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Greg Olear Podcasts

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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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Hosted by blogger and author Kimberley A. Johnson.'Start Me Up' isn't just any other podcast. I'm willing to call BS when I see it and I don't care if it's coming from a rightwinger or a self-professed bleedingheart liberal. I'm not always politically correct and I'm a huge fan of loose talk and salty language. Sarcasm is guaranteed and political correctness will be at a minimum. This podcast is for anyone who wants to listen to compelling conversations with a variety of guests about current ...
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Greg Olear is back! He's the author of Rough Beast, PREVAIL columnist & podcaster, and co-host of The Five 8 on YouTube. Topics: We talked about Gavin Newsom's political strategy, and how his engagement with Trump is both effective and entertaining. Greg highlighted the importance of strong opposition leadership in the US, and compared current poli…
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Actor Jon Cryer of Two and a Half Men & Pretty In Pink joins me to talk about acting, politics and Hollywood parties! Oh my! Topics: We chatted a little about Hollywood parties, his career, “his famousness,” and then we discussed our current political nightmare: how Americans--including political leaders--are handling the fascist takeover; Boomers …
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Brian Karem is a White House Columnist and his latest book is titled Free the Press: The Death of American Journalism and How to Revive It. He's a political analyst for CNN and hosts the "Just Ask The Question" podcast. Topics: How legacy media has eroded over the decades, Gavin Newsom's strategy to fight the Republicans; the strategy behind milita…
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Sarah Wood is back! Topics: Sarah shares whether or not she thinks fascism will take hold; misogyny is on the rise; the Epstein files--are they a threat to Donald or will MAGA care? Republicans have a history of protecting rapists and we have their quotes; what happens if Vance takes over? All that and much more. Advertising Inquiries: https://redc…
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Rachel is back and her new book is titled Hit 'Em Where It Hurts: How to Save Democracy by Beating Republicans at Their Own Game, and she's the co-host of This is America on The Cycle on Substack. Topics: The 2026 midterms--where the focus needs to be, and will there even be elections? Musk’s possible third-party threat would hurt GOP if he actuall…
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Jess Craven is a political content creator—she’s @jesscraven101 on all platforms-- the author of "Chop Wood, Carry Water Daily Actions” on Substack, and the co-host of the Practivist Pod. She aims to help average Americans become more engaged in the political process and to help elect more progressive lawmakers everywhere. Topics: Jess weighs in on…
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Steph is back! We had an in-depth chat about how the current fascist regime is affecting us-- us meaning all of us--and why it's so important to engage. Steph shared a story from grade school when she witnessed racism from a teacher, she told her father, and he confronted the principal--the outcome was positive. We discuss where Democrats need to s…
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Sarah Burris is a reporter at Raw Story, Alternet and Salon. Topics: Supreme Court sides with South Carolina in ruling allowing states to cut off Medicaid funding to Planned Parenthood and what that will mean; Trump's mental/physical health and corporate media's double-standard; the difference in what Raw Story reporters can cover compared to what'…
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Cheri is back for another rousing conversation. We start the show with our critiques of "And Just Like That," and then we dive into politics. Topics: what constitutes an effective political ad; Tucker Carlson went after Ted Cruz and Cheri emphasizes that no matter what things may look like, there's always something nefarious going on behind the sce…
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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, Ye…
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Jared Yates Sexton: Political Analyst, The Midnight Kingdom: A History of Power, Paranoia, and the Coming Crisis, Co-Host Muckrake Podcast, newsletter Dispatches From A Collapsing State, Board: The Change Campaign. Topics: the psychological and emotional toll of combating authoritarianism, the importance of self-care and maintaining a grounded pers…
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Wajahat Ali is the editor of The Left Hook Substack & Co-host of The Democracy-Ish Podcast. Topics: Wajahat talked about the challenges of maintaining hope and mental health while resisting a right-wing authoritarian regime; the normalization of extreme conspiracy theories and violence under Trump's presidency; concerns about the integrity of futur…
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David Pepper is a lawyer, writer, political activist, former elected official, and adjunct professor, and served as the Chairman of the Ohio Democratic Party between 2015 and 2021. He's the author of Laboratories of Autocracy and Saving Democracy. Topics: Courts say Trump tariffs are illegal--but will he obey the courts, and how would his defiance …
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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…
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Jennifer Taylor-Skinner is a writer, essayist, and creator & host of the award-winning podcast, The Electorette—one of the longest-running feminist podcasts, offering analyses and solutions to the world's biggest political and social challenges, all through the lens of women. Topics: Both of us feel more hopeful about democracy than we did six mont…
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Kiersten is such a delight. No politics today. We chatted about her book, I wish I were an Ocelot: Adventures of an Essential Kitten; upcoming projects; the hate Pamela Anderson is getting for being and looking 57; the pressure women are under to look sexy (for others) their entire lives, and much, much more. Advertising Inquiries: https://redcircl…
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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 …
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Stephanie is back!!!! No prep...just two best friends talking about what's happening out there. Steph talked up Illinois Gov. JB Pritzker and shared what happened when she met him; Stephanie passionately discusses the importance of providing healthcare to all, regardless of immigration status or other factors, emphasizing it as a human right; we ta…
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Cheri is back! Today's show was more about our personal lives wth a little bit of politics thrown in. Topics: What we do for self-care; Cheri weighs in on what may happen to Social Security; she also shared that surviving cancer has resulted in a healthier lifestyle; we shared rumors we heard about sex before we were sexually active, and we ended w…
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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 …
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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 Ga…
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Topics: We discussed Ann's latest book series, "After the Apocalypse," and the Democratic party's response to the current political climate, focusing on the recent win of an important Supreme Court seat in Wisconsin and Cory Booker's 25-hour Senate filibuster. Ann emphasized the importance of Democrats showing up to town halls and engaging with con…
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Jody is Back!!! We avoided politics save for one piece of good news. I record on Zoom and this was the AI description of the show (lol) Kimberley and Jody discussed their personal experiences, including their emotional struggles, lottery wins, and encounters with celebrities. They also reminisced about their shared past, including their childhood t…
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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…
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Christopher Bouzy is a serial entrepreneur, software engineer, and political maven and he’s the founder and CEO of both Bot Sentinel and Spoutible.com. Topics: We talked about the current state of the country and the need for stronger resistance against the fascist regime. Christopher's opinion on what happened in the 2024 election has evolved. We …
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D. Earl Stephens is the author of "Toxic Tales: A Caustic Collection of Donald J. Trump's Very Important Letters." He's the former managing editor of Stars & Stripes, a Navy vet, and a prolific writer. His Substack: Enough Already Earl and I are pissed off and we vented BIGLY! We discussed the corrupt influence of money in politics and how it impac…
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Steve Pierson is back! He is an activist and seasoned campaign organizer who has dedicated his career to empowering grassroots movements. He and Jess Craven have launched The Practivist Pod -- the practice of activism made practical. Topics: Steve shared the news about his new podcast and then we discussed the importance of focusing on gratitude in…
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