
Old School with Shilo Brooks
by The Free Press
Is this your podcast?The Free Press is an independent media organization known for its commitment to exploring complex societal issues and promoting thoughtful discourse. Through its diverse content, it aims to engage audiences in meaningful conversations about…
Insights from recent episode analysis
Audience Interest
- reading for pleasure
- self improvement
Podcast Focus
- conversations about influential books
- interviews with notable men
Publishing Consistency
- 26 episodes released
- active for 1 year
Platform Reach
- available on major platforms
- no specific platforms detected
Insights are generated by CastFox AI using publicly available data, episode content, and proprietary models.
Most discussed topics
Brands & references
Total monthly reach
Estimated from 9 chart positions in 9 markets.
By chart position
- 🇺🇸US · Books#46100K to 300K
- 🇳🇴NO · Books#653K to 10K
- 🇵🇹PT · Books#793K to 10K
- 🇮🇸IS · Books#108500 to 3K
- 🇸🇬SG · Books#142500 to 3K
- Per-Episode Audience
Est. listeners per new episode within ~30 days
33K to 101K🎙 Daily cadence·26 episodes·Last published 5d ago - Monthly Reach
Unique listeners across all episodes (30 days)
109K to 338K🇺🇸89%🇳🇴3%🇵🇹3%+6 more - Active Followers
Loyal subscribers who consistently listen
44K to 135K504 real followers tracked across platforms
Market Insights
Platform Distribution
Reach across major podcast platforms, updated hourly
Total Followers
—
Total Plays
—
Total Reviews
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* Data sourced directly from platform APIs and aggregated hourly across all major podcast directories.
On the show
From 17 epsHost
Recent guests
Recent episodes
What ‘The Future Is Female’ Has Meant for Men
Jun 18, 2026
57m 41s
Walter Isaacson on the Sentence That Created America
Jun 11, 2026
52m 57s
The WWII Novel That Explains America
Jun 4, 2026
55m 22s
Agatha Christie and the Kidnapping That Inspired Her Greatest Mystery
May 28, 2026
54m 51s
Inside the Supreme Court with Amy Coney Barrett
May 21, 2026
51m 10s
Social Links & Contact
Official channels & resources
Official Website
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/18/26 | ![]() What ‘The Future Is Female’ Has Meant for Men | For decades, the fight for gender equality has squarely focused on lifting women up—in the workplace, politics, and beyond. But according to Richard Reeves, president of the American Institute for Boys and Men, it’s the men who now need support. From childhood, boys are falling behind in school. Men are trailing women in college completion by an even wider margin than existed (in the opposite direction) when Title IX became law in 1972. They also die by suicide about four times more often, with especially troubling increases among younger men over the past two decades. In this episode, Reeves sits down with Shilo Brooks to discuss why the struggles facing boys and men have become politically impossible to discuss, why they need to stop hearing that “the future is female” and that their masculinity is “toxic,” and what the specific policies are that he believes will help them. 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 | 57m 41s | ||||||
| 6/11/26 | ![]() Walter Isaacson on the Sentence That Created America✨ | Declaration of IndependenceAmerican history+4 | Walter Isaacson | George W. Bush Presidential CenterThe Free Press | — | Americamission statement+7 | Jack Miller Center | 52m 57s | |
| 6/4/26 | ![]() The WWII Novel That Explains America✨ | World War IIAmerican identity+3 | Jon Meacham | The Winds of War | PhiladelphiaAmerica+1 | World War IIAmerican identity+5 | Jack Miller Center | 55m 22s | |
| 5/28/26 | ![]() Agatha Christie and the Kidnapping That Inspired Her Greatest Mystery✨ | Agatha Christiemystery fiction+4 | Joe Nocera | The Free PressMurder on the Orient Express | — | Agatha ChristieLindbergh kidnapping+5 | Jack Miller Center | 54m 51s | |
| 5/21/26 | ![]() Inside the Supreme Court with Amy Coney Barrett✨ | Supreme Courtlaw+4 | Amy Coney Barrett | George W. Bush Presidential CenterThe Free Press | — | Supreme CourtAmy Coney Barrett+4 | Jack Miller Center | 51m 10s | |
| 5/19/26 | ![]() A New Series From The Free Press | The Lindbergh Conspiracies✨ | Lindbergh kidnappingconspiracy theories+3 | Joe Nocera | The Free PressThe Lindbergh Conspiracies | — | Lindberghkidnapping+4 | — | 43m 20s | |
| 5/7/26 | ![]() Roald Dahl: Genius and Bigot✨ | art and moralityliterary geniuses+4 | Eli Lake | The Free PressBreaking History+3 | — | Roald Dahlbigotry+5 | Jack Miller CenterTFP | 49m 18s | |
| 4/30/26 | ![]() How Sports Became Our Civic Religion✨ | sports culturecivic religion+3 | Wright Thompson | ESPNThe Free Press | — | sportscivic education+7 | Jack Miller CenterTFP | 51m 53s | |
| 4/16/26 | ![]() The Ancient Jewish Wisdom Behind a $5 Billion Company✨ | business ethicsleadership+3 | Daniel Lubetzky | Kind SnacksPirkei Avot | — | Kind SnacksDaniel Lubetzky+5 | Jack Miller CenterTFP | 52m 33s | |
| 4/9/26 | ![]() Neal Stephenson on AI, Rome, and How Civilizations Decline✨ | AIcivilizations+5 | Neal Stephenson | The Free PressThe History of the Decline and Fall of the Roman Empire | — | Neal StephensonAI+5 | Jack Miller Center | 49m 18s | |
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| 3/26/26 | ![]() The Two Types of People Who Never Find Happiness✨ | happinessneuroscience+4 | Arthur Brooks | HarvardThe Meaning of Your Life: Finding Purpose in an Age of Emptiness | — | happinessArthur Brooks+5 | Jack Miller CenterTFP | 53m 00s | |
| 3/19/26 | ![]() Hunting Humans for Sport✨ | thriller genrehuman hunting+3 | Jack Carr | The Free PressThe Most Dangerous Game | U.S.Iran+1 | hunting humansthriller+5 | Jack Miller Center | 54m 43s | |
| 3/12/26 | ![]() Joan Didion Knew What Hollywood Would Become✨ | Hollywoodcelebrity culture+4 | Peter Savodnik | The Free PressPlay It as It Lays | — | Joan DidionPlay It as It Lays+5 | Jack Miller Center | 55m 23s | |
| 3/5/26 | ![]() The NYC Public Defender Who Sends Books to Prisoners✨ | criminal justicepublic defense+3 | Ben Schatz | Books Beyond BarsThe Free Press+1 | — | public defenderprison books+3 | Jack Miller Center | 55m 45s | |
| 2/26/26 | ![]() ‘The Brothers Karamazov’ Helped Inspire the Catholic App Hallow✨ | Catholic faithDostoevsky+4 | Alex Jones | HallowThe Free Press+1 | — | CatholicDostoevsky+5 | Jack Miller Center | 54m 56s | |
| 2/19/26 | ![]() ‘Lolita,’ Jeffrey Epstein, and the Real Meaning of a Challenging Classic✨ | literatureJeffrey Epstein+3 | Rafaela Siewert | House Oversight CommitteeThe Free Press+1 | — | LolitaJeffrey Epstein+4 | Jack Miller Center | 49m 04s | |
| 2/12/26 | ![]() The Secret Lives of Ordinary People✨ | poetrytheater+3 | David Aaronovitch | The Free PressUnder Milk Wood | — | Dylan ThomasUnder Milk Wood+5 | Jack Miller Center | 54m 12s | |
| 2/5/26 | ![]() David Mamet vs. the Snobs✨ | literaturetaste+4 | David Mamet | The Free PressMain Street | — | David MametSinclair Lewis+5 | Jack Miller Center | 1h 03m 10s | |
| 1/29/26 | ![]() Colin Quinn on Incels, Woke Activists, and Peaking at 14 | In this episode, legendary comic Colin Quinn dives into a cult classic that still makes him cry with laughter: John Kennedy Toole’s A Confederacy of Dunces. The novel follows the misadventures of an overweight, pretentious misanthrope still living with his mother in 1960s New Orleans. It’s a book that turns fart jokes into high art. It’s also, somehow, a love story between a fat incel and a woke activist—a seemingly absurd pairing that just may be a prescient solution to our modern polarization problem. Plus, Colin and Shilo dig into the parallels between great comic writing and great standup: Both give language to things audiences half-know but have never quite articulated, making the familiar suddenly, painfully funny. 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 | 52m 57s | ||||||
| 1/22/26 | ![]() Dante: The Most Famous, Least Read Poet | Dante Alighieri is one of the most consequential poets in human history, and his The Divine Comedy is essential to understanding Western civilization itself. And yet, though most of us have heard of Inferno, Dante remains one of the least read of all the greats. His masterpiece unfolds in three parts—Inferno, Purgatorio, and Paradiso—charting a journey from despair to redemption. For literature professor Joseph Luzzi, this journey was not abstract. After his wife was tragically killed in a car accident while eight months pregnant, leaving him widowed and a father on the same day, the epic poem helped him overcome his grief and build a new life. In this episode, Shilo and Joseph sit down to discuss Dante’s genius. 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 | 48m 44s | ||||||
| 1/15/26 | ![]() America’s Most Righteous War Produced Its Best Anti-War Novel | In Venezuela, a U.S. operation that captured President Nicolás Maduro has sent shock waves through the hemisphere. In Iran, a deadly crackdown on nationwide protests has Washington threatening the possibility of direct military action. Meanwhile, war rages on from Ukraine to Sudan. All this instability and conflict makes now a good time to revisit the most acclaimed anti-war novel in American history: Catch-22. In this episode, Elliot Ackerman—a Marine Corps veteran and former CIA special operations officer—sits down with Shilo Brooks to unpack Joseph Heller’s classic satire, why it speaks so sharply to this moment, and how Americans have been shielded for the past few decades from the true costs of war. 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 | 55m 45s | ||||||
| 1/8/26 | ![]() Why ‘Middlemarch’ Changed This Catholic Priest’s Life | Middlemarch is George Eliot’s (real name Mary Ann Evans) masterpiece. The 900-page Victorian novel is about the people living in a fictional English town in a time of enormous changes. In this episode, Shilo Brooks sits down with Dominican friar Father Jonah Teller to discuss what makes the book worth reading. Their conversation tackles the novel’s major themes: marriage in all its mismatched forms, political upheaval around reform and the rise of liberalism, the promises and limits of scientific progress, and the facets of human nature revealed in ordinary domestic life. They highlight Eliot’s conviction that there are no truly insignificant lives—that quiet, “unhistoric” acts and small, private decisions are of great importance. 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 | 52m 53s | ||||||
| 12/18/25 | ![]() The Lost Art of Taking the Piss with Richard Dawkins | Richard Dawkins is best known as a formidable evolutionary biologist and biting critic of religion. But when he wants a break from polemics and proofs, he turns to P.G. Wodehouse for a belly laugh. Wodehouse’s satire skewered British aristocrats, Hollywood phonies, and self-important moralists with surgical precision. In this episode, Shilo Brooks sits down with Dawkins to find out why the British humorist remains one of the sharpest writers in the English language. The conversation ranges from Wodehouse’s outrageous similes and linguistic brilliance to his internment by the Nazis during World War II and to a larger question: why has humor been evacuated from modern intellectual 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 | 41m 14s | ||||||
| 12/11/25 | ![]() Living Through the Fall of a Regime | “If we want things to stay as they are, things will have to change.” This famous line from The Leopard has become a shorthand for moments when a ruling order senses its own looming downfall. And it feels eerily relevant now, in an age when the liberal order we cherish seems increasingly unsteady. We are living in a moment when we shout “regime decline” from the rooftops. Giuseppe Tomasi di Lampedusa’s classic novel is about what it feels like to live inside history—inside the collapse of a social order and the disorientation that accompanies the fall of a ruling class. In this episode, historian Dominic Green joins Shilo Brooks to explore why today’s American and British establishments resemble that fading aristocracy: oligarchic, overregulated, technologically backward, and increasingly contemptuous of the people they rule. 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 | 1h 04m 35s | ||||||
| 12/4/25 | ![]() Read This Book Instead of ‘The Catcher in the Rye’ | According to Ryan Holiday, Walker Percy’s The Moviegoer is like the better, more mature cousin to The Catcher in the Rye. In this episode, Shilo Brooks sits down with the author and Daily Stoic founder to discuss the quiet Southern novel set in postwar New Orleans. The book follows a Korean War veteran who has money, women, and a respectable job but whose inner life is defined by existential malaise and a spiritual itch that he calls “the search.” In the end, he resigns himself to the humdrum responsibilities of marriage and everyday life. Brooks and Holiday explore the book’s philosophical themes and its continued relevance in a media-saturated world where many of us, still starved for meaning, try to turn our own existence into a social-media performance. 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 | 1h 02m 39s | ||||||
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Chart Positions
12 placements across 9 markets.
Chart Positions
12 placements across 9 markets.

