

The Back Room with Andy Ostroy
Produced by RFR and Andy Ostroy
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
Episodes
Mentioned books

Aug 4, 2025 • 41min
Miles Taylor on Whistleblowing and Being Targeted by Trump
Miles Taylor is a national security expert who works in Washington, DC as editor of the recently launched newsletter TREASON on Substack and as spokesperson for www.EndPresidentialRevenge.org. Taylor previously served as chief of staff at the US Department of Homeland Security, where he published a bombshell “Anonymous” essay in The New York Times, blowing the whistle on presidential misconduct. He later published the #1 national bestseller A Warning, revealed himself to be the author, and launched a campaign of ex-officials to oppose Donald Trump’s reelection. He’s worked as an advisor in the George W. Bush administration, on Capitol Hill, as a CNN contributor, and is the cofounder of a DC-based charter school and multiple democracy-reform groups. Taylor is also the author of The New York Times best-selling book Blowback and the host of the iHeartRadio podcast “The Whistleblowers.”
Miles became the target of Trump in an April executive order. He joins me for a frank discussion of what these past few months have been like for him and his family, how he's fighting against it, and the overall importance of whistleblowing in holding politicians and government officials accountable.
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

Aug 2, 2025 • 1h 18min
Bill Kristol on the Republican Party and Its Fealty to Trump, Democrats and the Midterms, Mamdani, and More
For three decades, Bill Kristol has been a leading participant in American political debates and a widely respected analyst of American political developments. He served in senior positions in the Ronald Reagan and George H.W. Bush Administrations and as a professor at the University of Pennsylvania and Harvard University. He is the founding director of Defending Democracy Together, an organization dedicated to defending America’s liberal democratic norms, principles, and institutions, focusing on issues ranging from American foreign policy to the future of the Republican Party and the meaning of American conservatism. Bill is editor-at-large of The Bulwark, frequently appears on all the major television talk shows, and also is the host of the highly regarded video series and podcast, Conversations with Bill Kristol.
Bill and I get into the state of the Republican Party and its fealty to Trump; Democrats and the midterms; Mamdani and the NYC mayoral race; 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

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

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

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

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

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

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

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

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


