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On the show
From 11 epsHost
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Recent episodes
An Empire Problem: On the Ground in Southern Lebanon (with Courtney Bonneau)
May 5, 2026
51m 37s
The Economy of Secrets (with Brooke Harrington)
Apr 10, 2026
56m 32s
Golden Ticket: The Hidden Life of Roald Dahl
Feb 27, 2026
54m 42s
The Ultimate Transgression: Offshores, Kompromat Culture & the Competitive Depravity Olympics (with Brooke Harrington)
Dec 12, 2025
1h 19m 11s
The German Spies at Pearl Harbor? Those Were My Grandparents (with Christine Kuehn & Mark Schiponi)
Nov 30, 2025
1h 04m 10s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 5/5/26 | ![]() An Empire Problem: On the Ground in Southern Lebanon (with Courtney Bonneau)✨ | Middle East conflictIsrael+4 | Courtney Bonneau | Hezbollah | Israelsouthern Lebanon+1 | southern LebanonHezbollah+5 | — | 51m 37s | |
| 4/10/26 | ![]() The Economy of Secrets (with Brooke Harrington)✨ | economic sociologywealth+4 | Brooke Harrington | Offshore: Stealth Wealth and the New Colonialism | — | economysecrets+5 | — | 56m 32s | |
| 2/27/26 | ![]() Golden Ticket: The Hidden Life of Roald Dahl✨ | Roald Dahlchildren's literature+4 | Aaron Tracy | ParallaxiHeart Media+6 | — | Roald Dahlchildren's books+5 | — | 54m 42s | |
| 12/12/25 | ![]() The Ultimate Transgression: Offshores, Kompromat Culture & the Competitive Depravity Olympics (with Brooke Harrington)✨ | offshore financeglobal inequality+4 | Brooke Harrington | Offshore: Stealth Wealth and the New Colonialism | — | offshore financeglobal inequality+4 | — | 1h 19m 11s | |
| 11/30/25 | ![]() The German Spies at Pearl Harbor? Those Were My Grandparents (with Christine Kuehn & Mark Schiponi)✨ | Nazi spiesPearl Harbor+3 | Christine KuehnMark Schiponi | FAMILY OF SPIES | HawaiiMaryland | Nazi spiesPearl Harbor+6 | — | 1h 04m 10s | |
| 10/31/25 | ![]() American Contradiction: Revolution and Revenge (with Paul Starr)✨ | American identitypolitical dynamics+4 | Paul Starr | American Contradiction: Revolution and Revenge from the 1950s to Now | — | American Contradictionpolitics+4 | — | 1h 00m 03s | |
| 9/23/25 | ![]() United States of Florida: The Secret History of the Evil, Racist, Homophobic Johns Committee (with Robert W. Fieseler)✨ | Florida historyracism+5 | Robert W. Fieseler | American Scare: Florida’s Hidden Cold War on Black and Queer Lives | Florida | FloridaJohns Committee+6 | — | 1h 09m 23s | |
| 9/5/25 | ![]() Ground Zero For Our Nation’s Pain (with Ronlyn Domingue)✨ | love and lossNew Orleans+5 | Ronlyn Domingue | Borders Original Voices AwardSIBA Book Award+3 | New OrleansDeep South+1 | Ronlyn DomingueTHE MERCY OF THIN AIR+6 | — | 1h 20m 14s | |
| 6/17/25 | ![]() The Horror, the Horror: Yevgeny “Putin’s Butcher” Prigozhin, the Mr. Kurtz of Russia (with Candace Rondeaux)✨ | Wagner GroupRussia's political landscape+4 | Candace Rondeaux | Wagner GroupPutin’s Sledgehammer | Russia | Wagner GroupRussia+5 | — | 1h 09m 18s | |
| 5/27/25 | ![]() The Musicality of Learning & the Cacophony of State-Sponsored Ignorance (with former U.S. Secretary of Education John B. King, Jr.)✨ | education policyCOVID-19 impact+4 | John B. King, Jr. | Department of EducationEducation Trust+2 | New YorkBrooklyn | educationDepartment of Education+6 | — | 53m 02s | |
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| 5/6/25 | ![]() Roberto Calvi & the Briefcase of Secrets: The Vatican, the Mafia, the Italian Deep State, and the Mystery of the Dead Banker (with Nicolo Majnoni)✨ | Vatican bankingRoberto Calvi+4 | Nicolo Majnoni | VaticanP2+1 | Italy | VaticanRoberto Calvi+6 | — | 56m 19s | |
| 4/18/25 | ![]() The Great Reshuffle: Land and Power (with Mike Albertus) | Who owns the land? Who DECIDES who owns the land? Who has the power to redistribute land ownership? If land ownership IS redistributed, who gets to take possession and who doesn’t? And what adverse impact can the reshuffling of land ownership have on our society and our planet? Greg Olear talks to Michael Albertus, a professor at the University of Chicago and the author of Land Power: Who Has It, Who Doesn't, and How That Determines the Fate of Societies, about these and other questions pertaining to the relationship between land and power. | — | ||||||
| 4/11/25 | ![]() Has It Verve? A Discussion About “Severance” Season Two (with Stephanie St. John) | To, ahem, sever himself from the news, Greg Olear brings on his wife, Stephanie St. John, a huge fan of “Severance,” to discuss the second season. Cold Harbor, fetid moppet, devour feculence, Helly/Helena, the Glasgow Block, ORTBO, the four tempers, and more goats than anyone asked for: they cover it all, with verve and wiles. | — | ||||||
| 3/14/25 | ![]() The Ocean Is Inside the Drop: Navigating the Overwhelm (with Claudia Black) | The Overwhelm: Trump, Musk, stupidity, banality, artlessness, lack of decency, betrayal by our leadership, rage, fear, grief from what we’ve lost. We are living through a period of national, if not global, trauma. Actor and trauma coach Claudia Black returns to PREVAIL to talk about the causes of trauma, how to heal from it, emotional aid, and what we can do to regulate ourselves. | — | ||||||
| 2/21/25 | ![]() Money, Lies, God, and the Taxonomy of Reactionary Nihilism (with Katherine Stewart) | Katherine Stewart is the author of The Power Worshippers: Inside the Dangerous Rise of Religious Nationalism, the award-winning book upon which the documentary feature, God & Country, produced by Rob Reiner and Michele Reiner, is based. She has covered the intersection of faith and politics for over 15 years; her work appears in the New York Times, The Washington Post, the New Republic, the Guardian, and Religion News Service, and she has been featured on broadcast media outlets such as MSNBC, CNN, and NPR. Her 2012 book, The Good News Club, covered the religious right’s effort to infiltrate and undermine public education. Her spectacular new book, MONEY, LIES, AND GOD: Inside the Movement to Destroy American Democracy, came out this week. Greg Olear talks to Stewart about the rise of Christian nationalism in the United States, the impetus for writing the book, her research process, the rhetoric of the movement and the lies used to boost its popularity, reactionary nihilism, the various factions within the movement, and what we can do to take democracy back. | — | ||||||
| 1/17/25 | ![]() Mayor of the Night, President of Darkness (with Christopher Steele) | Christopher Steele began his twenty-two-year career as an intelligence professional and Russia expert within the British government in 1987, soon after graduating from Cambridge University. He was posted to Moscow, where he served through the fall of the Soviet Union, and Paris, before returning to London to become one of the government’s senior intelligence experts and advisers on Russia. In 2009, he founded the private intelligence company Orbis Business Intelligence. His series of intelligence reports, collectively known as the Steele Dossier, helped expose Donald Trump’s ties to the Kremlin. Greg Olear talks to Steele about the Dossier, the kompromat tape, Dmitri Simes, Prague, Rosneft, Ukraine, the FBI, political cowardice, lawfare, Putin, Trump, Xi, Keir Starmer, the political situation in Canada and Western Europe, Elon Musk, and Steele’s excellent new book, “Unredacted: Russia, Trump, and the Fight for Democracy.” | — | ||||||
| 12/20/24 | ![]() American Dream, Georgian Dream (with Alex Hall Hall) SEASON FINALE | For more than 30 years, Alexandra Hall Hall worked as a diplomat in the British Foreign Office, with postings in Washington, Bangkok, Delhi, Bogota, and Tbilisi, where she was the British ambassador to Georgia. She is now the co-host of the Disorder podcast. This is an interview from Friday’s episode of THE FIVE 8. Having just returned from Tbilisi, she talks about the situation there. Plus: Holly Jolly. | — | ||||||
| 12/6/24 | ![]() The Fascism Episode / America the Stupidful | Many times in the last two years, we have warned about the grim consequences of allowing a wannabe dictator–who attempted to overthrow the government on his way out the door four years ago–back into the White House. What we warned about has happened. We are 45 days away from Donald Trump’s second inauguration. And based on who the Mussolini of Queens has picked for his cabinet and staff positions, it looks like he was dead serious about being a dictator on Day One. This week, I will replay clips of some of my past guests talking about American fascism. We must now listen not as a warning, but as a way to be prepared. This episode features clips from interviews with the defense analyst Brynn Tannehill, author of AMERICAN FASCISM; historian Manisha Sinha, author of THE RISE AND FALL OF THE SECOND AMERICAN REPUBLIC; True North Research executive director Lisa Graves; and strategic communications expert Robbie Harris. Plus: chapter 5 of ROUGH BEAST, and a new patriotic anthem for our times. | — | ||||||
| 11/22/24 | ![]() I-Need-An-Attorney General: The Matt Gaetz Episode (with Gal Suburban) | Make America Great Gatsby Again! https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=t Subscribe to The Five 8: https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhA Check out ROUGH BEAST, Greg’s new book: https://www.amazon.com/dp/B0D47CMX17 ROUGH BEAST is now available as an audiobook: https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising. | — | ||||||
| 11/15/24 | ![]() The Mourning After (with Jimmy Kennedy) | Jimmy Kennedy was the executive producer of the first season of The Noel Casler Podcast, the afternoon drive producer for The Kent Sterling Show on CBS Sports 1430 AM in Indianapolis, and a gameday staff member with the Indianapolis Colts of the National Football League. He is currently the host and producer of his own show, JBK On Air, where he interviews a variety of guests including athletes, political commentators, media personalities, & more. Jimmy, who has cerebral palsy, is a longtime public speaker with the non-profit organization Timmy Global Health, where he advocates on behalf of people with disabilities. | — | ||||||
| 11/8/24 | ![]() The Five 8: Election Wednesday Special | This episode of the live YouTube show “The Five 8” was recorded on Wednesday, November 6, 2024–the night after the election. It is not the show we planned to do, certainly not the show we wanted to do, but the show we had to do. Featuring Stephanie “LB” Koff and Greg Olear. | — | ||||||
| 11/1/24 | ![]() The 270+ Election Day Special: Our Democracy Has a Russia Problem (with Gal Suburban) | It’s been just over 100 days since Kamala Harris officially replaced Joe Biden at the top of the ticket, but it feels like an eternity. With just four days until the most consequential presidential election since 1860, Greg Olear talks to OSINT researcher ne plus ultra Gal Suburban about what to expect on Election Day–and, more ominously, what schemes may come in the weeks after the election is decided. Among the topics discussed: Elon Musk, Mike Flynn, JD Vance, Maria Butina, and more. Plus: a MAGA voting PSA. | — | ||||||
| 10/18/24 | ![]() The Fourth Industrial Revolution Will Not be Televised, But It Will Be AI Generated (with Tom Kemp) | Tom Kemp is a Silicon Valley-based entrepreneur, seed investor, policy advisor and author of the award-winning bestseller Containing Big Tech: How to Protect our Civil Rights, Economy, and Democracy. Tom was the founder and CEO of Centrify, a leading cybersecurity cloud provider. As an angel investor, he’s made seed investments in over fifteen tech start-ups. He has also served as a volunteer technology policy advisor for political campaigns, legislators, and civil society groups. His advocacy work includes leading the campaign marketing efforts in 2020 to pass the California Privacy Rights Act, and advising and contributing to the passage of state privacy laws in 2023, such as the California Delete Act and Texas’ data broker registry law. In 2024, Tom collaborated with advocacy groups and legislative leaders on the California AI Transparency Act. In this conversation with Greg Olear, Tom Kemp discusses the implications of Elon Musk’s actions in the political landscape, the significance of the Delete Act for data privacy, the complexities of AI technology, and the current state of antitrust actions against big tech companies. The dialogue explores the intersection of technology, politics, and civil rights, emphasizing the need for regulatory frameworks to protect democracy and individual freedoms. | — | ||||||
| 10/11/24 | ![]() American Freakshow (with Nina Burleigh) | Nina Burleigh is a journalist, best-selling author, documentary producer, and publisher of a Substack on politics called American Freakshow. A contributing editor at The New Republic and frequent contributor to the New York Times and New York Magazine, she is the author of eight books on an array of topics including archaeological forgery, scientists in 18th Century Egypt, James Smithson, Amanda Knox in Italy, the Trump women, and the pandemic response. Her latest book, and first novel, is called Zero Visibility Possible. In this conversation with Greg Olear, Nina discusses the ravages of climate change, her recent travels, access journalism and the Olivia Nuzzi imbroglio, her novel and the inspiration behind it, Melania Trump and the mystery of her activities in the 1990s, the current covid situation, and how Trump’s phalanx of evil attorneys plan to f*ck with the election results, no matter the result. | — | ||||||
| 10/4/24 | ![]() Opus Dei & Opus Knight (with Gareth Gore) | In this conversation with Greg Olear, Gore delves into the controversial practices of Opus Dei, its financial manipulations, and the historical context of its formation. Gore highlights the cult-like control mechanisms employed by the organization, the allegations of human trafficking, and the dynamics of gender within Opus Dei. He also examines the appeal of the organization to its members and the significant political influence of key figures like dark money maestro Leonard Leo and the late Rev. C. John McCloskey III. The discussion raises critical questions about the implications of Opus Dei's actions for the Catholic Church, the United States, and society at large. Plus: the MAGA playbook! | — | ||||||
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