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Old School with Shilo Brooks

Hosted by The Free Press · arts · EN

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About this Podcast:

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

Pitch Analysis

Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Verified email

Booking probability

31%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about Old School with Shilo Brooks

What is Old School with Shilo Brooks about?

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.

Who hosts Old School with Shilo Brooks?

Old School with Shilo Brooks is hosted by The Free Press. The show has published 35 episodes to date.

What has Old School with Shilo Brooks covered recently?

Recent episodes include "A Note From Shilo" (25 June 2026, 3 minutes), "What ‘The Future Is Female’ Has Meant for Men" (18 June 2026, 58 minutes), and "Walter Isaacson on the Sentence That Created America" (11 June 2026, 53 minutes).

How often does Old School with Shilo Brooks publish?

Old School with Shilo Brooks publishes roughly weekly, with episodes averaging 51 minutes across 35 episodes.

How hard is it to get booked on Old School with Shilo Brooks?

Booking probability for Old School with Shilo Brooks is 31%, and the host is rated Selective on guests. Old School with Shilo Brooks requires a Pod Score of 80 or higher. Old School with Shilo Brooks's contact route on record: verified email.

Who should pitch Old School with Shilo Brooks?

The strongest fits for Old School with Shilo Brooks are Artists, Writers & Performers. Old School with Shilo Brooks has an arts audience.

About the host

The Free Press hosts Old School with Shilo Brooks, an arts podcast with 35 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Old School with Shilo Brooks

    A Note From Shilo

    Jun 25, 20263 min

    A message from our host. Learn more about your ad choices. Visit megaphone.fm/adchoices

  • Old School with Shilo Brooks

    What ‘The Future Is Female’ Has Meant for Men

    Jun 18, 202658 min

    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...

  • Old School with Shilo Brooks

    Walter Isaacson on the Sentence That Created America

    Jun 11, 202653 min

    If America has a mission statement, it is this: “We hold these truths to be self-evident, that all men are created equal, that they are endowed by their Creator with certain unalienable Rights, that among these are...

  • Old School with Shilo Brooks

    The WWII Novel That Explains America

    Jun 4, 202655 min

    In this special episode, Shilo Brooks is joined by Pulitzer Prize–winning historian Jon Meacham at the Jack Miller Center’s annual summit on civic education. They took the stage at the National Constitution Center in...

  • Old School with Shilo Brooks

    Agatha Christie and the Kidnapping That Inspired Her Greatest Mystery

    May 28, 202655 min

    In 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...

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  • Old School with Shilo Brooks

    Inside the Supreme Court with Amy Coney Barrett

    May 21, 202651 min

    In 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...

  • Old School with Shilo Brooks

    A New Series From The Free Press | The Lindbergh Conspiracies

    May 19, 202643 min

    Hi 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...

  • Old School with Shilo Brooks

    Roald Dahl: Genius and Bigot

    May 7, 202649 min

    For 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...

  • Old School with Shilo Brooks

    How Sports Became Our Civic Religion

    Apr 30, 202652 min

    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...

  • Old School with Shilo Brooks

    The Ancient Jewish Wisdom Behind a $5 Billion Company

    Apr 16, 202653 min

    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...

  • Old School with Shilo Brooks

    Neal Stephenson on AI, Rome, and How Civilizations Decline

    Apr 9, 202649 min

    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...

  • Old School with Shilo Brooks

    The Two Types of People Who Never Find Happiness

    Mar 26, 202653 min

    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...

  • Old School with Shilo Brooks

    Hunting Humans for Sport

    Mar 19, 202655 min

    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...

  • Old School with Shilo Brooks

    Joan Didion Knew What Hollywood Would Become

    Mar 12, 202655 min

    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...

  • Old School with Shilo Brooks

    The NYC Public Defender Who Sends Books to Prisoners

    Mar 5, 202656 min

    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...

  • Old School with Shilo Brooks

    ‘The Brothers Karamazov’ Helped Inspire the Catholic App Hallow

    Feb 26, 202655 min

    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...

  • Old School with Shilo Brooks

    ‘Lolita,’ Jeffrey Epstein, and the Real Meaning of a Challenging Classic

    Feb 19, 202649 min

    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...

  • Old School with Shilo Brooks

    The Secret Lives of Ordinary People

    Feb 12, 202654 min

    Dylan Thomas is one of the 20th century’s legendary poets. In this episode, English journalist David Aaronovitch joins Shilo to discuss Thomas’ 1954 play Under Milk Wood, a portrait of a small Welsh seaside town...

  • Old School with Shilo Brooks

    David Mamet vs. the Snobs

    Feb 5, 20261h 3m

    Pulitzer Prize–winning playwright David Mamet spent his childhood cutting class and reading at the local library. His first pick was Sinclair Lewis’s Main Street, which he pulled off the shelves at just 11 years old...

  • Old School with Shilo Brooks

    Colin Quinn on Incels, Woke Activists, and Peaking at 14

    Jan 29, 202653 min

    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...

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