Avsnitt

  • Why do constraints so often lead to better results? In this conversation, Ravi chats with bestselling author David Epstein, who explains how limitations can spark creativity, improve focus, strengthen decision-making, and drive innovation across writing, business, sports, and technology. Drawing on stories from Haruki Murakami, David Chang, Pixar, Amazon, and NASA, David argues that success comes from balancing exploration with focused execution. The lesson is counterintuitive but powerful: having fewer options is often what unlocks our greatest potential.

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  • Ravi sits down with financial writer and Animal Spirits co-host Ben Carlson to discuss investing, inflation, market psychology, and why long-term optimism still wins. From stock market crashes and recessions to AI, passive investing, retirement, and wealth building, Ben explains why trying to time the market often backfires—and what investors should do instead. They also explore today's biggest economic risks, from government debt and tariffs to tech concentration and speculative investing. If you're wondering how to build wealth in an uncertain world, this conversation offers a practical framework for staying invested and thinking long term.



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  • Ravi Gupta examines the growing scandals surrounding Maine Senate candidate Graham Platner, from newly revealed sexting allegations to controversial past comments and mounting questions about his character and judgment. He explores whether Platner's supporters—and the Democratic influencers and leaders who helped elevate him—are overlooking serious warning signs. With control of the Senate potentially on the line, Ravi asks whether Platner has become a political liability and what his rise says about the future of the Democratic Party.

    Pre-order Ravi’s new book The Invisible List



    Amazon: https://www.amazon.com/Invisible-List-Passion-Year-Every/dp/0593980859/ref=sr_1_1?crid=2TKS6Y9B9VBMT&dib=eyJ2IjoiMSJ9.5LDAYpIV1QkF6qGXMXrOoA.RwdEWCV1lydW_PuYCdxwhLCv2L61Iu1CcRT9HDQXAxQ&dib_tag=se&keywords=ravi+gupta+invisible+list&qid=1780260764&sprefix=%2Caps%2C163&sr=8-1






    Local: https://bookshop.org/p/books/the-invisible-list-a-guide-to-conquering-deferred-dreams-ravi-gupta/cc0da5aa0e8c5bb9?ean=9780593980859&next=t




    Book website: https://readinvisiblelist.com/






    Email pre-order receipts to: [email protected]




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  • Dating apps promised to make finding love easier. Instead, many people feel more disconnected, discouraged, and lonely than ever. Ravi sits down with relationship coach, matchmaker, and founder of The Feels, Allie Hoffman, to explore why dating apps may be failing us, what we've lost by outsourcing connection to technology, and how real-world community can help us find our way back. Together, they unpack modern loneliness, the hidden costs of swipe culture, and the case for getting off the apps and into real life.

    Ravi's new book The Invisible List

    ––––––––––––

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  • What did you used to want to learn, make, or finish? Guitar. Spanish. Salsa. The novel you've been starting for a decade.

    We all carry an invisible list: the skills we wish we'd learned, the talents we wish we'd developed, and the dreams we meant to pursue. Most of us file that list away, telling ourselves we'll get back to it someday. Most of us never do. In this episode, Ravi Gupta shares the framework behind his new book, The Invisible List, why he believes it's never too late to start, and how you can pre-order the book and begin reclaiming the dreams you've deferred.



    –––––––––

    To Pre-Order The Invisible List:


    Amazon: https://www.amazon.com/Invisible-List-Passion-Year-Every/dp/0593980859/ref=sr_1_1?crid=2TKS6Y9B9VBMT&dib=eyJ2IjoiMSJ9.5LDAYpIV1QkF6qGXMXrOoA.RwdEWCV1lydW_PuYCdxwhLCv2L61Iu1CcRT9HDQXAxQ&dib_tag=se&keywords=ravi+gupta+invisible+list&qid=1780260764&sprefix=%2Caps%2C163&sr=8-1


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    Book website:  https://readinvisiblelist.com/


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  • New York City spends over $40,000 per student — more than almost anywhere in America — yet its schools deliver painfully average results while enrollment continues to collapse. Ravi sits down with journalist Marc Novicoff to unpack the exploding costs, shrinking classrooms, special education loopholes, and political dysfunction driving the crisis. They explore how billion-dollar programs, empty school buildings, and untouchable bureaucracy are reshaping public education in America’s largest city — and why almost nobody in power seems willing to confront it.



    _______________________



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  • Everything we think we know about dating, sex, love, and marriage may only be half true. In this episode, Dr. Justin Garcia, director of the Kinsey Institute and author of The Intimate Animal, joins Ravi to unpack the hidden forces shaping modern relationships — from dating apps and Gen Z’s “sex recession” to infidelity, pornography, monogamy, and why so many Americans are single. Drawing on decades of research, they explore the gap between what people say they want and how relationships actually work. It’s a fascinating, surprising conversation about intimacy, trust, desire, and what it really means to find connection today.



    ––––––––––––



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  • How did Mississippi — long seen as one of the worst states in America for education — become one of the fastest-improving in the country? In this episode, education reformer Rachel Canter joins Ravi Gupta to unpack the “Mississippi Miracle” — the controversial policies, hard choices, and cultural shifts that transformed student outcomes against all odds. They explore why Mississippi’s success challenges assumptions across the political spectrum — and what the rest of the country may be getting wrong about education.



    Ravi's recent piece on Hasan Piker

    Rachel Canter’s Atlantic piece and full report on the Mississippi Miracle



    –––––––



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  • What if the Iran war never really ends—but instead settles into a dangerous, permanent limbo? In this episode, Ravi Gupta sits down with former Deputy National Security Advisor Jon Finer to unpack the confusing reality behind Trump’s Iran strategy, the collapse of diplomacy, and why the world may now be worse off than before the war began. Together, they revisit the Obama-era JCPOA nuclear deal, debate whether any future agreement is still possible, and explore how America’s shifting foreign policy has damaged trust with allies and adversaries alike. It’s a sobering conversation about war, power, diplomacy—and what happens when no one can clearly define what “winning” even means anymore.

    Jon’s podcast: The Long Game with Jake Sullivan and Jon Finer



    ____________



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  • Ravi Gupta sits down with Bradley Tusk to break down New York City’s mounting budget crisis, a $6B deficit, and the tough choices facing Mayor Mamdani. They dig into the city’s $40B education system—why it spends more than anywhere else yet delivers mediocre results—and what real reform could look like. The conversation spans everything from union power and government inefficiency to housing, public safety, and the future of urban leadership. It’s a sharp, unfiltered look at whether Mamdani has the political courage to move beyond ideology and actually fix what’s broken. 



    Bradley Tusk’s The Firewall Podcast 



    ____________



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  • What if everything you’ve been told about recessions is wrong? On this episode, Ravi Gupta sits down with economist Tyler Goodspeed to challenge the classic “boom and bust” narrative—arguing that downturns aren’t inevitable consequences of excess, but the result of unpredictable shocks like energy crises, policy mistakes, or global events. Drawing on data stretching back to the 1700s, Tyler makes the case: “economic expansions don’t die of old age—they’re murdered”—and that trying to time the next crash may be a losing game. It’s a sharp, perspective-shifting conversation that reframes how the economy actually works—and what truly puts it at risk.



    Tyler Goodspeed’s Recession



    -----------



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  • Ravi sits down with legendary music biographer Bob Spitz, who pulls back the curtain on rock’s biggest icons and the forces that made them endure. From secret blues records on military bases to the calculated creation of the “anti-Beatles,” they unpack the hidden strategy behind the Rolling Stones’ rise. The conversation dives into chaos—addiction, ego, death, and disaster—and asks how the Stones survived what destroyed everyone else. A sharp, unvarnished look at what it takes to become—and remain—arguably the greatest rock band in the world.



    Bob Spitz’s The Rolling Stones



    ____________



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  • When Ravi Gupta was a struggling high school student, he pulled Jon Lee Anderson’s biography of Che Guevara off his mom’s bookshelf—and it became the first book that truly grabbed him, shaping how he saw the world. That personal connection sparks a wide-ranging conversation about how Anderson’s globe-trotting childhood led him to report from the frontlines of history and build trust with everyone from warlords to world leaders. The episode traces Cuba’s dramatic ups and downs—from the economic collapse of the 1990s to Barack Obama’s brief attempt at reopening relations—and why the country now feels closer to crisis again. And it ends with an unforgettable twist: Anderson’s own unlikely role in uncovering what happened to Che Guevara after his death.



    --> VOTE HERE for Where the School’s Went for Best Health, Science, or Education Podcast



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  • Ravi Gupta breaks down what he sees as a major U.S. loss in Iran, arguing that Trump’s threats and ceasefire ultimately left Iran with more power and America with less. He also shares clips of Hasan Piker’s commentary, arguing that Democratic candidates and media outlets should stop treating him as a credible political voice. The episode also covers early reactions to Mayor Mamdani’s first 100 days, Anthropic’s warning about a powerful new AI model, and fresh questions about Sam Altman. It’s a sharp, wide-ranging take on politics, media, and the power struggles shaping the moment.



    Vote for Where the School’s Went

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    _____________



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  • Ravi Gupta sits down with Alexander Hurst, author of Generation Desperation, to unpack his journey from $300 to over $1 million—and the identity he built around the life that money seemed to promise. As his portfolio surged during COVID, meme stocks, and the rise of online trading culture, so did a vision of becoming financially free, creatively unbound, and finally ahead. When the gains reversed and turned into debt, it forced a reckoning—not just with risk, but with how deeply a sense of self can become tied to numbers on a screen. It’s a candid conversation about ambition, illusion, and what his story reveals about a generation pushed to gamble for a different life.



    Alexander Hurst’s Generation Desperation

    Ravi’s recent substack, Turning the Camera On



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  • What happens when Americans fear AI more than Trump, ICE, or either political party? In this provocative conversation, Catherine Bracy joins Ravi to unpack why voters are deeply skeptical of artificial intelligence — and why neither Democrats nor Republicans have seized the political opportunity. They explore the rising influence of tech billionaires, the possibility of regulating or even “nationalizing” AI, and the surprising new alliances forming across ideological lines. If you want to understand how AI could reshape jobs, democracy, and the next presidential election, this episode is essential listening.



    Catherine Bracy’s organization Tech Equity and book World Eaters 




    Ravi’s recent substack post: Go To Camp




    –––––––



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  • In this episode, Ravi Gupta talks with Time’s Andrew Chow about an unlikely coalition rising up against AI — from MAGA-aligned tech skeptics to democratic socialists pushing for data center moratoriums. They trace how local activism is already stalling major infrastructure projects, even as Big Tech prepares to flood elections with money to keep regulation at bay. The conversation zeroes in on the highest-stakes frontier: AI’s role in weapons and domestic surveillance, and whether any company will hold firm on its “red lines” when contracts and market pressure hit. Ultimately, Ravi frames it as a defining political fight of the decade: can everyday people set the terms, or will the machines — and the companies building them — decide for us?



    Andrew Chow’s The People vs. AI (Time, Feb 2026)

    Ravi’s recent substack post: The Melt-Up

    Join Squadra, Ravi's fitness community



    ––––––



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  • AI is shifting from something you prompt to something that can proactively work for you. Ravi Gupta sits down with technologist Michael Simon to unpack OpenClaw—an open-source, always-on AI agent that connects to your email, calendar, and other tools to function more like a chief of staff than a chatbot. They explore what this unlocks (from daily briefings to real automation), why it could be economically disruptive fast, and the new security and safety risks that come with always-on agents. The takeaway: the upside is real—but so is the need for boundaries, before the tech reshapes work and life faster than we’re ready for.

    Ravi’s recent substack post: The 50/50 Life

    Join Squadra



    ––––––

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  • Ravi Gupta examines new data challenging the idea of a strong economic recovery and connects the week’s biggest political and cultural stories—from deficits, tariffs, and the Epstein revelations to immigration, schools, and AI—before asking a deeper question: what holds a society together when trust in institutions fades? In conversation with former Obama White House lawyer Jason Green, the focus turns to memory, community, and preserving elders’ stories, suggesting that rebuilding meaning may begin with humility, listening, and the people closest to home.



    Jason Green’s Too Precious to Lose 



    –––––



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  • Ravi breaks down the week’s most important stories. He examines what’s wrong with the Epstein file release—and what it reveals about elite culture, status addiction, and moral drift. He then turns to an under-covered AI development: a bot-only social network powered by autonomous agents already behaving in unsettling ways. Plus: a striking Cato Institute report on immigration and deficits, a Texas special-election swing, election-system warning signs, and new reporting on foreign money and influence around Trump. The throughline: power without accountability distorts behavior—and the consequences are no longer theoretical.



    ––––

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    Follow Ravi at @RaviMGupta

    Notes from this episode are also available on Substack: https://thelostdebate.substack.com/


    Read more from Ravi on Substack: https://realravigupta.substack.com 

    Follow The Branch at @thebranchmedia

    Listen to more episodes of Lost Debate on Apple: https://podcasts.apple.com/us/podcast/the-lost-debate/id1591300785

    Listen to more episodes of Lost Debate on Spotify: https://open.spotify.com/show/7xR9pch9DrQDiZfGB5oF0F


    Listen to Where the Schools Went: https://thebranchmedia.org/show/where-the-schools-went/