Jack Dorsey's life. The co-founder and CEO of both Twitter and Square, today's guest is one of the most influential figures of the modern age — a man who has made an indelible impact on our cultural landscape by quite literally shaping how society communicates in the emergent digital era. What started as a simple means to share personal status updates, Twitter has swelled into arguably the most important social media platform for breaking news, journalism, and political discourse. A powerful tool for speaking truth to power, it's put wind in the sails of important social movements. Provided safe haven for whistle blowers. And given marginalized groups and dissidents a voice that can be heard across the globe. But Twitter must also account for the noxious devolution of civil discourse — a behemoth apparatus easily weaponized for motives nefarious. Twitter is nothing if not controversial. And Jack is the face of such controversy — a polarizing figure in the crosshairs of Twitter critics across all sides of the social and political spectrum. Recognizing the need to more thoroughly address Twitter's role and responsibility in the growing toxicity of public conversation, Jack has spent the last month publicly addressing the platform's missteps, challenges and aspirations on a wide variety of media platforms and podcasts that include two appearances on The Joe Rogan Experience, Sam Harris' podcast Making Sense, and many others. My sense is that critics were left unsatisfied with Jack's answers to the many hard questions posed. I understand and appreciate the criticism. Just how exactly can Twitter successfully promote healthy conversation, eliminate toxicity and fairly police bad actors across 500 million daily tweets? I don't know the answer. But I do know that I heard an intelligent, empathetic and well intentioned man in an almost impossible situation — someone owning his failures and transparently endeavoring with great equanimity to solve these herculean problems in both good faith and real time. In approaching this conversation, I made the choice not to retread territory explored at great length on Rogan. Instead, my interest is to better understand the human behind the curtain. What does it actually feel like to be at the helm of one of the largest and most powerful social media platforms in the world? What is a day in the life of Jack Dorsey like? What daily self-care practices does he employ to mitigate the stress of his gargantuan responsibilities? And just how did this young man blaze such an extraordinary entrepreneurial path? I first met Jack about two years ago during a visit to San Francisco. A fan of the podcast, he invited me up to the Square offices. Although our encounter was brief, I liked him immediately. Soft spoken, kind and curious, I left our meeting wanting to better understand what makes him tick. Open to sharing his story on the podcast, I visited his San Francisco home on a foggy Saturday morning a few weeks ago. Unsurprisingly, his home is beautiful and well appointed. But it's also strikingly modest given his stature. Minimal to the point of spartan, it's devoid of material excess. No entourage. No private chef. No crazy car collection. Not even an assistant. Just Jack, barefoot, unpretentious and excited to show me his infrared sauna and his cold plunge... Enjoy! Rich

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Beyond Eat, Pray, Love: Elizabeth Gilbert's Raw Truth About Addiction, Codependency & The Awakening That Saved Her Life

Beyond Eat, Pray, Love: Elizabeth Gilbert's Raw Truth About Addiction, Codependency & The Awakening That Saved Her Life

Elizabeth Gilbert is the bestselling author of "Eat, Pray, Love" and her new memoir "All the Way to the River." This conversation explores sex and love addiction, her partner's death during relapse, and finding recovery through radical honesty. We discuss hitting rock bottom while buying drugs for her dying partner, six years of celibacy as self-care, the illusion of control, and learning "no abandonment of self." This exchange reveals how the "Eat, Pray, Love" author ended up in her darkest chapter. Elizabeth's courage to be this vulnerable is inspiring. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors: LMNT: Get a free LMNT Sample Pack with any purchase 👉 https://www.drinklmnt.com/richroll                                                                                  AG1: Get a FREE bottle of D3K2, Welcome Kit, and 5 travel packs with your first order 👉https://www.drinkAG1.com/richroll Pique: Get up to 20% OFF plus a FREE rechargeable frother and glass beaker with your first subscription 👉https://www.piquelife.com/richroll                                                       Momentous: High-caliber human performance products for sleep, focus, longevity, and more. For listeners of the show, Momentous is offering up to 35% off your first order👉https://www.livemomentous.com/richroll WHOOP: The all-new WHOOP 5.0 is here! Get your first month FREE👉https://www.join.whoop.com/Roll On: High-performance shoes & apparel crafted for comfort and style 👉https://www.on.com/richroll              Check out all the amazing discounts from our Sponsors 👉 https://www.richroll.com/sponsors   Find out more about Voicing Change Media at https://www.voicingchange.media  and follow us @voicingchange

11 Sep 2h 25min

Rhett & Link On Building A (Mythical) Media Empire, The Price of Public Friendship, & Leaving The Evangelical Church

Rhett & Link On Building A (Mythical) Media Empire, The Price of Public Friendship, & Leaving The Evangelical Church

Rhett McLaughlin and Link Neal are the creators of Good Mythical Morning, one of YouTube's most-watched daily shows with over 19 million subscribers and 8 billion views. This conversation explores their 40-year friendship, spiritual deconstruction from evangelical Christianity, the soul cost of YouTube's algorithm, their self-funded series Wonderhole, and what happens when your best friend is also your business partner. We talk faith, the strain on family life, and the challenge of building an empire without losing your humanity. Along the way, they reveal how their deconstruction ultimately saved their friendship. Rhett and Link have built something incredibly inspiring.  And their story is still unfolding. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors: On: High-performance shoes & apparel crafted for comfort and style 👉https://www.on.com/richroll                                                                    Squarespace: Use code RichRoll to save 10% off your first order of a website or domain 👉https://www.squarespace.com/RichRoll     AG1: Get a FREE bottle of D3K2, Welcome Kit, and 5 travel packs with your first order 👉https://www.drinkAG1.com/richroll                                             BetterHelp: Get 10% OFF the first month👉 https://www.betterhelp.com/richroll           Rivian: Electric vehicles that keep the world adventurous forever👉https://www.rivian.com Momentous: High-caliber human performance products for sleep, focus, longevity, and more. For listeners of the show, Momentous is offering up to 35% off your first order made through👉 https://www.LiveMomentous.com/richroll Check out all of the amazing discounts from our Sponsors 👉 https://www.richroll.com/sponsors   Find out more about Voicing Change Media at https://www.voicingchange.media  and follow us@voicingchange

8 Sep 2h 11min

Jay Duplass & Michael Strassner On The Art of Creative Rebellion

Jay Duplass & Michael Strassner On The Art of Creative Rebellion

Jay Duplass is an award-winning filmmaker, actor, and co-architect of the mumblecore movement. Michael Strassner is a comedian, actor, and the protagonist of Jay's new film "The Baltimorons." This conversation explores Jay's first solo directing effort in 14 years, Michael's journey from rock bottom to seven years of sobriety, and how they created a transcendent film for less than the cost of an LA permit. We discuss creative authenticity versus Hollywood cynicism, why early sobriety rarely gets screen time, and how serving someone else's story might save your own. In the process, we dissect how cultural mythology is built through storytelling and why flawed humans make better protagonists than superheroes. These two are creating equipment for living. What unfolds is a love letter to persistence. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors: Seed: Use code RICHROLL25 for 25% OFF your first order 👉https://www.seed.com/RichRoll25                           Squarespace: Use code RichRoll to save 10% off your first order of a website or domain 👉https://www.squarespace.com/RichRoll     Bon Charge Get 15% OFF all my favorite wellness products w/ code RICHROLL 👉https://www.boncharge.com                                                           Roka: Unlock 20% OFF your order with code RICHROLL 👉https://www.ROKA.com/RICHROLL            The Sprouting Company: Get 10% off and a free copy of "The Sprout Book" with code RICHROLL 👉https://www.thesproutingcompany.com/pages/richroll On: High-performance shoes & apparel crafted for comfort and style 👉https://www.on.com/richroll               Check out all of the amazing discounts from our Sponsors 👉 https://www.richroll.com/sponsors   Find out more about Voicing Change Media at https://www.voicingchange.media  and follow us@voicingchange

1 Sep 2h 31min

The Human Brain: Leading Experts On Preventing Cognitive Decline, Understanding Addiction, The Neurochemistry of Spirituality & The Mind-Body Connection

The Human Brain: Leading Experts On Preventing Cognitive Decline, Understanding Addiction, The Neurochemistry of Spirituality & The Mind-Body Connection

Dr. Andrew Huberman, Drs. Ayesha and Dean Sherzai, Dr. Anna Lembke, Dr. Lisa Miller, and Dr. David Spiegel are researchers exploring the mysteries of our most enigmatic organ. This compilation reveals how three pounds of tissue controls everything—from the vascular networks that determine cognitive destiny to the neurochemistry that drives addiction. Why 97% of Alzheimer's cases aren't inevitable, how dopamine traps us, what happens during spiritual experiences, and why hypnosis works. These insights offer understanding of the neural mechanisms that shape every moment of your existence. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors: On: High-performance shoes & apparel crafted for comfort and style 👉https://www.on.com/richroll                                Roka: Unlock 20% OFF your order with code RICHROLL 👉https://www.ROKA.com/RICHROLL Mint Mobile: Get your 3-month Unlimited plan for just $15/month 👉 https://www.mintmobile.com/richroll AG1: Get a FREE bottle of D3K2, Welcome Kit, and 5 travel packs with your first order 👉https://www.drinkAG1.com/richroll Rivian: Electric vehicles that keep the world adventurous forever👉https://www.rivian.com Check out all of the amazing discounts from our Sponsors 👉 https://www.richroll.com/sponsors Find out more about Voicing Change Media at https://www.voicingchange.media  and follow us@voicingchange

28 Aug 1h 16min

Me, But Better: Olga Khazan On The Science of Personality Change, Challenging Fixed Mindsets, & The Big Five Traits That Shape Your Life

Me, But Better: Olga Khazan On The Science of Personality Change, Challenging Fixed Mindsets, & The Big Five Traits That Shape Your Life

Olga Khazan is a staff writer for The Atlantic and author of "Me, But Better." This conversation explores personality mutability and Olga's experiment to transform from anxious introvert to someone freed from her own patterns. We discuss the Big Five traits, her Miami breakdown that sparked everything, and why anxiety isn't actually your superpower. Along the way, we examine the paradox of self-acceptance. This exchange is about agency, transformation, and why we amplify our suffering. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors: Lincoln Financial: Check out the NEW 4-part series "The Action Plan"👉https://www.lincolnfinancial.com/richroll                                                    On: High-performance shoes & apparel crafted for comfort and style 👉https://www.on.com/richroll              AG1: Get a FREE bottle of D3K2, Welcome Kit, and 5 travel packs with your first order 👉https://www.drinkAG1.com/richroll Birch Living:  Sustainable mattresses with a 100-night risk-free trial. For 20% off site-wide visit BirchLiving.com/richroll. BetterHelp: Get 10% OFF the first month 👉 https://www.betterhelp.com/richroll WHOOP: The all-new WHOOP 5.0 is here! Get your first month FREE👉https://www.join.whoop.com/Roll   Check out all of the amazing discounts from our Sponsors 👉 https://www.richroll.com/sponsors   Find out more about Voicing Change Media at https://www.voicingchange.media  and follow us@voicingchange

25 Aug 2h 12min

Addiction, Celebrity, Public Shaming & Truth: The Performance Art of James Frey, Celebrated Writer of Ill-Repute

Addiction, Celebrity, Public Shaming & Truth: The Performance Art of James Frey, Celebrated Writer of Ill-Repute

James Frey is the author of "A Million Little Pieces," a book that spoke to the deepest, darkest parts of countless readers in early recovery. This conversation explores his journey to become literature's bad boy, his heroes like Baudelaire and Henry Miller, and his philosophy of "prowling with the panther." We discuss the intersection of creativity and the Tao, where inspiration comes from, and his unique approach to capturing vitality on the page. Along the way, James recounts a few things he's never shared publicly. This is a manifesto on the importance of muscular books written by authors with courage. Buckle up. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors: Go Brewing: Use the code Rich Roll for 15% OFF 👉https://www.gobrewing.com On: High-performance shoes & apparel crafted for comfort and style 👉https://www.on.com/richroll              Momentous: Save 35% OFF your first subscription order 👉https://www.livemomentous.com/richroll                              Roka: Unlock 20% OFF your order with code RICHROLL 👉https://www.ROKA.com/RICHROLL            BetterHelp: Get 10% OFF the first month👉 https://www.betterhelp.com/richroll Rivian: Electric vehicles that keep the world adventurous forever👉https://www.rivian.com Check out all of the amazing discounts from our Sponsors 👉 https://www.richroll.com/sponsors   Find out more about Voicing Change Media at https://www.voicingchange.media  and follow us@voicingchange

18 Aug 2h 34min

ROLL ON: The State of Podcasting In 2025

ROLL ON: The State of Podcasting In 2025

Roll On resurfaces from the chrysalis! Adam Skolnick and I unpack 90 days post-surgery, why the caterpillar needs a tortoise mind to become a butterfly, and the death of authentic podcasting. On tap: The state of Podcastistan, why I'm breaking up with viral culture, and the unexpected joy of moving at glacier pace. We explore Phil Stutz's three truths, Alaska's last frontier vibes, and why Deadwood still hits different. Plus: Movies are officially back, friends of the pod crushing impossible distances—because regular suffering is passé—and why community beats audience every damn time. Enjoy! Show notes + MOREWatch on YouTubeNewsletter Sign-Up   Today’s Sponsors: LMNT: Get a free LMNT Sample Pack with any purchase 👉 https://www.drinklmnt.com/richroll                                                                                  Seed: Use code RICHROLL25 for 25% OFF your first order 👉https://www.seed.com/RichRoll25 Pique: Get up to 20% OFF plus a FREE rechargeable frother and glass beaker with your first subscription 👉https://www.piquelife.com/richroll Momentous: Save 35% OFF your first subscription order 👉https://www.livemomentous.com/richroll   Calm: Get 40% off a Calm Premium subscription 👉 https://www.calm.com/richroll Prolon: Get 15% OFF plus a FREE bonus gift 👉 https://www.prolonlife.com/richroll Mint Mobile: Get your 3-month Unlimited plan for just $15/month 👉 https://www.mintmobile.com/richroll Check out all of the amazing discounts from our Sponsors 👉 https://www.richroll.com/sponsors   Find out more about Voicing Change Media at https://www.voicingchange.media  and follow us@voicingchange

14 Aug 1h 35min

Inside Nutrition Misinformation: Nutrition Scientist Jessica Knurick Exposes What's Really Happening to Public Health in America

Inside Nutrition Misinformation: Nutrition Scientist Jessica Knurick Exposes What's Really Happening to Public Health in America

This conversation explores the war on science, the misdirection of the MAHA movement, and what's happening to public health while everyone argues about food dyes. We discuss how a $1.1 trillion healthcare cut happened under the radar, why "seed oils" didn't exist until TikTok invented them, and Jessica's systemic solutions for actually making America healthy. Additionally, she explains how health misinformation has become a profitable fear machine. Jessica brings compassionate clarity to the current health policy landscape. Enjoy! Show notes + MORE Watch on YouTube Newsletter Sign-Up   Today’s Sponsors:  Go Brewing: Use the code Rich Roll for 15% OFF 👉https://www.gobrewing.com Squarespace: Use code RichRoll to save 10% off your first order of a website or domain 👉https://www.squarespace.com/RichRoll     Lincoln Financial: Check out the NEW 4-part series "The Action Plan"👉https://www.lincolnfinancial.com/richroll                                                             AG1: Get a FREE bottle of D3K2, Welcome Kit, and 5 travel packs with your first order 👉https://www.drinkAG1.com/richroll                                             Roka: Unlock 20% OFF your order with code RICHROLL 👉https://www.ROKA.com/RICHROLL            On: High-performance shoes & apparel crafted for comfort and style 👉https://www.on.com/richroll              WHOOP: The all-new WHOOP 5.0 is here! Get your first month FREE👉https://www.join.whoop.com/Roll                        Check out all of the amazing discounts from our Sponsors 👉 https://www.richroll.com/sponsors   Find out more about Voicing Change Media at https://www.voicingchange.media  and follow us@voicingchange

11 Aug 2h

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