Old School with Shilo Brooks

The Free Press
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Fewer of us than ever are reading books for pleasure. Shilo Brooks is on a mission to change that. Old School is a new podcast from The Free Press about great books and how reading them can make us stronger, better men. The show features intimate conversations with fascinating men—from fitness gurus to philosophers—about the books that shaped their lives. New episodes out every Thursday.  Read with us: https://bookshop.org/lists/old-school-with-shilo-brooks

  1. -2 ДН.

    How Sports Became Our Civic Religion

    For tickets to our live recording with Jon Meacham in Philadelphia, click here and register. Use code TFP for a 20 percent discount.  In this episode, Shilo sits down with sportswriter Wright Thompson to explore what the ESPN mainstay has learned from decades of covering elite athletes such as Tiger Woods and Michael Jordan. Does greatness require rage, dysfunction, or “daddy issues”? And what does GOAT culture teach young men about winning—and losing?  They dig into why sports matter so deeply: tribal belonging, meritocracy, tradition, and the rare intensity of collective experience that borders on the religious. Thompson also explains why the most passionate fandoms often emerge in poor, deindustrialized towns. They also examine the controversies and contradictions of modern sports, from coaches and universities running de facto professional programs to the rise of gambling and debates over salary caps. Old School is proudly brought to you by the Jack Miller Center. If you believe in the importance of civic education and want to help prepare the next generation to carry on our democracy, join us at JackMillerCenter.org. Become a paid subscriber to The Free Press today to enjoy exclusive bonus episodes and reduced ads. Click here to subscribe. Learn more about your ad choices. Visit megaphone.fm/adchoices

    52 мин.

  2. 16 АПР.

    The Ancient Jewish Wisdom Behind a $5 Billion Company

    For tickets to our live recording with Jon Meacham in Philadelphia, CLICK HERE and register. Use code TFP for a 20 percent discount.  As he built Kind Snacks into a $5 billion company, ‘Shark Tank’s Daniel Lubetzky didn’t turn to startup gurus or business manuals—but to a 2,000-year-old Jewish text. After the death of his father, a Holocaust survivor with whom he was deeply close, Daniel’s rabbi encouraged him to read Pirkei Avot, a collection of ancient wisdom on ethics, humility, and leadership. In this episode, Daniel explains to Shilo how its teachings shaped both his leadership and Kind’s culture by reminding him to question his ego, resist yes-men, stay grounded, and learn from everyone. More than moral philosophy, Pirkei Avot became a practical guide—anchoring his values while building an iconic brand. Old School is proudly brought to you by the Jack Miller Center. If you believe in the importance of civic education and want to help prepare the next generation to carry on our democracy, join us at JackMillerCenter.org. Become a paid subscriber to The Free Press today to enjoy exclusive bonus episodes and reduced ads. Click here to subscribe. Learn more about your ad choices. Visit megaphone.fm/adchoices

    53 мин.

  3. 9 АПР.

    Neal Stephenson on AI, Rome, and How Civilizations Decline

    Neal Stephenson, the prophetic author of cyberpunk classics like Snow Crash and The Diamond Age, has shaped how we imagine the future, from the metaverse to crypto to AI. His science fiction has a way of becoming reality. But Stephenson’s thinking is just as rooted in the past, returning to timeless questions of empire and decline. In this episode, he joins Shilo to discuss Edward Gibbon’s The History of the Decline and Fall of the Roman Empire, a sweeping work that has captivated readers from Winston Churchill to Iggy Pop. Was Rome undone by barbarians, Christianity, decadence, or elite failure? And what do those patterns reveal about our own age of technological upheaval—and the risks of AI? Old School is proudly brought to you by the Jack Miller Center. If you believe in the importance of civic education and want to help prepare the next generation to carry on our democracy, join us at JackMillerCenter.org. Become a paid subscriber to The Free Press today to enjoy exclusive bonus episodes and reduced ads. Click here to subscribe. Learn more about your ad choices. Visit megaphone.fm/adchoices

    49 мин.

  4. 26 МАР.

    The Two Types of People Who Never Find Happiness

    For tickets to our live recording with Jon Meacham in Philadelphia, CLICK HERE and register. Use code TFP for a 20 percent discount.  Life is short. How do we live it well? Harvard professor Arthur Brooks has spent years studying happiness. In this episode, he joins Shilo to explore what neuroscience, faith, and philosophy reveal about how to live a happy life. Most of us are caught up in either the pursuit of empty pleasures or the pursuit of great achievement—“slacker” and “striver” extremes that keep us in a doom loop, like addicts.  The real keys to happiness are deepening relationships, cultivating faith, and committing to lifelong learning, without concern for external validation or reward. Above all, we must learn to love and be loved and to accept suffering and heartbreak as features, not bugs, of a meaningful life. Arthur’s latest book, The Meaning of Your Life: Finding Purpose in an Age of Emptiness, comes out March 31, 2025, pre-order your copy today at the link! Old School is proudly brought to you by the Jack Miller Center. If you believe in the importance of civic education and want to help prepare the next generation to carry on our democracy, join us at JackMillerCenter.org. Become a paid subscriber to The Free Press today to enjoy exclusive bonus episodes and reduced ads. Click here to subscribe. Learn more about your ad choices. Visit megaphone.fm/adchoices

    53 мин.

  5. 19 МАР.

    Hunting Humans for Sport

    For tickets to our live recording with Jon Meacham in Philadelphia, CLICK HERE and register. Use code TFP for a 20 percent discount.  Richard Connell’s 1924 short story “The Most Dangerous Game” tells of a hyper-sophisticated aristocrat who hunts human beings for sport on his private island. In this episode, best-selling author, screenwriter, and former Navy SEAL sniper Jack Carr joins Shilo to discuss the story’s enormous influence on the thriller genre, including on Carr’s own novels. The conversation explores the thin line between killing and murder—and when violence becomes necessary for peace. Carr also explains why he is skeptical of current U.S. operations against Iran and talk of regime change, and recounts his successful push to change the name of the U.S. Department of Defense back to the Department of War in 2025.  Old School is proudly brought to you by the Jack Miller Center. If you believe in the importance of civic education and want to help prepare the next generation to carry on our democracy, join us at JackMillerCenter.org. Become a paid subscriber to The Free Press today to enjoy exclusive bonus episodes and reduced ads. Click here to subscribe. Learn more about your ad choices. Visit megaphone.fm/adchoices

    55 мин.

  6. 12 МАР.

    Joan Didion Knew What Hollywood Would Become

    The perfect book to read around the Oscars this weekend? Joan Didion’s Play It as It Lays. In this episode, Shilo sits down with Peter Savodnik to discuss Didion’s 1970 novel—a book that seemed to anticipate everything ugly about Hollywood, celebrity culture, and the spiritual emptiness that we now take for granted on the red carpet and on social media. They break down why Didion’s story of an actress drifting through 1960s Los Angeles feels like it could have been written in 2026, how she saw the darker underside of feminist “liberation” long before it was fashionable to question it, and why the real problem with today’s young stars is that we hear from them constantly, leaving little of the mystique that once defined celebrity.  Old School is proudly brought to you by the Jack Miller Center. If you believe in the importance of civic education and want to help prepare the next generation to carry on our democracy, join us at JackMillerCenter.org. Become a paid subscriber to The Free Press today to enjoy exclusive bonus episodes and reduced ads. Click here to subscribe. Learn more about your ad choices. Visit megaphone.fm/adchoices

    55 мин.

  7. 5 МАР.

    The NYC Public Defender Who Sends Books to Prisoners

    In this episode, Shilo Brooks sits down with New York City public defender Ben Schatz to discuss the novel True Grit–and the nature of justice in America.   Ben founded the nonprofit Books Beyond Bars, which sends requested books (not just random donations) to  individuals locked in in New York jails and prisons, giving them dignity, mental escape, and intellectual stimulation.  After discussing True Grit, Ben offers his critique of the U.S. criminal justice system itself: its coercive plea bargaining, racism, overburdened defenders and judges, and prisons that function more as warehouses than places of rehabilitation, especially for mentally ill and addicted people.  Throughout, the conversation links the moral center of True Grit to real‑world questions about what justice is, who deserves mercy, and how to look past someone’s criminal history. Old School is proudly brought to you by the Jack Miller Center. If you believe in the importance of civic education and want to help prepare the next generation to carry on our democracy, join us at JackMillerCenter.org. Become a paid subscriber to The Free Press today to enjoy exclusive bonus episodes and reduced ads. Click here to subscribe. The Free Press earns a commission from any purchases made through all book links in this article. Learn more about your ad choices. Visit megaphone.fm/adchoices

    56 мин.

  8. 26 ФЕВР.

    ‘The Brothers Karamazov’ Helped Inspire the Catholic App Hallow

    Alex Jones was using apps like Headspace and Calm to quiet his mind, but he had fallen away from his Catholic faith. Then he read The Brothers Karamazov, and everything changed. Alex, who went on to recommit himself to Christ and start Hallow, the Catholic prayer app with millions of users worldwide, believes Dostoevsky’s classic is the perfect book to read for Lent.  In this conversation, Alex explains to Shilo how the novel mirrors Christian scripture, explores Dostoevsky’s answer to the problem of evil, and shares why he chose the Silicon Valley start-up model as his unlikely but powerful way to bring millions of people back to daily prayer. Old School is proudly brought to you by the Jack Miller Center. If you believe in the importance of civic education and want to help prepare the next generation to carry on our democracy, join us at JackMillerCenter.org. Become a paid subscriber to The Free Press today to enjoy exclusive bonus episodes and reduced ads. Click here to subscribe. Learn more about your ad choices. Visit megaphone.fm/adchoices

    55 мин.
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Fewer of us than ever are reading books for pleasure. Shilo Brooks is on a mission to change that. Old School is a new podcast from The Free Press about great books and how reading them can make us stronger, better men. The show features intimate conversations with fascinating men—from fitness gurus to philosophers—about the books that shaped their lives. New episodes out every Thursday.  Read with us: https://bookshop.org/lists/old-school-with-shilo-brooks

Информация

  • Канал
    The Free Press
  • Автор
    The Free Press
  • Годы выхода
    2025 - 2026
  • Выпуски
    27
  • Ограничения
    С ненормативной лексикой
  • Сайт подкаста
    Old School with Shilo Brooks
  • Поставщик
    Runaway Media Inc.

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