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Prevail with Greg Olear

Greg Olear

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On PREVAIL, a weekly interview podcast, the author and columnist Greg Olear discusses politics, world news, history, national security, foreign affairs, organized crime, dirty money, global corruption, and the fight for democracy with authors, journalists, academics, diplomats, researchers, and other expert guests. Every Friday.
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Subscribe 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?pubi…
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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 in…
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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. Subscribe to The Five 8: https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-…
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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 sche…
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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…
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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, scientis…
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Gareth Gore is a financial journalist and editor with close to two decades of experience, who has reported from over twenty-five countries and covered some of the biggest financial stories. His writing has been published by Bloomberg, Thomson Reuters, and International Financing Review. He is the host of The Syndicate, which tells the behind-the-sc…
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David Daley is the author of the national best-seller “Ratf**ked: Why Your Vote Doesn’t Count” and “Unrigged: How Americans Are Battling Back to Save Democracy.” His journalism on democracy and voting rights appears regularly in The New Yorker, The New York Times, The Atlantic, The Washington Post, Slate, The New Republic and many other publication…
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Anthony Comstock (1844-1915) would be nothing more than a footnote from an ugly, retrograde, and bygone period of American history, except that Dobbs made the laws that bear his name suddenly relevant again. But who was Comstock? What made him such a woman-hating weirdo? Why did he hold sway for so long, and how was Comstockery defeated? Amy Sohn, …
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Greg Olear talks to Stephanie Baker about her superb new book, “Punishing Putin: Inside the Global Economic War to Bring Down Russia,” on the West’s financial warfare against Putin after the invasion of Ukraine. They discuss the oligarchs and their complex relationships with Putin, the challenges of implementing economic sanctions on an economy as …
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In this far-ranging discussion, Greg Olear talks to the actress, director, podcast host, and activist Rosanna Arquette about: Kamala Harris, the DNC, and the new hope around U.S. politics; what to expect at the presidential debate; the deal with RFK Jr.; the time she met Trump; the time she met Dr. Martin Luther King, Jr.; the Alexis Project and th…
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Robbie Harris is a strategic communications and behavior change subject matter expert with over 25 years’ experience working with local influencers, activists, civil society organizations, journalists, and senior stakeholders in Iraq, Syria, Africa, and Central America. She has designed and implemented successful programs for US DoD, DoS and USAID,…
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Greg talks with the historian Manisha Sinha and discusses her book “The Rise and Fall of the Second American Republic: Reconstruction, 1860-1920.” The book explores the period between the Civil War and World War I, highlighting the importance of Reconstruction in shaping the country. Sinha explains her motivation for writing the book and the signif…
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For 26 years, Rone Tempest was the national and foreign correspondent for the LA Times, based in Paris, New Delhi, Beijing, and Hong Kong, as well as the craziest capital city, Sacramento. After his retirement, he worked for Pro Publica and was the co-founder of the Wyoming nonprofit public policy news site, Wyofile. He’s taught journalism at Berke…
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Francine Prose is the author of over 30 books. Her 12 novels include My New American Life, A Changed Man and Blue Angel, a finalist for the National Book Award. Her nonfiction works include the indispensable Reading Like a Writer; Caravaggio: Painter of Miracles; and The Lives of the Muses: Nine Women and the Artists They Inspired, a New York Times…
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In this, the penultimate episode of Season 7 of the PREVAIL podcast, Greg Olear discusses (for a solid 20 minutes, which is probably too long, if we’re being honest) the events of the week: Donald’s earsay, Joe’s departure, Kamala’s ascension. Then, he welcomes Jessica Cale, the host of the DIRTY SEXY HISTORY podcast, to talk about her background a…
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Tom McGrath was the editor-in-chief of Philadelphia magazine, as well as chief content officer of Metro Corp., the parent company of Philadelphia and Boston between 2010 and 2020. Under his leadership, the magazines won more than fifty awards for editorial excellence. In 2022, he was named Writer of the Year at the National City and Regional Magazi…
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Greg Olear opens with his thoughts on Project 2025, Trump’s odd fascination with Hannibal Lecter and his bromance with Jeffrey Epstein, and the Democratic palace coup, led by Danny Ocean. Then, Greg welcomes the Ukrainian journalist Illia Ponomarenko for a discussion about the Russian invasion of Ukraine, Putin, Zelensky, and his new book, “I Will …
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In this, the first episode of PREVAIL in three weeks, Greg Olear opens with his thoughts on the debate, the immunity ruling, the Kamala option, and the politically suicidal push to replace Biden at the top of the ticket. Then, Greg welcomes “Bad” Brad Berkwitt, a veteran who served for more than 20 years in the U.S. Navy, including 16 and a half in…
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Billy Ray is a screenwriter and director. His writing credits include Color of Night, Captain Phillips, Richard Jewell, and The Hunger Games. He wrote and directed Shattered Glass, Breach, The Last Tycoon, and The Comey Rule. Since 2016, he’s been the messaging consigliere for the Democratic Party, helping scores of politicians and candidates with …
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This week, Greg Olear shares 34 thoughts on 34 felony counts. Then, there is a reprise of the May 31 episode of “The Five 8,” in which Greg and LB try, and fail, to remember all of Donald’s crimes. Plus: blowing! Subscribe to The Five 8: https://www.youtube.com/channel/UC0BRnRwe7yDZXIaF-QZfvhA Subscribe to The Five 8: https://www.youtube.com/channe…
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Jason Pack is the Founder of Libya-Analysis LLC, and the co-host of Disorder, a geopolitics podcast co-produced with Goalhanger Podcasts. He is a Senior Analyst for Emerging Challenges at the NATO Defence College Foundation in Rome. In partnership with NDCF, Jason leads a project entitled NATO and the Global Enduring Disorder, which produces a rang…
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In this special “Rough Beast” book launch episode, the PREVAIL podcast is turned upside-down: Greg Olear is the guest, and the host is his wife, Stephanie St. John Olear. They talk about the new book, confirmation bias, and Biden’s chances of winning in November. Plus: Scar-Jo! Subscribe to The Five 8: https://www.youtube.com/channel/UC0BRnRwe7yDZX…
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Alessandra is an Italian journalist and political commentator who goes by the pen name Alias Vaughn. She’s been helping me understand the global political landscape—including what’s happening right here in the US—for going on eight years now. In this conversation, Greg Olear interviews Alessandra about her background and her interest in US politics…
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Jenny Cohn is an attorney, election integrity advocate, and political writer whose articles have appeared in the New York Review of Books, Who What Why, The Independent, Salon, and the Bucks County Beacon. She now covers the Christian right at her Substack, the Christian Right Observer Weekly, or CROW. Cohn talks to Greg Olear about her work on ele…
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Before launching START ME UP, the political interview podcast, Kimberley Johnson—that’s Kimberley with an “e-y”—wrote several books, including “The Virgin Diaries”; maintained a popular blog; and, for ten years, had a recurring role—as a cop!—on a soap opera. She’s an activist and a champion of women’s rights. Her podcast premiered in 2016. In this…
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Ethan Bearman is a multifaceted talent spanning law, technology, politics, and media. He has his own law firm, he has 25 years of business experience and 10 years of media experience. He had his own radio show, and he’s been on networks like CNN, DW, France24, HLN, i24 News, NewsNation, Fox Business, and Fox News, where he’s sparred with the likes …
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Gal Suburban is an open source researcher who has spent the last six years deep-diving on fifth generation warfare, psyops, corrupt creatures of the Florida swamp, and traitors to our democracy. In this conversation, Greg Olear and Gal Suburban discuss various topics including Gal's focus on understanding anti-democratic influencers, the concept of…
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Robbie Harris is a strategic communications and behavior change subject matter expert with over 25 years’ experience working with local influencers, activists, civil society organizations, journalists, and senior stakeholders in Iraq, Syria, Africa, and Central America. She has designed and implemented successful programs for US DoD, DoS and USAID,…
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In this discussion with Greg Olear, the historian Manisha Sinha discusses her book “The Rise and Fall of the Second American Republic: Reconstruction, 1860-1920.” The book explores the period between the Civil War and World War I, highlighting the importance of Reconstruction in shaping the country. Sinha explains her motivation for writing the boo…
  continue reading
 
Lisa Graves is the founder and Executive Director of True North Research, a national investigative watchdog group that exposes the shadowy machinations of dark money funders like Leonard Leo, Barre Seid, Harlan Crow, Charles Koch, Dick Uihlein, and Rob Arkley, and their front groups. She served as Deputy Assistant Attorney General in the Office of …
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For 26 years, Rone Tempest was the national and foreign correspondent for the LA Times, based in Paris, New Delhi, Beijing, and Hong Kong, as well as the craziest capital city, Sacramento. After his retirement, he worked for Pro Publica and was the co-founder of the Wyoming nonprofit public policy news site, Wyofile. He’s taught journalism at Berke…
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For more than 30 years, Alexandra Hall Hall worked as a diplomat in the British Foreign Office, with postings in Bangkok, Delhi, Bogota,Tbilisi, and Washington. She resigned in December 2019 because she felt unable to represent the Government’s position on Brexit with integrity. She is the co-host, with Jason Pack, of Disorder podcast. In this disc…
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Greg Olear welcomes Dahlia Lithwick, senior editor at SLATE and the author of the bestseller “Lady Justice: Women, The Law, and the Battle to Save Democracy.” They discuss the current state of the Supreme Court and the impact of recent decisions; the dynamics of the court, the influence of confirmation hearings, and the changing ideologies of the j…
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In this conversation with Greg Olear, Michael Graetz discusses his book “The Power to Destroy: How the Anti-Tax Movement Hijacked America”' He explores the history and influence of the anti-tax movement, the role of race and xenophobia in shaping it, and the ideological and moral arguments behind it. Graetz also delves into the consequences of irre…
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Tom Carter worked in Washington for years, in journalism and then in PR. For three years, he handled media relations at USCIRF, the U.S. Commission on International Religious Freedom, where his boss was one Leonard Leo, a key figure in the conservative legal movement and the capture of SCOTUS. The conversation explores the background, influence, an…
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Greg Olear welcomes his friend, the novelist, essayist and travel writer Diana Spechler. They discuss the novel as an art form, writing as a profession and vocation, the allure of travel, how the U.S. is perceived abroad, the future of the country, separating art from the artist, the Stendhal effect, and more. Plus: his name is Leo. Prevail is spon…
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Aja Raden, author of “Stoned” and “The Truth About the Lies,” returns to PREVAIL. She updates Greg Olear about the changes coming to the diamond industry (which she foretold in the documentary “Nothing Lasts Forever”), and discusses her concerns for 2024, Elon Musk’s destruction of Twitter, contingency plans in case of Nazi takeover, lies people be…
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We know that Donald Trump is a fascist, but what would MAGA fascism look like in a second Trump term? Brynn Tannehill, senior defense analyst and author of “American Fascism” and “My Child Told Me They're Trans...What Do I Do?,” lays out the horrors to expect if Trump is sworn in in 2025. Plus: the Trump Days of Christmas. Follow Brynn: https://twi…
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Greg Olear is joined by the journalist and editor Rachel Slade, author of the new book “Making It in America: The Almost Impossible Quest to Manufacture in the U.S.A. (and How It Got That Way).” They discuss the history of textile manufacturing in the United States, how the towns NAFTA devastated were hidden, the perils of free trade, the Gen X min…
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Greg Olear is joined by the writer, author, professor, filmmaker, and “America, America” columnist Steven Beschloss. They discuss the failure of the media to adequately cover Trump, then and now; the stakes of the next election; Lee Harvey Oswald, childhood trauma, and the making of an assassin; the importance of investing in education and why the …
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Greg Olear is joined by Will Bunch, the national opinion columnist for the Philadelphia Inquirer. They discuss how the higher education system broke our politics, why the media fails to accurately report on the rise of American fascism, Trump’s ominous re-election plans, the far right’s dream of a Red Caesar, and whether the Eagles are a team of de…
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We all remember the keywords of the scandal known as Iran-Contra: Oliver North, Fawn Hall, potted plant, Nicaragua, Sandinista, “I don’t recall.” The Reagan Administration was covering SOMETHING up, but what were they up to, exactly? Jack Bryan, creator of the riveting new podcast “Lawyers, Guns, and Money,” talks to Greg Olear about Iran-Contra, t…
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In October, the novelist Elisa Albert went with her mother on a trip to Israel, to attend the installation of the Codex Sassoon, the oldest known copy of the Hebrew Bible, at the ANU Museum of the Jewish People. She was anticipating a fun, festive vacation. Hamas had other plans. Greg Olear talks to her about her experience being in Israel on the n…
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What does Putin want? How about Iran, Hamas, and the GOP? Greg Olear talks to geopolitical analyst Jason Pack, founder of the NATO & The Global Enduring Disorder Project and the co-host of The Disorder Podcast, about the Post-Post-Cold War, the global disorderers on the world stage, the Israel-Hamas War and its possible resolution, the strategic im…
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Cheri Jacobus is a political analyst and operative, as well as the host of the “Politics with Cheri Jacobus” podcast. She talks to Greg Olear about her experiences as an early “Never Trump” Republican, the consequences of her truth-telling, how the media created Trump, the success of Biden/Harris, and more. Plus: MAGA perdedor. Follow Cheri: https:…
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Reprise: The Trauma Vortex (with Claudia Black) Trump, the assault on common decency, pandemic, quarantine, insurrection, and now war: we have all suffered collective trauma these last seven years. Greg Olear talks with actor and trauma therapist Claudia Black about the causes of trauma and how to heal from it. Plus: DFG sings. Follow Claudia: http…
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Greg Olear talks to Kathryn Brownell, history professor at Purdue University, about her new book, “24/7 Politics: Cable Television and the Fragmenting of America from Watergate to Fox News” (Princeton University Press, 2023): how cable TV came to be, how politicians from Eisenhower to Trump have used television for messaging, why Roger Ailes was in…
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The Russian invaders are attempting to wipe the Ukrainian city of Kherson off the map. Greg Olear talks with war correspondent Zarina Zabrisky, who is one of only two journalists in Kherson, about the situation on the ground there, the Ukrainian counteroffensive, Crimea, and the psychological impact of war. Follow Zarina: https://twitter.com/Zarina…
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Greg Olear talks with historian and research professor Nelson Lichtenstein, author of “A Fabulous Failure: The Clinton Presidency and the Transformation of American Capitalism,” about the “fabulous decade” of the 1990s, neoliberalism, Robert Rubin, Clinton-era deregulation, NAFTA, healthcare, and the current rise of the labor movement. Plus: a prin…
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