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PODCAST

The Illegal News with Sarah Longwell

“The Illegal News” is where law meets politics. Each week, Bulwark publisher Sarah Longwell (not a lawyer) sits down with a legal expert to unpack how the latest court filings, rulings, and procedural twists and turns of the Trump era are shaping American democracy. These are conversations about justice without the jargon, giving you context for the biggest developments and surfacing the legal (and illegal) moves not getting enough attention. If you"re looking for "George Conway Explains It All to

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All Episodes

62:58

S2 Ep154: Sorry, The 25th Amendment Can't Save Us...

The Illegal News with Sarah Longwell ·

2026/04/08

Sarah Longwell and Andrew Weissmann explain the legality of Trump’s unhinged Iran threats, the legal reality behind “war crimes” warnings, and the global fallout of a strategy with no clear objective. They also discuss Trump’s push to control elections, why it’s likely unconstitutional—and why losing in court may actually be part of the plan. Plus, the Steve Bannon case and what it says about a system where accountability depends on loyalty to the president.Right now, Betterwild is offering up to

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60:58

S2 Ep153: Reporters Now Need ESCORTS to Do Their Jobs...

The Illegal News with Sarah Longwell ·

2026/04/01

Sarah Longwell and Elliot Williams explain a series of legal fights that go to the core of how the country operates—from whether birthright citizenship could actually be undone, to a new immigration detention policy that could keep people locked up for years.They also discuss the Pentagon’s escalating clash with the press and what it means for the First Amendment and the surreal push to rewrite the January 6th attack on the Capitol.Correction (March 31, 2026, 9:20 p.m. EDT): Elliot Williams

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76:36

S2 Ep152: Todd Blanche’s Jaw-Dropping Ethics...

The Illegal News with Sarah Longwell ·

2026/03/28

JVL (filling in for Sarah Longwell) joins Andrew Weissmann for a wide-ranging breakdown of a system under strain. They discuss the DOJ’s $1.25M payout to Michael Flynn, a surprising leak tied to the Trump investigations, and the backlash that followed—including a top official calling prosecutor Jack Smith a “proven liar.”Make this the year you stop guessing about your health, with Superpower. Not only did Superpower reduce their price to just $199, but for a limited time, our listeners get an

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56:08

S2 Ep151: Trump’s Half-Baked Border Plan Collides...

The Illegal News with Sarah Longwell ·

2026/03/17

Andrew Weissmann joins Sarah Longwell to explain Trump’s failed attempt to target Fed Chair Jerome Powell—and why a judge shut it down as harassment. They also discuss the Trump admin's bizarre border strategy that’s collapsing in court, as DOJ lawyers admit they’re being forced to bring cases they can’t prove. Plus: a major Supreme Court fight over immigrant protections, and new warning signs around Trump’s broader legal strategy heading into 2026.Review of State Bar Complaints and Allegations

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70:08

S2 Ep150: Trump's DOJ Just Proposed a Stunning Ethics...

The Illegal News with Sarah Longwell ·

2026/03/14

Sarah Longwell and Andrew Weissmann discuss a chaotic week for the rule of law, from the DOJ bizarrely flip-flopping on defending Trump’s executive orders targeting law firms, to a Trump-appointed judge finding evidence of racial profiling in ICE stops in Minnesota, and a new DOJ proposal that could shield government lawyers from ethics investigations.Get OneSkin with 15% off using code ILLEGALNEWS at https://oneskin.co/ILLEGALNEWS.

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30:15

S2 Ep149: Andrew Weissmann: This is Why America’s...

The Illegal News with Sarah Longwell ·

2026/03/11

Sarah Longwell talks with former federal prosecutor Andrew Weissmann about his new book: "Liar’s Kingdom"They discuss how Donald Trump exposed weaknesses in American institutions, why misinformation has become so central to modern politics, and what that means for the future of democracy.Weissmann explains why simply winning elections won’t fix the problem, explores how other democracies handle threats to the rule of law, and lays out reforms that could strengthen guardrails without rewriting the

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46:53

S2 Ep148: Is This War Legal? (w/ Tess Bridgeman)

The Illegal News with Sarah Longwell ·

2026/03/07

Sarah Longwell talks with Just Security’s Tess Bridgeman about whether the Iran war is legal under the Constitution, the War Powers Resolution, and international law. They discuss how presidents have stretched their authority for decades, why Congress keeps failing to act, and what it means when one man can take the country to war on his own.Read more from Tess: https://www.justsecurity.org/author/bridgemantess/Pre-order Sarah’s book, How to Eat an Elephant, coming in September:

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52:23

S2 Ep147: Trump’s Face on DOJ Is a Big Deal—Here’s...

The Illegal News with Sarah Longwell ·

2026/02/25

Sarah Longwell is joined by CNN legal analyst Elliot Williams to break down Trump’s latest legal battles—from the Supreme Court limiting his tariff plan to a judge holding ICE in contempt for ignoring court orders.They also discuss the FCC targeting late-night shows, questions about DOJ independence after Trump put his face on the building, and new reporting on the Epstein files.Get 15% off OneSkin with the code ILLEGALNEWS athttps://www.oneskin.co/ILLEGALNEWS #oneskinpod If you’re tired of being

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55:13

S2 Ep146: Supreme Court Slams Door on Trump’s Tariff...

The Illegal News with Sarah Longwell ·

2026/02/21

The Supreme Court struck down Trump’s sweeping tariffs in a 6–3 decision—including votes from two of his own appointees. Sarah Longwell and Andrew Weissmann explain why the Court said Congress, not the president, controls the power to tax, what the “major questions” fight was really about, and why Chief Justice Roberts appeared to take direct aim at Kavanaugh’s dissent.Make laundry day the best day of the week! Get 20% off your entire order @LaundrySauce with code ILLEGALNEWS at

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76:08

They Don’t Want Borders. They Want Your Ballot (w/...

The Illegal News with Sarah Longwell ·

2026/02/18

Andrew Weissmann explains to Sarah Longwell the new filing from officials in Georgia’s Fulton County election office attacking the FBI's search of the county's election records last month. They also discuss the latest around ICE cases in Minnesota and get to Sarah's rapid fire questions.Make laundry day the best day of the week! Get 20% off your entire order @LaundrySauce with code ILLEGALNEWS at https://laundrysauce.com/ILLEGALNEWSF*%k your khakis and get The Perfect Jean 15% off with the code

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59:05

S2 Ep145: In the Epstein Releases, Victims Came LAST...

The Illegal News with Sarah Longwell ·

2026/02/13

Andrew Weissmann explains to Sarah Longwell why Pam Bondi’s bizarre hearing indicates deep problems at the Justice Department. From the DOJ’s handling of the Epstein files to the FBI’s raid on Georgia’s Fulton County election office, they discuss what’s happening behind the scenes—and whether core legal standards are being ignored.Get 15% off OneSkin with the code ILLEGALNEWS at https://www.oneskin.co/ILLEGALNEWS #oneskinpod

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59:19

S2 Ep144: Trump Is Treating Elections Like Crimes (w/...

The Illegal News with Sarah Longwell ·

2026/02/06

Sarah Longwell and CNN legal analyst Elliott Williams walk through a stunning week of norm-breaking: the arrest of journalists after a Minnesota protest, Trump hovering over federal law enforcement, an FBI raid on a Georgia election office, and open talk of "nationalizing" U.S. elections. They also discuss Trump’s jaw-dropping $10 billion lawsuit against the IRS and his move to take over—and potentially shut down—the Kennedy Center.Head to https://FactorMeals.com/illegalnews50off and use code

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59:32

S2 Ep143: Secret ICE Memo Says They Can Enter Homes...

The Illegal News with Sarah Longwell ·

2026/01/28

Sarah Longwell is joined by former ICE attorney and CNN legal analyst Elliot Williams to discuss the growing clash between ICE, the Justice Department, and the courts. Williams explains why a federal judge in Minnesota is threatening contempt after ICE ignored a court order, and why DOJ’s response—appealing denied arrest warrants tied to a church protest—stunned the court. They talk about a secret DHS memo claiming ICE can enter private homes without judicial warrants, what that means for the

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72:03

S2 Ep142: The Epstein Files Are Being Buried by DOJ...

The Illegal News with Sarah Longwell ·

2026/01/21

Asha Rangappa joins Sarah to discuss the ICE raids in Minnesota, a federal court injunction limiting certain actions against protesters, DOJ retaliation, the stalled Epstein files release, and the growing use of law enforcement as a political weapon.Read the Ruling Restricting Federal Agents’ Actions in Minnesota: https://storage.courtlistener.com/recap/gov.uscourts.mnd.229758/gov.uscourts.mnd.229758.85.0_1.pdfIf you’re tired of being tired, this is your chance to finally get answers and get your

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67:22

S2 Ep141: Jack Smith Says He Had Trump Dead to Rights...

The Illegal News with Sarah Longwell ·

2026/01/14

Sarah Longwell sits down with Asha Rangappa—a lecturer at Yale Law School and co-host of the “It’s Complicated” legal podcast—to discuss Venezuela, Jack Smith's congressional testimony, the Minneapolis shooting, and the many other high-profile lawsuits and investigations that have already popped up in 2026.Get up to 30% off OneSkin with the code ILLEGALNEWS at https://www.oneskin.co/Make laundry day the best day of the week! Get 20% off your entire order @LaundrySauce with code ILLEGALNEWS at

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39:48

S2 Ep140: Trump’s Government is Treating Courts Like...

The Illegal News with Sarah Longwell ·

2026/01/09

Sarah Longwell sits down with Andrew Weissmann to break down a fatal ICE shooting in Minnesota, shocking detention conditions exposed by a federal judge, and a growing pattern of the government misleading courts and defying judicial orders.Start your new morning ritual & get up to 43% off your @MUDWTR with code illegalnews at https://mudwtr.com/illegalnews! #mudwtrpodHead to https://FactorMeals.com/illegalnews50off and use code illegalnews50off to get 50% off your first Factor box PLUS free

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56:27

S2 Ep139: Andrew Weissmann: Epstein Release Looks...

The Illegal News with Sarah Longwell ·

2026/01/02

Sarah is off this week so Andrew Weissmann joins Sam Stein to explain why the Epstein files rollout has become a legal and political disaster—from blown deadlines and redactions to the DOJ’s credibility crisis. They also discuss Supreme Court’s spotty pushback against the administration, Trump’s use of military power, and growing risks to democratic norms.Our listeners get the Harry’s Plus Trial Set for only $10 at https://www.Harrys.com/ASKGEORGE #Harryspod #sponsored

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61:43

S2 Ep138: Yes, George Had to Leave. But We’re Still...

The Illegal News with Sarah Longwell ·

2025/12/27

George Conway is stepping away to run for Congress — but the show isn’t ending! Sarah Longwell explains what’s changing, what isn’t, and why The Bulwark is sharing a full episode of The Secret Podcast.Go to https://HelloFresh.com/askgeorge10fm to get 10 free meals and a FREE Zwilling Knife (a $144.99 value) on your third box. Offer valid while supplies last. Free meals applied as discount on first box, new subscribers only, varies by plan.

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50:16

S2 Ep137: George Conway Has an Announcement

The Illegal News with Sarah Longwell ·

2025/12/20

George Conway and Sarah Longwell close out the year—and this chapter of the show—with a conversation on the legal chaos of the Trump era. They discuss Trump’s attacks on the media, the chilling effect of defamation suits and settlements, the collapse of the DOJ, and growing concerns about courts, contempt, and judicial authority.Get your free, personalized assessment and the best option for you at https://pdsdebt.com/ASKGEORGE.

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57:13

S2 Ep136: Running the Same Dead Case Back to Another...

The Illegal News with Sarah Longwell ·

2025/12/10

George explains to Sarah the Supreme Court’s newest fights, Trump’s push to control independent agencies, the mess inside his DOJ, the failed effort to indict Letitia James, Alina Habba’s pitiful stint as U.S. attorney, and why the Epstein grand-jury files are finally being forced into the open under the new transparency law.This holiday, give your loved ones the only gift that keeps on giving — health. Go to https://Superpower.com/gift to get a free $49 gift box with your gifted membership. If

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