The Back Room with Andy Ostroy

Produced by RFR and Andy Ostroy
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Jul 31, 2025 • 54min

David Litt on Surfing 101, Trump 2.0 and his Journey to Find Common Ground and Happiness on Both Land and Sea!

David Litt is the New York Times bestselling author of Thanks, Obama; Democracy in One Book or Less; and his latest, It’s Only Drowning: A True Story of Learning to Surf and the Search for Common Ground. He’s a former senior speechwriter for Barack Obama, described as “the comic muse for the president” for his work on the White House Correspondents’ Dinner monologues. He’s also written for The New York Times, The Atlantic, The Washington Post, Los Angeles Times, Cosmopolitan, and more. Along with writing speeches and jokes for political figures, athletes, Fortune 500 CEOs, and philanthropists, David was the head writer/producer at Funny Or Die, DC, and has written and sold comedy pilots for Comedy Central, ABC, and NBC. David and I discuss his new book and why he embarked on this incredible journey. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel
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Jul 28, 2025 • 54min

Jonathan Greenblatt on the Alarming Rise of Antisemitism and Hate Crimes, Israel and Gaza, Trump, Mamdani and More

Since 2015 Jonathan A. Greenblatt has served as the CEO of the Anti-Defamation League, more commonly knows as the ADL…and is its sixth National Director. He leads all aspects of the world’s leading anti-hate organization…whose mission since its founding in 1913 is to fight the defamation of the Jewish people, and to secure justice and fair treatment to all. In 2022, Jonathan released It Could Happen Here, a book that sounds an alarm, warning that hate and systemic violence is gathering momentum in the United States – and that violence on a more catastrophic scale could be just around the corner. Jonathan and I have an insightful, frank conversation about the alarming rise of antisemitism and hate crimes, Israel and Gaza, the impact of Trump's rhetoric, Mamdani and progressive populism, and more. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy This episode was produced by Andy Ostroy and Jennifer Hammoud Design by Cricket Lengyel
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Jul 26, 2025 • 46min

Neera Tanden on Trump 2.0, MAGA, EpsteinGate, Texas Redistricting, Zohran Mamdani and the Center For American Progress's Critical Work

Neera Tanden is the president and CEO of the Center for American Progress and the CEO of the Center for American Progress Action Fund. Before leading American Progress, Tanden was the Domestic Policy Advisor to President Joe Biden and director of the Domestic Policy Council, overseeing some of the administration’s signature achievements, including its efforts to lower the cost of prescription drugs and expand health insurance coverage. Previously, she was Senior Advisor and Staff Secretary in the White House. And has also served as senior adviser for health reform at the U.S. Department of Health and Human Services, policy director for Hillary Clinton’s first presidential campaign, legislative director in then-Sen. Clinton’s (D-NY) office, and a senior policy adviser to the first lady in President Bill Clinton’s White House. Neera shares her keen insights on Trump 2.0, EpsteinGate and the MAGA meltdown, Texas redistricting, Zohran Mamdani, and the critical work of the Center For American Progress. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel
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Jul 24, 2025 • 42min

Rich Logis on his Incredible Journey From Diehard MAGA Loyalist to Founder of LeavingMAGA.org

Rich Logis is a former MAGA activist, volunteer and pundit. He founded his nonprofit, Leaving MAGA, in 2024, as a new community for those who leave the MAGA movement; who have doubts about their support for Trump; and for friends and family of those in MAGA. On his Leaving MAGA website, media appearances and in person, Rich has shared the compelling story of his odyssey, and what led him to leave MAGA in August of 2022. He has most recently contributed to the MeidasTouch Network. Don't miss this utterly fascinating and insightful chat as Rich shares in riveting detail what drew him into MAGA, what it's like being on the inside, and why and how he left the movement. He also helps us understand what motivates MAGA, why they're so loyal to Donald Trump, why the Epstein conspiracy is so important to them, and how he's helping others through his Leaving MAGA non-profit. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel
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Jul 22, 2025 • 54min

Former Federal Judge Nancy Gertner on Trump, Emil Bove, Epstein, Harvard, Jerome Powell and SCOTUS

Retired Federal Judge Nancy Gertner is a graduate of Barnard College and Yale Law School, where she was an editor on The Yale Law Journal, also receiving her M.A. in Political Science at Yale University. She was appointed to the United States District Court (D. Mass.) in 1994 by President Clinton and prior to 1994, Judge Gertner was a civil rights and criminal defense lawyer in Massachusetts. She retired from the federal bench in 2011 to join the faculty at Harvard Law School. Judge Gertner is the Managing Director of the MGH Center for Law Brain and Behavior. She was named one of “The Most Influential Lawyers of the Past 25 Years” by Massachusetts Lawyers Weekly. Judge Gertner has received numerous awards, including the American Bar Association’s Thurgood Marshall Award. Additionally, Judge Gertner was a Commissioner on President Biden’s Commission on the Supreme Court of the United States, and has written and spoken widely on various legal issues, appearing as a keynote speaker, panelist or lecturer concerning civil rights, civil liberties, employment, criminal justice and procedural issues throughout the U.S., Europe and Asia. Her opinion column appears regularly in the Boston Globe and WBUR’s Cognoscenti and occasionally the New York Times and the Washington Post. She also is a commentator on CNN, MSNBC, and WGBH’s “Jim Braude and Margery Eagan” show. Join us for this insightful, informative conversation about Donald Trump's march towards autocracy; the consequential role of the Supreme Court; the Emil Bove confirmation hearing; the Epstein case; the threats against Fed Chair Jerome Powell; and the Harvard University lawsuit. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel
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Jul 19, 2025 • 45min

MN Rep. Angie Craig on her U.S Senate Campaign, Trump 2.0, Congressional Republicans, and EpsteinGate

Rep. Angie Craig is the Congresswoman for Minnesota's Second Congressional District and is running for the state’s junior Senate seat being vacated by the retiring Tina Smith. In 2018, she flipped a district held by a Republican that a Democrat had only held twice since the 40s…committing herself to taking on the Trump administration’s policies that are hurting working folks in our country. In the Senate, her focus will be on lowering costs, keeping communities safe and fixing a broken Washington. If elected to the Senate, Angie would make history as the first gay U.S. Senator from Minnesota and first lesbian mother elected to the Senate. The Congresswoman and I chat about her Senate campaign, Trump 2.0, Congressional Republican, and EpsteinGate. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel
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Jul 17, 2025 • 41min

Michael Cohen on Trump, Epstein and the MAGA Meltdown, and the Inner Circle "Coup"

Michael Cohen is the former personal attorney for Donald Trump and served for years as an executive in the Trump Organization. He is host of the YoiuTube channel The Michael Cohen Show, host of the Mea Culpa With Michael Cohen podcast and co-host of Political Beatdown with Michael Cohen and Ben Meiselas podcast. He’s also a 2x NYT best-selling author. His latest book is “Revenge: How Donald Trump Weaponized the US Department of Justice Against His Critics. You can also find him on Substack @TheRealMichaelCohen, where he writes the newsletter Truth and Consequences. It's always a blast when Michael's in The Back Room. And this time's no different, as we unpack the MAGA Meltdown over EpsteinGate and the "coup" he says is taking place over it within Trump's inner circle. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel
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Jul 14, 2025 • 57min

S.E. Cupp Live From Rhinebeck, NY's Upstate Films on Politics, Pop Culture, Podcasting, Producing and Caffeine!

S.E. Cupp is a nationally syndicated columnist, author, podcaster and TV commentator. She hosts Off the Cupp, a podcast which focuses on mental health, and which features interviews with celebrities and newsmakers. She is a columnist at the New York Daily News and has also been published in the New York Times, Vanity Fair, Rolling Stone, Washington Post and many other publications. She is currently a political commentator at CNN. She regularly interviews authors for CSPAN's BookTV, and is a regular guest on The View, Real Time w/Bill Maher, Jimmy Kimmel Live!, Watch What Happens Live and others. S.E. has also consulted on Aaron Sorkin's The Newsroom and AppleTV's The Morning Show, and has made cameos on House of Cards and SNL. As an author SE has written two books, Losing Our Religion: The Liberal Media's Attack on Christianity, and co-authored Why You're Wrong About the RIght. She is on the Advisory Board of Cornell University's Institute of Politics and Global Affairs and INARA.org, and is a No Kid Hungry ambassador. Just us for this insightful, fun live chat and Q&A at Rhinebeck, NY's Upstate Films. We discuss it all...politics, pop culture, podcasting, producing and caffeine! Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel
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Jul 11, 2025 • 1h 8min

David Frum on Trump, Musk, MAGA, Tariffs, the GOP, and his Journey Through Loss and Grief Following Last Year's Death of his Daughter Miranda, 32

David Frum is a staff writer at the Atlantic and host of “The David Frum show” podcast. He is the author of ten books, most recently TRUMPOCALYPSE: Restoring American Democracy. David has been active in Republican politics since the first Reagan campaign of 1980. From 2014 through 2017 he served as chairman of the board of trustees of the leading UK center-right think tank, Policy Exchange. In 2001-2002, he served as speechwriter and special assistant to President George W. Bush. This conversation has such deep personal meaning to me, as David and i talked not just about politics, but also about loss and grief and his emotional journey these past seventeen months as he and his family mourn the devastating loss of his daughter Miranda, 32. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel
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Jul 9, 2025 • 35min

Celina Stewart on the Critical Work of The League of Women Voters in the Era of Trump

Celina Stewart is the Chief Executive Officer of the League of Women Voters of the United States. Prior to joining the League, she was acting Chief Operating Officer and Director of Philanthropy at an electoral reform nonprofit; served as a litigation consultant to several Am 100 law firms handling complex merger and acquisition transactions; legislative aide at the Michigan legislature handling the public interest portfolio for the House Tax Chair; and as Legal Counsel to the Minority Leader Stacey Abrams at the Georgia House of Representatives. She has served on the Boards of the Bar Association of DC; the Women’s Bar Association of DC; the NAACP ; and was an American Bar Foundation Law Practice Fellow. Join us as Celina describes the League's critical efforts in educating and engaging voters while defending and protecting our civil, voting and reproductive rights in the era of Donald Trump. Got somethin' to say?! Email us at BackroomAndy@gmail.com Leave us a message: 845-307-7446 Twitter: @AndyOstroy Produced by Andy Ostroy, Matty Rosenberg, and Jennifer Hammoud @ Radio Free Rhiniecliff Design by Cricket Lengyel

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