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Prevail with Greg Olear

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Jun 17, 2025 • 1h 9min

The Horror, the Horror: Yevgeny “Putin’s Butcher” Prigozhin, the Mr. Kurtz of Russia (with Candace Rondeaux)

Greg Olear talks to Candace Rondeaux about her book “Putin’s Sledgehammer,” which delves into the Wagner Group mercenary group and the complexities of Russia’s political landscape. Rondeaux shares her background in journalism and her journey into understanding Russian geopolitics, particularly through the lens of the Wagner Group and its leader, Yevgeny Prigozhin. The discussion covers the origins of the Wagner Group, Prigozhin’s rise and fall, the influence of figures like Alexander Dugin, and the implications of the Internet Research Agency's actions during the 2016 election. Rondeaux also reflects on US policy failures regarding Russia and the future of democracy in Ukraine, the US, and beyond.Candace Rondeaux directs Future Frontlines, a public intelligence service for next generation security and democratic resilience, and the Planetary Politics initiative at the New America Foundation. A writer and public-policy analyst, Rondeaux is a professor of practice and fellow at the Melikian Center for Russian, Eurasian, and East European Studies and the Center on the Future of War at Arizona State University. Before joining New America, Rondeaux served as a senior program officer at the U.S. Institute of Peace where she launched the RESOLVE Network, a global research consortium on conflict and violent extremism and as a strategic advisor to the U.S. Special Inspector General for Afghanistan Reconstruction. Rondeaux has documented and analyzed political violence in South Asia, and around the world for the Washington Post and the International Crisis Group. Before going abroad for the Post in 2009, Rondeaux covered criminal justice in Maryland and Virginia, where she covered capital punishment and was part of the Pulitzer Prize winning team of Post reporters who covered the 2007 Virginia Tech massacre. Buy the book:https://www.hachettebookgroup.com/titles/candace-rondeaux/putins-sledgehammer/9781541703063/?lens=publicaffairsFollow Candace:https://x.com/CandaceRondeauxhttps://bsky.app/profile/CandaceRondeaux.bsky.socialMake America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to the PREVAIL newsletter:https://gregolear.substack.com/about Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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May 27, 2025 • 53min

The Musicality of Learning & the Cacophony of State-Sponsored Ignorance (with former U.S. Secretary of Education John B. King, Jr.)

Greg Olear talks to John B. King, Jr., former U.S. Secretary of Education and current SUNY chancellor, about what the Department of Education actually does; what proposed cuts to the D.O.E. mean for students, teachers, parents, and communities; the impact of the COVID-19 pandemic on student learning; the stakes of the Trump Administration’s ongoing attacks on higher education; and his powerful and moving new memoir, “Teacher by Teacher: The People Who Save Our Lives.” John B. King Jr. served in President Barack Obama's cabinet as the tenth U.S. Secretary of Education. Over the course of his extensive and influential career in public education, he has been a high school social stud-les teacher, a middle school principal, the first African American and Puerto Rican to serve as New York State Education Commissioner, a college professor, and the president and CEO of the Education Trust, a national education civil rights organization. King is currently the chancellor of the State University of New York (SUNY), the nation's largest comprehensive system of public higher education. Both of King's parents were career New York City public school educators. He lives in Brooklyn, New York, with his wife, an education researcher and former teacher, and his two daughters. Buy the book:https://www.hachettebookgroup.com/titles/john-b-king-jr/teacher-by-teacher/9781538757772/?lens=grand-central-publishing Follow John:https://x.com/JohnBKing 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 PREVAIL newsletter:https://gregolear.substack.com/about Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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May 6, 2025 • 56min

Roberto Calvi & the Briefcase of Secrets: The Vatican, the Mafia, the Italian Deep State, and the Mystery of the Dead Banker (with Nicolo Majnoni)

Greg Olear talks to Nicolo Majnoni about his new podcast, 'Shadow Kingdom, God's Banker,' which delves into the mysterious death of banker Roberto Calvi and the intricate financial systems of the Vatican. Majnoni shares his personal connection to the Vatican, the complexities of its banking operations, the historical context of its wealth, and the shadowy organization P2, as well as the future challenges facing the papacy amidst financial chaos. They discuss the connections between organized crime and the Vatican, culminating in the mysterious disappearance of Calvi's briefcase, which held secrets that could have changed the course of history.ABOUT SHADOW KINGDOMRoberto Calvi, a man guarding a dangerous secret about the Vatican Bank’s criminal activities, sends a threatening letter to the Pope. A week later on June 17th, 1982 he’s found dead hanging from a bridge in London. British police call it suicide, but questions and conspiracies swirl. Forty years on, lawyer Nicolo Majnoni gets a tip there might be more to the story and embarks on a quest to uncover the truth. Was Roberto Calvi, aka God’s Banker, killed? And if so, by whom?Listen to the podcast:https://www.campsidemedia.com/stories/godsbankerVisit Nicolo’s website:https://www.nicolomajnoni.com/aboutSubscribe to the PREVAIL newsletter:https://gregolear.substack.com/about Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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Apr 18, 2025 • 53min

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.Follow Mike:https://bsky.app/profile/mikealbertus.bsky.socialCheck out his website:https://www.michaelalbertus.com/Buy the book:https://www.amazon.com/Land-Power-Doesnt-Determines-Societies/dp/1541604814/Subscribe to the PREVAIL newsletter:https://gregolear.substack.com/about Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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Apr 11, 2025 • 1h 6min

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. Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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Mar 14, 2025 • 1h 48min

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.Claudia’s website is here:https://claudiablackconsulting.com/what-i-do Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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Feb 21, 2025 • 1h 7min

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.Find her at @kathsstewart and katherinestewart.me. Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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Jan 17, 2025 • 1h 15min

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.”Buy the book:https://www.harpercollins.com/products/unredacted-christopher-steele?variant=43103633899554Follow Christopher Steele:https://x.com/Chris_D_SteeleFollow Orbis:https://x.com/orbisBIofficialFollow Greg on BlueSky:https://bsky.app/profile/gregolear.bsky.social Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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Dec 20, 2024 • 47min

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.Follow Alex Hall-Hall:https://bsky.app/profile/alexhh.bsky.social Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short
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Dec 6, 2024 • 1h 29min

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.Follow Greg on BlueSky:https://bsky.app/profile/gregolear.bsky.social Make America Great Gatsby Again!https://bookshop.org/p/books/the-great-gatsby-four-sticks-press-centennial-edition/e701221776c88f86?ean=9798985931976&next=tSubscribe to The Five 8:https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhACheck out ROUGH BEAST, Greg’s new book:https://www.amazon.com/dp/B0D47CMX17ROUGH BEAST is now available as an audiobook:https://www.audible.com/pd/Rough-Beast-Audiobook/B0D8K41S3T Would you like to tell us more about you? http://survey.podtrac.com/start-survey.aspx?pubid=BffJOlI7qQcF&ver=short

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