Episodios

  • #099 Jonathan Swanson: Scaling Thumbtack, 10x Delegation, and Designing an Ideal Life

    #099 Jonathan Swanson: Scaling Thumbtack, 10x Delegation, and Designing an Ideal Life
    Jan 6 2026
    Topics: (00:00:00) - Intro (00:03:30) - Who are your heroes? (00:09:26) - The infancy and evolution of Athena (00:15:12) - Inflection points (00:18:14) - Jonathan’s reasoning for going public with interviews (00:20:08) - How do you pick countries to work in? (00:22:41) - Who is the core Athena customer? (00:28:09) - Jonathan’s 6 EAs (00:32:13) - Surprising things Jonathan’s delegated (00:35:42) - Broadening your scope of what’s possible with assistants (00:42:05) - A day in the life with multiple EAs (00:45:41) - Delegation within EAs (00:50:31) - Family dynamics with EAs (00:54:07) - The 2050 version of Athena Links: Athena - https://www.athena.com/ Rolling Fun — https://www.rolling.fun To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend >> Or at least give the podcast a positive review to help us reach new listeners! We discuss: How Jonathan developed calm under extreme startup pressure Athena’s evolution from side hustle to billion-dollar vision Why great delegation is a skill, not magic Surprising personal and family delegation use cases Combining humans and AI for exponential leverage Quotes from Jonathan: “My mind is an inner citadel. I’ve got a good mind, a wife that loves me, and everything else is gravy.” “I started Athena with the sole goal of generating income for my wife and I to live off of.” “The vision of ​Athena​ is the best human assistants powered by the best AI.” “Humans are good UX. We’ve evolved to like humans.” “You don’t build the first Tesla without a steering wheel.” “We're building something that watches assistants work, not to replace them, but to augment them.” “Delegation is a J-curve. It's slower at first, but compounds.” “The cardinal sin of delegation is thinking, ‘It’s faster to do it myself.’” “You can think of an assistant as a cognitive prosthesis.” “Belief is the first limiter. Most people don’t believe time freedom is possible.” “Ask yourself: If I had a hundred more hours a week, what would I do?” Important Quotes from the podcast on Business and Entrepreneurship There is no skill called “business.” Avoid business magazines and business classes. - Naval Ravikant You have to work up to the point where you can own equity in a business. You could own equity as a small shareholder where you bought stock. You could also own it as an owner where you started the company. Ownership is really important. Everybody who really makes money at some point owns a piece of a product, a business, or some IP. That can be through stock options if you work at a tech company. That’s a fine way to start.
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    56 m
  • #098 Danielle Strachman: What Makes a Thiel Fellow

    #098 Danielle Strachman: What Makes a Thiel Fellow
    Nov 4 2025
    Topics: (00:00:00) - Intro (00:03:46) - Deep dive into the Thiel Fellowship (00:07:04) - Success stories and impact of Thiel Fellows (00:11:04) - Challenges and controversies (00:16:01) - Evolution and future of fellowship programs (00:18:39) - Early days of building the Thiel Fellowship (00:23:36) - Traits of a Thiel Fellow (00:33:24) - Nurturing genius (00:39:57) - Screen time & children (00:40:30) - Big screens vs. small screens (00:43:12) - Quality time and engaging activities (00:45:42) - Emotional depth and resilience in young founders (00:54:02) - The traits of innovators (01:04:08) - The journey of 1517 Fund (01:10:05) - Join the 1517 community Links: Rolling Fun — https://www.rolling.fun To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend >> Or at least give the podcast a positive review to help us reach new listeners! We discuss: The founding story and long-term vision behind the Thiel Fellowship Common traits among exceptional young founders, including curiosity, hyper fluency, and “dog on a leash” energy Lessons from supporting early pioneers like Vitalik Buterin, Dylan Field, and Laura Deming. How 1517 Fund backs young builders and “Wily weirdos” working on sci-fi-level ideas Danielle’s philosophy on education, parenting, and fostering genius in children Quotes from Danielle: “We weren’t looking for startup founders—we were looking for people on a mission.” “Dog-on-a-leash energy—that’s what we look for. We’re here to cut the leash.” “Hyperfluency is the ability to geek out with geeks, and still explain your work to your grandma at Thanksgiving.” “These people are kind of mutants—they don’t fit in typical systems.” “All kids under five are geniuses. The system just squashes it out of them.” “The most shocking thing? People publicly attacked the Fellows. Not just the program—the people. Teenagers.” “Crazy, crazy awesome—we can’t tell if they’re insane or brilliant, and it’ll take years to find out.” “Big screens good, small screens bad.” “In the future, I want to be funding 11-year-olds. The world won’t be ready, but I will be.” “We just want to talk to wily weirdos who want to be around other wily weirdos.”
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    1 h y 13 m
  • #096 Cal Riley: Special Ops, Grief, and Why Your Business Needs a Heart

    #096 Cal Riley: Special Ops, Grief, and Why Your Business Needs a Heart
    Sep 30 2025
    Topics: (00:00:00) - Intro (00:03:07) - Cal's military background (00:13:59) - Transitioning into a family business (00:19:35) - Implementing EOS (00:25:08) - The journey to compassionate leadership (00:36:16) - Prioritizing self-care and meditation (00:37:19) - Journaling techniques and prompts (00:39:02) - Mental health stigma and therapy (00:40:16) - Daily intentions and successes (00:42:28) - Leadership (00:47:28) - Coaching and team building (00:58:45) - Writing a book (01:03:10) - Resources Links: Scribe — https://scribemedia.com Entrepreneurial Compassion: An Entrepreneur’s Journey Through Combat, Suicide, and the Discovery of Compassionate Leadership - https://amzn.to/4nqH6AK To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend >> Or at least give the podcast a positive review to help us reach new listeners! We discuss: How military battle drills shaped Cal’s approach to business leadership How EOS changed about his company and personal life Why compassion is both a moral imperative and a business advantage Tactical ways Cal builds emotional awareness into his leadership habits How journaling, meditation, and presence help fuel resilience and clarity Quotes from Cal: "The more compassion I showed my team, the more profit we made. It’s not soft—it’s smart." "They’ll never care how much you know until they know how much you care." "Every really good unit has this thing called a tactical SOP—just like your business has processes." "EOS gave me the ability to step back, let the team lead, and focus on building the future." "I went from working 90 hours a week in the business to now doing one meeting a week." "The business stops running you, and you start running it." "When we can be driven and compassionate, the sky’s the limit." "As entrepreneurs, we’re good at putting out fires—and if there isn’t one, we’ll start one just to feel busy." "My brother’s death has to mean something—this book is how I make sure something good comes from it." "I want to create a million compassionate leaders and prevent a hundred thousand suicides." "This isn't about monetizing trauma—every cent from the book goes to suicide prevention." Important Quotes from the podcast on Business and Entrepreneurship There is no skill called “business.” Avoid business magazines and business classes. - Naval Ravikant You have to work up to the point where you can own equity in a business. You could own equity as a small shareholder where you bought stock. You could also own it as an owner where you started the company. Ownership is really important. Everybody who really makes money at some point owns a piece of a product, a business, or some IP. That can be through stock options if you work at a tech company. That’s a fine way to start.
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    1 h y 5 m
  • My Conversation with Naval on Building Judgement

    My Conversation with Naval on Building Judgement
    Sep 23 2025
    It's been five years since the Almanack of Naval Ravikant was published. I spent the day with Naval expanding on key ideas from the book. We recorded hours of that conversation to share with you. This episode is a portion of that long conversation that talks about Building Judgement You can purchase the new expanded edition with nearly 4 hours of new material on Audible here: https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ Chapters: 00:00 The Search for Something Perfect & Permanent 03:00 Timeless vs. Timely Knowledge 06:00 Truth, Reach & Universal Theories 09:00 From Specifics to General Principles 12:00 Learning by Doing – Experience First 15:00 Judgment, Taste & the Role of Reflection 18:00 Investing, Taste & Post-Wealth Choices 21:00 Hard Work, Focus & Breakthroughs 24:00 From Logic to Intuition to Taste 27:00 AI, Information Retrieval & Human Creativity 30:00 Leverage of Software Engineers with AI 33:00 The iPhone as the Greatest Product of the Age 36:00 Entrepreneurs, Creativity & Using AI as a Tool To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend
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    35 m
  • My Conversation with Naval on Saving Yourself

    My Conversation with Naval on Saving Yourself
    Sep 23 2025
    It's been five years since the Almanack of Naval Ravikant was published. I spent the day with Naval expanding on key ideas from the book. We recorded hours of that conversation to share with you. This episode is a portion of that long conversation that talks about Saving Yourself You can purchase the new expanded edition with nearly 4 hours of new material on Audible here: https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ Chapters: 00:00 Virtues as Long-Term Selfishness & Cheap Dopamine 03:00 Fixing Local Problems Before Global Activism 06:00 Spreadability vs. Correctness of Ideas 09:00 Truth as Survival in the Multiverse 12:00 Authenticity, Ego & Removing the Mask 15:00 Modern Traps, Hedonism & Religion’s Role 18:00 Finding the People, Work & Place That Need You Most 21:00 Exploration, Investment & Compound Interest 24:00 Learning Through Iterations, Not Hours 27:00 Choosing Your Environment & Adapting It 30:00 Envy vs. Inspiration – Choosing the Better Path 33:00 Heroes, Resonance & The Legacy of Steve Jobs 36:00 Universal Human Potential & Breaking Labels To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend
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    36 m
  • My Conversation with Naval on Learning Happiness

    My Conversation with Naval on Learning Happiness
    Sep 23 2025
    It's been five years since the Almanack of Naval Ravikant was published. I spent the day with Naval expanding on key ideas from the book. We recorded hours of that conversation to share with you. This episode is a portion of that long conversation that talks about Learning Happiness You can purchase the new expanded edition with nearly 4 hours of new material on Audible here: https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ Chapters: 00:00 Happiness as a Skill & Thought Construct 03:00 Peace, Desires & Higher Motives 06:00 Mind-Created Problems & Meditation 09:00 Engagement vs. Peace – Balancing Both 12:00 Health, Wealth & the Pursuit of Truth, Love, Beauty 15:00 Meditation, Silence & Resolving Thoughts 18:00 Love, Creation & Human Flourishing 21:00 Acute vs. Chronic Unhappiness, Ego & Identity 24:00 Choice Theory & Depression as Habit 27:00 Seasons of Life – Wealth, Health & Happiness 30:00 Aging, Compounding Actions & Character 33:00 High Agency Living & Designing Life 36:00 Reinterpreting the Past, Forgiveness & Ego 39:00 Enlightened Teachers, Peace & No-Self 42:00 Relationships, Self-Sufficiency & Truth in Bonds 45:00 Consciousness, Self-Examination & No-Self Realization 51:00 Seeking Enlightenment vs. Chasing Shiny Objects 54:00 Happiness, Motivation & Effectiveness 57:00 Relationships, Obligations & Peer Bonds 60:00 Ritual vs. Genuine Happiness To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend
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    1 h y 4 m
  • My Conversation with Naval on Philosophy

    My Conversation with Naval on Philosophy
    Sep 23 2025
    It's been five years since the Almanack of Naval Ravikant was published. I spent the day with Naval expanding on key ideas from the book. We recorded hours of that conversation to share with you. This episode is a portion of that long conversation that talks about Philosophy You can purchase the new expanded edition with nearly 4 hours of new material on Audible here: https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ Chapters: 00:00 Meditations, Authenticity & Schopenhauer 03:00 God, Kids, or Mission – Sources of Meaning 06:00 Truth, Heresies & Group Consensus 09:00 Evolution, Buddhism & Quantum Physics 15:00 Simulation Theory vs. Consciousness 18:00 Religion, Science & Contemporary Lenses 21:00 Live for Something Larger Than Yourself 24:00 Reading, Philosophy & Timeless Books 27:00 Pursuing Happiness, Wealth & Status Indirectly 30:00 Fun Criterion & Learning Through Curiosity 33:00 Risk, Conviction & Building the Impossible 36:00 Retirement, Truth, Love & Beauty 39:00 Endgame Content & Playing Without Fear 42:00 Wealth, Enlightenment & Contradictory Desires To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend
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    45 m
  • My Conversation with Naval on Building Wealth

    My Conversation with Naval on Building Wealth
    Sep 23 2025
    Naval Ravikant on Building Wealth It's been five years since the Almanack of Naval Ravikant was published. I spent the day with Naval expanding on key ideas from the book. We recorded hours of that conversation to share with you. This episode is a portion of that long conversation that talks about Building Wealth You can purchase the new expanded edition with nearly 4 hours of new material on Audible here: https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ 00:00 Defining Wealth 03:00 Knowledge as the True Multiplier 09:00 Ethics of Wealth Creation & Capitalism 15:00 Progress, Optimism & Conjecture 21:00 Scale, Governance & Morality 27:00 Products, Knowledge & Hard-to-Vary Designs 36:00 Closing Reflections To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend
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    38 m
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