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Old School with Shilo Brooks

Old School with Shilo Brooks

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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 Kunst Persönliche Entwicklung Persönlicher Erfolg
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  • The NYC Public Defender Who Sends Books to Prisoners

    The NYC Public Defender Who Sends Books to Prisoners
    Mar 5 2026
    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
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    56 Min.
  • ‘The Brothers Karamazov’ Helped Inspire the Catholic App Hallow

    ‘The Brothers Karamazov’ Helped Inspire the Catholic App Hallow
    Feb 26 2026
    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
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    55 Min.
  • ‘Lolita,’ Jeffrey Epstein, and the Real Meaning of a Challenging Classic

    ‘Lolita,’ Jeffrey Epstein, and the Real Meaning of a Challenging Classic
    Feb 19 2026
    One particular novel is all over the Epstein files: Vladimir Nabokov’s Lolita. Reportedly, this was the one and only book Jeffrey Epstein kept at his bedside table. He owned a first edition. It pops up in emails and in photos, released by the House Oversight Committee, that show young women with quotes from the book written on their bodies. Lolita is about a 38-year-old man who kidnaps and serially rapes a 12-year-old girl. The book is not only a literary masterpiece, but a fixture of American pop culture. The illicit relationship it depicts is often glamorized in film, music, and art. Today, Rafaela Siewert interviews Shilo Brooks about Lolita–and about how a novel narrated by a homicidal pedophile rapist came to occupy such a prominent place in American life. 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
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    49 Min.
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