Episodes
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.
Published 11/08/24
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....
Published 11/01/24
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...
Published 10/18/24
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...
Published 10/11/24
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...
Published 10/04/24
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 publications. He is the former editor in chief of Salon, and has taught journalism and political science as a fellow at Wesleyan University, Boston College...
Published 09/27/24
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, the author of “The Man Who Hated Women: Sex, Censorship & Civil Liberties in the Gilded Age,” talks to Greg Olear about all things Comstock:...
Published 09/20/24
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 big as Russia’s, Boris Johnson’s role in the push for sanctions, the unintended consequences and byproducts of the economic warfare, the role of...
Published 09/13/24
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 the fundraiser happening in LA this week; Me Too and opportunities for women in Hollywood; her acting career, from “Desperately Seeking Susan” to...
Published 09/06/24
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, and UK FCDO and MoD. She’s the co-founder of a small international business; has worked for USAID-OTI; speaks Arabic, Spanish, and English, and...
Published 08/23/24
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 significance of the Second American Republic. She also draws parallels between Andrew Johnson and Donald Trump, emphasizing the consequences of showing...
Published 08/16/24
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 Berkeley, his alma mater, and has won numerous awards. He’s also the author of two books, including “The Last Western: The Unjustified Killing of...
Published 08/09/24
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 Notable Book for 2002. She’s a contributing editor at Harper's, and her essays, reviews, and criticism have appeared in New York Times Book...
Published 08/02/24
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 as a novelist and historian, the castles of Wales, piracy, syphilis, medieval penitentials, the Oneida colony, the Comstock Act vis a vis Project...
Published 07/26/24
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 Magazine Awards. He’s written two previous books: “MTV: The Making of a Revolutio,” and, with John Basedow, “Fitness Made Simple.” He has a Substack,...
Published 07/19/24
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 Show You How It Was: Yhe Story of Wartime Kyiv.”
llia Ponomarenko is a Ukrainian journalist known as a former defense and security reporter at...
Published 07/12/24
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 Naval Intelligence. After retiring from the military, he served as a government contractor for the Dept of Homeland Security. He also hosted a...
Published 07/05/24
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 issue framing, speechwriting, debate prep, and rapid response.
In this discussion, Billy Ray discusses his political “origin story” and his tips...
Published 06/14/24
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
Published 06/07/24
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 range of content (including the Disorder podcast and series of publications) attempting to sketch out a ‘unified field theory’ of our current era of...
Published 05/31/24
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!
Published 05/24/24
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. They discuss JFK’s policy towards South America, with Alessandra sharing her research on the topic; the current political situation in Italy,...
Published 05/17/24
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 election integrity and the Christian right; her new project, the Christian Right Observer Weekly, and the collaboration with researcher Kira...
Published 05/10/24
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 discussion, Greg Olear and Kimberley Johnson discuss her background as an actress and her transition to podcasting; the TikTok ban, the Supreme...
Published 05/03/24