The Bill Press Pod

BP Pods
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Nov 18, 2025 • 33min

Michael Wolff on the men he called "Playboys in Arms." Our interview from July.

With Jeffrey Epstein and Donald Trump in the news together last week and for sure this week, we thought we'd look back at the interview Bill did with Michael Wolff, a confidant of Jeffrey Epstein and an author with several books about Donald Trump. There is a lot that Michael Wolff revealed in this interview from four months ago. Might be fun to take a listen again knowing what you know now. And if your friends haven't heard it recommend that they do. So…in this episode of the Bill Press Pod, Bill Press reconnects with veteran journalist Michael Wolff to discuss the relationship between Donald Trump and Jeffrey Epstein. Wolff reveals intimate details about their close friendship from the late 80s through the early 2000s, their mutual interests in women and real estate, and their eventual fallout over a Palm Beach property deal. Wolff also discusses Trump's efforts to downplay their relationship, Epstein's later belief that Trump contributed to his legal troubles, and the reluctance of mainstream media to delve into this story. Wolff shares his personal interactions with Epstein, insights from his 100 hours of taped interviews, and untapped explosive content related to Trump. The conversation also touches on Trump's first term in office, comparing it to his current administration, and concludes with Wolff's views on Trump's current challenges and potential impact on his political future. Michael Wolff's latest book is All or Nothing: How Trump Recaptured America. You can see his other books here. And Michael Wolff is active on Instagram. instagram.com/michaelwolffnyc. As the holiday season is upon us, Bill suggests a Carol Press Scarf as a great gift. Hand-made, each is a work of art in Rayon Chenille or Bamboo. Take a look at CarolPressScarves.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Nov 14, 2025 • 45min

"That definitely doesn't look great ." The Reporters' Roundtable. November 14, 2025.

Epstein and More Epstein. Shutdown Winners.  War on Venezuela? Trump’s Foreign Focus. Trump: Prices Down. Not. Filibuster Safe. With Jeff Dufour, Editor in chief at The National Journal, Mia McCarthy, Congress Reporter at Politico and Hunter Walker, Investigative Reporter for Talking Points Memo.Today Bill reminds us that a one-of-a-kind Carol Press Scarf make a great holiday gift. Check out these individual works of art at CarolPressScarves.com. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Nov 11, 2025 • 41min

The GOP is in trouble... because of Trump. With CNN's Ron Brownstein.

In this episode Bill interviews Ron Brownstein, senior political analyst at CNN and columnist for Bloomberg Opinion. They discuss the results of the November 4 elections in Virginia, New Jersey, New York City, and California, and the unmistakable warning signs these results hold for Republicans. Ron highlights the importance of voter attitudes toward the incumbent president, which have increasingly influenced election outcomes. Despite negative views of the Democratic Party, voters' disapproval of Trump played a decisive role in Democratic victories. The conversation also covers the impact of economic dissatisfaction on Trump's approval ratings and the challenges Republicans face in overcoming this negative sentiment. Additionally, they delve into the significance of the recent government shutdown battle and its implications for future elections. Finally, the discussion touches on the generational shift within the Democratic Party and the prospects for Democrats to regain control of the House and Senate in 2026.Today Bill highlights the work of the Democratic Governors Association. There are some great Democratic Governors who might end up as the Democratic Presidential candidate. More information at DemocraticGovernors.orgSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Nov 7, 2025 • 45min

"It's wild to see ." The Reporters' Roundtable. November 7, 2025.

Democratic Sweep. Affordability and Trump Key. GOP’s Struggles. New Blood Wanted. GOP More Blamed for Shutdown. Nancy Pelosi Retires. What’s Up With MTG? Dick Cheney’s Legacy. With Sabrina Siddiqui, National Politics Reporter at The Wall Street Journal, Linda Feldmann, White House Correspondent and DC Bureau Chief at The Christian Science Monitor and Philip Bump, former Columnist for The Washington Post and author of the How to Read This Chart Newsletter. You can follow Philip's work at HowtoReadThisCh.artToday's Bill Press Pod is supported by The Ironworkers Union. More information at Ironworkers.orgSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Nov 4, 2025 • 35min

Retribution: Donald Trump, and the Campaign That Changed America. With ABC News' Jonathan Karl.

In this episode Bill sits down with Jonathan Karl, Chief Washington Correspondent for ABC News, to discuss Karl's latest book 'Retribution: Donald Trump, and the Campaign That Changed America.' The conversation covers Karl's unique relationship with Trump, including a personal call on the morning after the election, and a detailed discussion on Hunter Biden's significant yet tumultuous role in Joe Biden's political circle. They delve into Trump's comeback, the shocking revelations from January 6th, and the key moments leading up to Trump's re-election. The episode also examines Joe Biden and Kamala Harris' reflections on their political futures, an extraordinary account of Trump supporter Pamela Hemphill's journey, and current polling data revealing significant dissatisfaction with Trump's second term. Karl provides substantial insights through newly uncovered documents and personal anecdotes, making for a compelling discussion on current American political dynamics.You can order your copy of Jon's latest book here. Today’s Bill Press Pod is supported by The Laborers’ International Union of North America. More information at LIUNA.org. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 31, 2025 • 43min

"He loves big bombs." The Reporters' Roundtable. October 31, 2025.

Shutdown Continues. Blame Game. Any Movement? Trump: Kill Filibuster. House Still Out. Trump Flattered in Asia. Nuclear Testing? NYC Mayor’s Race. VA and NJ Governor’s Race. CA Redistricting Fight. With Amanda Becker, Washington Correspondent for 19th News, Igor Bobic, Senior Politics Reporter for HuffPost and Evan McMorris-Santoro, Reporter at NOTUS. Today's Bill Press Pod is supported The United Food and Commercial Workers Union. More information at UFCW.orgSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 28, 2025 • 36min

Crafting a Magnetic Message. With Democratic Strategist Anat Shenker-Osorio.

In this episode, Bill speaks with Anat Shenker-Osorio, a political strategist and messaging expert, about the state of Democratic messaging ten months into Donald Trump's second term. Shenker-Osorio critiques Democrats' reliance on polling and failure to effectively communicate their message to voters. She contrasts this with effective messaging strategies, citing examples like Zohran Mamdani and the importance of agenda-setting. Shenker-Osorio stresses the need for Democrats to adopt a more proactive and consistent messaging approach, focusing on key issues like affordability and framing the opposition as authoritarian. She also discusses current topics like AI-generated videos and California's Prop 50, emphasizing the importance of voter engagement and resistance to authoritarian tactics.You can follow the great work of Anat Shenker-Osorio on Blue Sky at @anatosaurus.bsky.social. Her podcast, Words to Win By: WordsToWinBy-pod.comHer writings on Substack: substack.com/@anatosaurusToday Bill highlights the work of The American Civil Liberties Union. More information at ACLU.org. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 24, 2025 • 42min

"This is Brave New World Territory." The Reporters' Roundtable. October 24, 2025.

Trump Tears Down Whole East Wing. “Privately” Funded Destruction. Trump Demands $230 Million. Johnson Knows Nothing. Shutdown Goes On and On. Does Trump Care? At “War” with Venezuela? No Putin Summit. Trump Poops on America. AI’s Cost to Truth. With Emily Goodin, White House Correspondent for McClatchy Media, Allan Smith, Political Reporter for NBC News and Kirk Bado, Editor, National Journal Hotline. Today's Bill Press Pod is supported by The Laborers' International Union of North America. More information at LIUNA.org See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 21, 2025 • 35min

Elie Mystal on the Supreme Court's "bigoted, miserable Republicans."

In this episode, Bill speaks with Elie Mystal, the Justice Correspondent at The Nation, about the current state of the U.S. Department of Justice, particularly focusing on its role under the Trump administration. The discussion highlights recent indictments of political figures, the Department of Justice's shift towards serving Trump's political agenda, and the questionable legal merit of these indictments. They delve into the Supreme Court’s new session, discussing its selective case acceptance process and the conservative majority’s influence on the court’s docket, including key issues like voting rights, presidential powers, and the overall shift to the right. The conversation also addresses the potential impact on minority rights, particularly LGBT Americans, and criticizes Democrats for not taking a stronger stance on court reform. Mystal underscores the urgency for Democrats to focus on judicial appointments and court expansion to counterbalance the conservative-leaning Supreme Court.Bill referenced Elie’s work for the Nation Magazine. You can read his work here: thenation.com/authors/elie-mystal/Today Bill urged us to support the ACLU. More information at ACLU.orgSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 17, 2025 • 45min

" We've got a lot of weird things going on." The Reporters' Roundtable. October 17, 2025.

Bolton Indicted. Retribution Continues. Is Adam Schiff Next? Putin Trump Summit-Again. Will Gaza Deal Hold? Shutdown Continues. SCOTUS vs Voting Rights Act. GOP’s Racist “Kids.” No Kings Protest. With Jason Dick, Editor-in-chief of CQ-Roll Call, S. V. Date, Senior White House Correspondent for HuffPost and Cameron Joseph, Senior Washington Reporter for the Christian Science Monitor. Today's Bill Press Pod is supported by The Ironworkers Union. More information at Ironworkers.org.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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