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The Back Room with Andy Ostroy
The Back Room with Andy Ostroy
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The Back Room with Andy Ostroy presents a humorous, honest take on politics and pop culture featuring notable guest interviews, a shit-ton of righteous indignation, and rip-roaring repartee with co-producers Matty Rosenberg and Jen Hammoud. We're havin' a ball, and so will you!
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
Music by Andrew Hollander
Design by Cricket Lengyel
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
Music by Andrew Hollander
Design by Cricket Lengyel
433 Episodes
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Jonathan Freedland is the author of the New York Times bestseller The Escape Artist: The Man Who Broke Out of Auschwitz to Save the World and he’s a weekly columnist for the Guardian and previously the Guardian’s Washington correspondent. He hosts the Guardian's Politics Weekly America podcast, presents BBC Radio 4's The Long View and co-hosts the Unholy podcast,. He is also the author of several thrillers under the pseudonym Sam Bourne and is a past winner of the Orwell Prize for Journalism. His new book is The Traitors Circle: The True Story of a Secret Resistance Network in Nazi Germany—and the Spy Who Betrayed Them”
Jonathan and I discuss his incredible new book as well as British politics and Nigel Farage's Reform UK party, and the populist parallels to Donald Trump's MAGA movement.
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
For forty years, Ron Reagan has been a television and radio correspondent, host and political commentator with ABC, MSNBC and Air America among others. He is the author of the New York Times bestseller My Father at 100.
Join us for this fun, insightful chat about the Epstein shitstorm, the blue wave election, the shutdown, the East Wing demolition, and Trump's meltdown over the Ontario tariff ad featuring his dad.
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
Tara Palmeri is the host of The Tara Palmeri Show and author of The Red Letter newsletter. She has spent more than 15 years covering national politics and foreign affairs, previously working as a White House Correspondent for ABC News and chief national correspondent for Politico. She has hosted multiple podcasts, including Broken: Jeffrey Epstein and Power: The Maxwells, and previously hosted Somebody’s Gotta Win for The Ringer while writing a political column for Puck.
What are the Epstein emails telling us? Is the Epstein scandal too big to fail? Will it eventually bring down the Trump presidency? Tara addresses these questions and more.
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
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 YouTube 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.
Michael's back to discuss the latest Epstein developments, the Democrats' shutdown shitshow, the recent blue wave election, and, if he's planning to run for Congress in New York's 12th District!
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
Jonathan Karl is the chief Washington correspondent for ABC News and co-anchor of This Week with George Stephanopoulos. He’s covered every major beat in Washington, D.C., including the White House, Capitol Hill, the Pentagon, and the State Department. He’s reported from the White House under four presidents and fourteen press secretaries, and is
a former president of the White House Correspondents' Association. He is the author of the NY Times instant bestsellers Front Row at the Trump Show, Betrayal, and Tired of Winning. And he’s in THE BACK ROOM to discuss his new book, "Retribution: Donald Trump and the Campaign That Changed America".
Jonathan and I discuss the recent election, the shutdown and his terrific new book.
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
Co-founder and Board Member of The Lincoln Project, Rick Wilson is a renowned political strategist, infamous award-winning ad-maker and podcast host, writer, speaker, and political commentator on MSNBC, CNN, ABC News, NPR, Real Time with Bill Maher, and various American and international news national outlets. A 30-year veteran of national Republican politics, Rick got his start in the 1988 Presidential campaign of George Herbert Walker Bush and has produced groundbreaking and award-winning political advertising, strategic counsel to winning political candidates, SuperPACS, state parties, the national campaign committees, and corporate, association, and government clients across the nation and around the world. Rick has authored two New York Times bestsellers – Everything Trump Touches Dies and Running Against The Devil – A Plot To Save America from Trump And Democrats From Themselves – and often writes for The Washington Post, Politico, Rolling Stone, The Hill, The Bulwark, and the London Spectator.
Rick brings his inimitable wit and wisdom back to The Back Room for a post-election wrap up!
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
Paul Begala is a CNN political commentator, consultant and NY Times best-selling author... his most recent book was the election-year hit You’re Fired: The Perfect Guide to Beating Donald Trump. He’s also been a columnist for Newsweek and The Daily Beast, and was one of the founding contributing editors of his late friend JFK Jr’s magazine George. But perhaps most notably…he helped engineer Bill Clinton's winning presidential campaign in 1992 with his partner, James Carville. He later served as Counselor to the President, serving as one of President Clinton's closest aides, and coordinating policy, politics, and communications. In the 2012 campaign, Paul was a senior adviser for the pro-Obama Super PAC, making him one of the few people to play a critical role in electing two different presidents.
Paul's back in The Back Room to unpack Election Day's blue tidal wave!
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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
Amy McGrath is a political and national security analyst, a former fighter pilot and U.S. Marine Corps combat veteran, founder of Democratic Majority Action PAC, Democratic nominee for the U.S. House and Senate from Kentucky and the author of "Honor Bound: An American Story of Dreams and Service." She, along with co-host Denver Riggleman, recently launched the brand new podcast, “Truth in the Barrel,” about politics and national security. And, she once again has launched a U.S. Senate campaign for Kentucky’s open seat
Amy discusses her Senate campaign, Trump's exploitation of the military, National Guard troop deployment, nuclear testing, the shutdown and more.
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
Kate Shaw is a Professor of Law at the University of Pennsylvania Carey Law School, where she teaches and writes about the presidency, the law of democracy, the Supreme Court, and reproductive rights and justice. Her scholarly writing has appeared, among other places, in the Harvard Law Review, the Columbia Law Review, the Michigan Law Review, and the Northwestern University Law Review, and her popular writing has appeared in the New York Times, the Washington Post, and the Atlantic. She co-hosts the Supreme Court podcast Strict Scrutiny and is a Contributing Opinion Writer with the New York Times.
Kate helps unpack the legal developments involving National Guard troop deployment; Trump's weaponization of the Justice Department; the James Comey, Tish James and John Bolton indictments; the government shutdown and funding of SNAP benefits; and more.
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
A graduate of the USC School of Cinema and Television, Andrew Durham has worked under such directors as David Lynch, Christopher Guest, Wes Craven, and Oliver Stone. He began his collaborative relationship with Sofia Coppola when he produced her first short film, LICK THE STAR, and Coppola’s television series, HI-OCTANE, for the Comedy Central Network. He went on to work for MTV Networks as Producer for Projects in Development, and later for Fox Television Studios where he served as Vice President of Production. He left television to pursue his passion for photography. He’s shot for such publications as Vanity Fair, The New York Times, French Vogue, and Elle, and advertising campaigns for Louis Vuitton, Marc Jacobs and Dior.
And he's in THE BACK ROOM to discuss his terrific feature film directorial debut, FAIRYLAND, which is currently in select theaters nationwide and on VOD in November.
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
Aidan Walker is a writer, creator, and internet culture researcher. He has covered memes and tech for the BBC, The Daily Beast, and other outlets. He posts on TikTok, YouTube, and Instagram as @aidanetcetera and writes the Substack newsletter How To Do Things With Memes.
What are memes, where do they come from, what's their impact today as a communications tool, and what lies ahead for this powerful medium? Aidan answers these questions and more...and also discusses his recent epic appearance on Real Time with Bill Maher!
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
Janet Napolitano is currently the Founder and faculty director of the Institute for Security and Governance at UC Berkeley. In her distinguished career she’s served as former Secretary of Homeland Security, president of the University of California, Governor of Arizona, Attorney General of Arizona, and as U.S. Attorney for the District of Arizona. In 2022, President Biden appointed her to the President’s Intelligence Advisory Board, and also appointed her to the Intelligence Oversight Board. In 2024, Napolitano served on the Independent Review Panel to investigate the attempted assassination of Donald Trump on July 13,2024. She currently serves as a professor of public policy at the Goldman School of Public Policy at UC Berkeley.
Join us for this insightful conversation about Trump 2.0 and his $230-million 'restitution' demand, East Wing demolition, and DOJ weaponization; the state of our Homeland Security; immigration; the NO KINGS protests; and more.
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
Richard Reeves is the founder and president of the American Institute for Boys and Men. Before founding AIBM in 2023, he was a senior fellow at the Brookings Institution. While at Brookings, he focused on policies related to economic inequality, racial justice, social mobility, and boys and men. He is the author of several books, including “Of Boys and Men: Why the Modern Male is Struggling, Why it Matters, and What to do About It” and “Dream Hoarders: How the American Upper Class Is Leaving Everyone Else in the Dust, Why That is a Problem, and What to do About It.” Inspired by his own experiences as a father and policy expert, Richard founded AIBM to bring awareness to the challenges facing boys and men today and to develop evidence-based solutions.
Why are boys and young men struggling so much? Why are they attending college less than ever? Why is male suicide precipitously on the rise? How do we address these alarming trends? Richard shares his thoughts on these critical questions and more.
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
Nancy Schwartzman is an Emmy winning and Peabody nominated documentary filmmaker, showrunner and a member of the Directors Guild of America and the Academy of Motion Pictures and Sciences. Her latest project is the limited series Death in Apartment 603: What Happened to Ellen Greenberg? now streaming on Hulu. Her other films and series include Sasha Reid and the Midnight Order, the Emmy winning Victim/Suspect, and her debut feature documentary, the award-winning Roll Red Roll , which was also nominated for a Peabody award, and exposed the notorious Steubenville, Ohio high school sexual assault case. She is also the author of the non-fiction book Roll Red Roll: Rape, Power and Football in the American Heartland. For her human rights filmmaking and technology development to prevent sexual violence, she is the winner of awards from the Obama/Biden White House, the United Nations and the Avon Foundation. She is also a tech founder and created the Circle of 6 safety app.
Nancy and I discuss her terrific new docuseries and this stunningly confounding case.
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
In academia, private sector, government and media, Professor Juliette Kayyem is an international leader in crisis management and homeland security. She serves as the faculty chair of the Homeland Security and Security and Global Health Projects at Harvard's Kennedy School of Government. Previously, she served as President Obama's Assistant Secretary at the Department of Homeland Security and as MA Governor Deval Patrick's Homeland Security Advisor. She is an on-air CNN Senior National Security Analyst, Pulitzer Prize finalist, and contributing writer for The Atlantic and Boston's local NPR station, GBH. She also consults for governors, mayors, public and private institutions on crisis management. She is a Senior Advisor to Teneo, the global consulting firm, and founded her own consulting firm to support the preparedness needs of companies, from Fortune 500 to startups. Juliette is the author or editor of six books, including her most recent "The Devil Never Sleeps: Learning to Live in an Age of Disasters”
Join us for this important, insightful conversation about Venezuela, the Argentina bailout, and Trump 2.0's foreign policy and military strategy...or lack thereof
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
Andrew Weissmann is the co-host of the popular podcast Main Justice and is a frequent legal analyst for NBC/MSNBC. He serves on the board of Just Security and writes frequently for it, as well as The New York Times, The Atlantic, & The Washington Post. From 2017-2019 Andrew served as a lead prosecutor in Robert S. Mueller’s Special Counsel’s Office. His memoir about the Special Counsel investigation, Where Law Ends: Inside the Mueller Investigation , was a New York Times bestseller. He is also a Professor of Practice at New York University and teaches courses in national security and criminal procedure. He also served as the General Counsel for the Federal Bureau of Investigation and from 2002-2005 he served as the Deputy and then the Director of the Enron Task Force where he supervised the prosecution of more than 30 individuals in connection with the company’s collapse. And he was also a federal prosecutor for 15 years in the Eastern District of New York, where he served as the Chief of the Criminal Division and prosecuted numerous members of the Colombo, Gambino, and Genovese families, including the bosses of the Colombo and Genovese families.
Andrew joins me fresh on the heels of the breaking news about his interview in London with former special counsel Jack Smith. We discuss this compelling conversation as well as the indictments of former FBI Director James Comey and New York State Attorney General Letitia James.
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
Jill Schlesinger is the Emmy and Gracie Award winning Business Analyst for CBS News. She appears on CBS radio and television stations nationwide covering the economy, markets, investing and anything else with a dollar sign. She is a weekly guest on NPR’s “Here and Now” and writes the nationally syndicated column “Jill on Money”. She is the author of two books, The Great Money Reset and The Dumb Things Smart People Do With Their Money. Jill is also the host of the “Jill on Money” and the “MoneyWatch” podcasts and of the nationally syndicated radio show, “Jill on Money”. She is a frequent speaker on a variety of topics, including macroeconomic, market and demographic trends; workplace issues for women and LGBT employees in financial services; and how to create authentic branding. She serves on the board of the New York City Lesbian, Gay, Bisexual & Transgender Community Center.
Jill's back to discuss the shutdown, the economy, the stock market, and what investors should be doing in Q4. And, we also found time to address the Carole King vs Taylor Swift debate and whether Boomer music is better than Gen Z's/Millennials'!
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
Cait Conley is a fourth-generation Hudson Valley native, daughter of a postal worker and a construction worker, a decorated combat veteran and national security expert. And she’s running for the House in NY’s 17th Congressional district.
Cait discusses the shutdown, affordability, national security, Trump, Hegseth, her campaign and the fight to defeat Mike Lawler
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
Cass Sunstein is currently the Robert Walmsley University Professor at Harvard. He is the founder and director of the Program on Behavioral Economics and Public Policy at Harvard Law School. In 2018, he received the Holberg Prize from the government of Norway, sometimes described as the equivalent of the Nobel Prize for law and the humanities. In 2020, the World Health Organization appointed him as Chair of its technical advisory group on Behavioural Insights and Sciences for Health. He was advisor to presidents Obama and Biden, has testified before congressional committees on many subjects, and he has advised officials at the United Nations, the European Commission, the World Bank, and many nations on issues of law and public policy. He is author of hundreds of articles and dozens of books, including Impeachment: A Citizen’s Guide, The Cost-Benefit Revolution, On Freedom, Nudge. The World According to Star Wars, Too Much Information and his new book, "On Liberalism: In Defense of Freedom”.
Cass joins me for an insightful discussion about his new book.
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
Jake Tapper wrote the NY Times bestselling nonfiction books The Outpost: An Untold Story of American Valor, which was turned into a critically acclaimed film in 2020, and this year’s ORIGINAL SIN: President Biden’s Decline, Its Cover-up, and His Disastrous Choice to Run Again. He’s also written two New York Times bestselling novels, The Hellfire Club and The Devil May Dance, He is an Emmy Award-winning TV journalist as lead DC anchor and chief Washington correspondent for CNN. His new book, RACE AGAINST TERROR: Chasing an Al Qaeda Killer at the Dawn of the Forever War, comes out Tuesday October 7th.
Jake and I talk a little sports and then dive into the government shutdown and his terrific new non-fiction thriller.
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




