Podcast
Old School with Shilo Brooks
Hosted by The Free Press · EN
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
31episodes
Episodes
Newest firstAll episodes
Agatha Christie and the Kidnapping That Inspired Her Greatest Mystery
5d ago00:54:51Summary readyIn this episode, Shilo sits down with veteran journalist Joe Nocera for a deep dive into the world’s best-selling novelist, Agatha Christie. Nocera’s new investigative podcast is all about the Charles Lindbergh, Jr., kidnapping, one of history’s most infamous crimes, and a key inspiration behind Christie’s Murder on the Orient Express. They dig into why mystery fiction matters so deeply, the puzzle-like satisfaction of solving the crime, the bloodless elegance of Christie’s plots, and the rare comfort of a story that always resolves with true justice. They break down how Christie drew directly from the Lindbergh kidnapping to craft her most famous work and examine what the Lindbergh case reveals about a society so hungry for retribution that it may have sent the wrong man to the electric chair. 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
SummaryInside the Supreme Court with Amy Coney Barrett
2w ago00:51:10Summary readyIn this special episode, taped live at the George W. Bush Presidential Center, Shilo sits down with Supreme Court Justice Amy Coney Barrett for a wide-ranging interview on the law. They discuss Barrett’s lifelong love of reading, her tumultuous confirmation process, the Constitution and what it should take to amend it, how she approaches cases where her interpretation of the law differs from her personal beliefs, why the Court is not the hyper-partisan institution that people think it is, and much more. It’s a thoughtful conversation that offers a more nuanced look at the highest court in the land. 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
Summary
A New Series From The Free Press | The Lindbergh Conspiracies
2w ago00:43:20Summary readyHi Old School listeners! Veteran reporter Joe Nocera has launched a six part series about the Lindbergh kidnapping. Enjoy episode one here and then head on over to The Lindbergh Conspiracies feed for the rest of the season. Joe will be joining me next week to discuss Agatha Christie and how she was inspired by this very case. --- EP01 | The Broken Window One night in March 1932, the infant son of aviator Charles Lindbergh is taken from his nursery. A warped window, a ladder, and a ransom note mark the beginning of a case that will grip the world and launch a hundred conspiracy theories. Ninety-four years later, we return to the scene of the crime to ask: What really happened that night? Learn more about your ad choices. Visit megaphone.fm/adchoices
SummaryRoald Dahl: Genius and Bigot
4w ago00:49:18Summary readyFor tickets to our live recording with Jon Meacham in Philadelphia, click here and register. Use code TFP for a 20 percent discount. Roald Dahl gave the world Matilda, James and the Giant Peach, and Charlie and the Chocolate Factory. He was also a vicious antisemite. A Broadway play about Dahl’s legacy; the new Michael Jackson biopic; Kanye West’s attempted redemption arc; all of these have the culture asking again: How do we approach brilliant art produced by morally compromised artists? Throughout history, some of the world’s preeminent literary geniuses have also been deeply bigoted, even monstrous people. In this episode, Shilo is joined by Eli Lake, host of Breaking History, for a conversation about these geniuses, from Voltaire to Norman Mailer, and why we should read their work despite their odious prejudices. 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
SummaryHow Sports Became Our Civic Religion
Apr 3000:51:53Summary readyFor 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
SummaryThe Ancient Jewish Wisdom Behind a $5 Billion Company
Apr 1600:52:33Summary readyFor 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
SummaryNeal Stephenson on AI, Rome, and How Civilizations Decline
Apr 900:49:18Summary readyNeal 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
SummaryThe Two Types of People Who Never Find Happiness
Mar 2600:53:00Summary readyFor 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
SummaryHunting Humans for Sport
Mar 1900:54:43Summary readyFor 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
SummaryJoan Didion Knew What Hollywood Would Become
Mar 1200:55:23Summary readyThe 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
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