

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

Oct 25, 2025 • 1h 9min
Janet Napolitano on Trump 2.0, Homeland Security, Immigration, DOJ Weaponization, No Kings, and More
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

Oct 23, 2025 • 41min
Richard Reeves on Manhood, Masculinity and Why Boys and Young Men Are Struggling So Much
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

Oct 21, 2025 • 29min
Nancy Schwartzman on her New Docuseries DEATH IN APARTMENT 603: WHAT HAPPENED TO ELLEN GREENBERG?
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

Oct 19, 2025 • 58min
Juliette Kayyem on Homeland Security, Venezuela, and Trump 2.0's Foreign Policy and Military Strategy or Lack Thereof
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

Oct 15, 2025 • 32min
Andrew Weissmann on his Interview with Jack Smith, and the Comey and James Indictments
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

Oct 13, 2025 • 60min
Jill Schlesinger on the Shutdown, Economy, Stock Market, and Advice for Investors...and...Taylor Swift!
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

Oct 11, 2025 • 1h 8min
Cait Conley on her NY District 17 Congressional Campaign and the Fight to Defeat Mike Lawler
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

Oct 9, 2025 • 39min
Cass Sunstein on his new book, On Liberalism: In Defense of Freedom
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

Oct 7, 2025 • 44min
Jake Tapper on the Eagles, the Shutdown and his Terrific New Book
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

Oct 4, 2025 • 55min
Peter Baker on the Shutdown, Trump's DOJ Weaponization, and Lutnick's New Epstein Bombshell
Peter Baker is the Chief White House Correspondent for The New York Times and a political analyst for MSNBC. He has covered the last five presidents for The Times and The Washington Post. At The Post, he also served as Moscow Co-Bureau Chief and covered the opening months of the wars in Afghanistan and Iraq. He is author of seven books, including the best-selling The Divider: Trump in the White House, 2017-2021, and The Man Who Ran Washington: The Life and Times of James A. Baker III, both with his wife, Susan Glasser of The New Yorker. He is a frequent panelist on Washington Week on PBS.
Peter and I discuss the government shutdown, the Comey indictment and Trump's weaponization of the Justice Department, and Howard Lutnick's jaw-dropping new Epstein comments.
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


