Podcast

The Illegal News with Sarah Longwell

News, Politics, Society & Culture

“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 Sarah Longwell," George is off on a new adventure, but Sarah will keep you covered.

Politics chart
#92
Episodes
136
Releases
Weekly
Typical length
1 hr 1 min
On air since
2024
Latest episode
5 days ago

Episodes

136 episodes, newest first

  1. Trump Keeps Trying to Jail His Enemies. Grand Juries Keep Saying NO (w/ Andrew Weissmann) | Illegal News

    Season 2, Episode 183

    Show notes

    Sarah Longwell and Andrew Weissmann discuss Trump’s desperate (and failing) attempts to punish his political enemies, from a grand jury’s refusal to indict Cassidy Hutchinson to a judge’s ruling against the firing of Maureen Comey. They also examine the DOJ’s election interference in California and Alaska, troubling corruption allegations involving Susan Collins, and why the Epstein files remain a problem for Trump.

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    1 hr 10 min
  2. Trump’s $10 Billion BBC Lawsuit Just Backfired (w/ Andrew Weissmann) | Illegal News

    Season 2, Episode 182

    Show notes

    Why is Trump’s own Justice Department investigating Corey Lewandowski, and is the corruption probe for real? Sarah Longwell and Andrew Weissmann examine the allegations, Trump’s attempt to challenge 20,000 California voters, Russia’s latest election interference campaign, and the surprising turn in Trump’s $10 billion lawsuit against the BBC.

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    53 min
  3. DHS Raids Ilhan Omar’s Home. Weissmann Smells a Rat. | Illegal News

    Season 2, Episode 181

    Show notes

    Sarah Longwell and Andrew Weissmann discuss the FBI raid on Ilhan Omar, Trump’s latest overtures to Putin, and the courts’ efforts to stop his taxpayer-funded campaign ads. Plus, Weissmann explains why simply ordering Trump to stop breaking the rules isn’t enough, and whether DOJ lawyers pursuing politically motivated prosecutions could eventually face disbarment.

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    1 hr 6 min
  4. Andrew Weissmann Sees BIG Trouble for Trump in Deportation Showdown

    Season 2, Episode 180

    Show notes

    Sarah Longwell and Andrew Weissmann explain the explosive Kimberly Guilfoyle corruption allegations, including the $100,000 Amex payment, incriminating text messages, and why Trump might be reluctant to turn against her. Plus, Weissmann explains why Trump’s $5,000 election promise could constitute a crime, how a federal judge shut down a Trump DOJ prosecution, and why the administration’s defiance of court orders in its El Salvador deportations could still have serious consequences.

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    1 hr 1 min
  5. Trump’s “Grand Conspiracy” Investigation Is Falling Apart From the Inside | Illegal News

    Season 2, Episode 179

    Show notes

    Sarah Longwell and Andrew Weissmann discuss Jack Smith’s latest Senate testimony, including the questions Republicans didn’t ask about the actual cases against Trump and the Eric Schmitt gotcha that blew up in spectacular fashion. They also dig into the turmoil inside Trump’s DOJ, the fight over White House press access, Trump’s $1.776 billion “slush fund” case, and a Supreme Court election decision ahead of the midterms.

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    1 hr 3 min
  6. Andrew Weissmann: Trump’s White House Press Ban Is Going to Lose in Court

    Season 2, Episode 178

    Show notes

    Sarah Longwell and Andrew Weissmann cover Trump’s escalating war with the press, from his White House ban on CNN, MS NOW, and Politico to the growing consolidation of major media companies. They also debate Zohran Mamdani’s approach to Trump, unpack the dubious “national security” rationale for Trump’s giant arch, and discuss Weissmann’s victory in the defamation lawsuit brought against him by Cassidy Hutchinson’s former lawyer.

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    Show Links:

    CNN, MS NOW & Politico sue over Trump’s White House press ban:
    https://www.reuters.com/legal/government/news-outlets-will-ask-judge-end-trumps-white-house-ban-hearing-2026-09-23/

    Trump & Zohran Mamdani press conference:
    https://www.c-span.org/event/news-conference/nyc-mayor-zohran-mamdani-holds-press-conference-following-meeting-with-pres-trump/447368

    Paramount settles states’ lawsuit over Warner Bros. takeover:
    https://www.reuters.com/legal/litigation/paramount-settles-with-california-other-states-clearing-major-hurdle-warner-bros-2026-09-21/

    Trump says planned arch will house drones, snipers & ammunition:
    https://www.washingtonpost.com/politics/2026/09/20/trump-says-planned-arch-will-be-military-complex-drones-snipers/

    Passantino v. Weissmann — court ruling:
    https://law.justia.com/cases/federal/district-courts/district-of-columbia/dcdce/1%3A2023cv02780/260017/53/

    1 hr 2 min
  7. Alex Wagner NUKES Alito’s Defense of the Trump Election Power Grab

    Season 2, Episode 177

    Show notes

    JVL is joined by Alex Wagner to trace how four conservative power brokers built the legal machine that would reshape the Supreme Court decades later, and how that project helped create the politics we’re living with today. Plus, they break down Samuel Alito’s dissent in the Supreme Court’s mail-ballot ruling and Trump’s escalating fight over the Kennedy Center.

    Alex Wagner’s “The Steal”: https://us.macmillan.com/books/9781250901637/thesteal/

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    58 min
  8. Sarah Longwell's Message for Everyone Who Thinks We’re Doomed (w/ Andrew Weissmann)

    Season 2, Episode 176

    Show notes

    Andrew Weissmann turns the tables on Sarah Longwell for a conversation about her new book, How to Eat an Elephant: One Voter at a Time—and what a post-Trump political future could look like. They get into Trump’s unusual hold on his voters, the right-wing media ecosystem, why Democrats too often let polls dictate what they believe, and what years of listening to voters have taught Sarah about how to build a pro-democracy coalition that can actually win.

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    Links:

    Buy Sarah's book, How to Eat an Elephant: One Voter at a Time
    https://us.macmillan.com/books/9781250464170/howtoeatanelephant

    Giuliano da Empoli, The Hour of the Predator
    https://www.penguinrandomhouse.com/books/808353/the-hour-of-the-predator-by-giuliano-da-empoli/

    Julia Curlee, “The Wrong Kind of American” — The Atlantic
    https://www.theatlantic.com/magazine/2026/10/trump-white-house-transgender-mike-pence/688284/

    Julia Curlee interview, “The Trump Administration Wanted Her Expertise, Just Not Her” — The Atlantic
    https://www.theatlantic.com/podcasts/2026/08/ra-trans-cia/688289/

    1 hr 4 min
  9. Whistleblower Exposes Trump’s Election Chaos Machine (w/ George Conway)

    Season 2, Episode 175

    Show notes

    Sarah Longwell and George Conway discuss Trump’s attempt to overhaul mail-in voting before the midterms—and why Conway thinks the administration’s chaotic new USPS system is likely to lose when it gets back to the Supreme Court. They also cover SCOTUS letting Trump continue construction on his ballroom, the possibility that Democrats could stop the project in January, and the Epstein questions that still aren’t getting enough attention.

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    54 min
  10. Trump Is Racing to Build His Ballroom Before the Courts Stop Him (w/ Andrew Weissmann)

    Season 2, Episode 174

    Show notes

    Sarah Longwell and Andrew Weissmann discuss a pair of Supreme Court moves benefiting Trump, including John Roberts allowing construction on the White House ballroom to continue and a ruling affecting Trump’s plans for mail-in voting. They also examine Greg Abbott’s refusal to extradite an ICE officer accused of shooting a man and lying about it, a provocative case involving a traveler who wiped his phone rather than let border agents search it, and the unanswered questions surrounding Natalie Harp’s lack of a security clearance despite her extraordinary access to Trump.

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    1 hr 9 min
  11. Trump Just Ordered the Government to Delete the Receipts (w/ Andrew Weissmann)

    Season 2, Episode 173

    Show notes

    Andrew Weissmann joins Sarah Longwell to discuss the Trump administration’s move to erase corporate ownership records, the latest developments in the Fauci investigation, how a bizarre election controversy in Alaska led to a DOJ investigation, and what Democrats still need to learn about persuasion in the Trump era.

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    1 hr 16 min
  12. Career Prosecutors Wanted NO PART of What Trump’s DOJ Was Doing (w/ Andrew Weissmann)

    Season 2, Episode 172

    Show notes

    Sarah Longwell and Andrew Weissmann discuss the escalating campaign against Anthony Fauci, why his lawyers may see the congressional investigation as a perjury trap, and what happens now that his contempt referral is headed to Trump’s DOJ. They also take on Bill Cassidy’s vote to confirm Todd Blanche, Trump and RFK Jr.’s attacks on vaccines, and a stunning foreign bribery case involving a $10 billion investment offer, career DOJ prosecutors who wanted no part of the dismissal, and a federal judge questioning the administration’s reasons for trying to make the case disappear.

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    1 hr 7 min
  13. Trump’s Reflecting Pool Case Collapsed in SPECTACULAR Fashion (w/ Andrew Weissmann) | Illegal News

    Season 2, Episode 171

    Show notes

    Sam Stein and Andrew Weissmann discuss the Justice Department’s dismissal of charges over damage to the Lincoln Memorial Reflecting Pool, potential recourse for Olympian David Hearn, and Trump’s response. They also examine Todd Blanche’s Senate confirmation prospects, the proposed “anti-weaponization” fund and tax-immunity agreement, Capital One’s anti-money-laundering claims involving Trump Organization accounts, and Anthony Fauci’s decision to invoke the Fifth Amendment before Congress.

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    57 min
  14. George Conway: Trump Showed Up to the Trial and Lost $83 Million

    Season 2, Episode 170

    Show notes

    Sam Stein and George Conway discuss James Comey’s challenge to the “8647” prosecution, Donald Trump’s Supreme Court bid to overturn E. Jean Carroll’s $83 million defamation judgment, and the administration’s push for new restrictions on mail-in voting. They also cover the withdrawal of subpoenas targeting New York Times reporters and the delayed Paramount-Warner Bros. merger.

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    1 hr 6 min
  15. George Conway Is Back—and Trump Gave Him PLENTY to Work With

    Season 2, Episode 169

    Show notes

    Sarah Longwell welcomes George Conway back to The Illegal News to discuss Trump Media’s plan to sell Wall Street firms early access to Trump’s market-moving Truth Social posts. They also talk about DOJ subpoenas targeting New York Times reporters and their families, Trump’s Qatar jet, the newly activated Alien Terrorist Removal Court, and the Paramount–Warner merger.

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    52 min
  16. Senators Never Asked Blanche the Most Obvious Epstein Question

    Season 2, Episode 168

    Show notes

    Sarah Longwell and Andrew Weissmann discuss on a week that tested both of them: Todd Blanche's confirmation hearing, and Trump's prime-time speech on election interference. Andrew walks through the cross-examination Senate Democrats didn't run—the statements that went unchallenged, the follow-ups nobody asked, and the one question about the withheld Epstein files that Blanche has still never answered. Then: why he thinks dismantling the government's election-security apparatus isn't neglect, but the point.

    Also discussed: the $1.776 billion payout, the document absolving Trump of tax liability, what Blanche told the Epstein victims that simply isn't true, and why Andrew keeps calling BS.

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    1 hr
  17. Trump's Own Judge Torched DOJ's Insane Election Subpoena (w/ Andrew Weissmann)

    Season 2, Episode 167

    Show notes

    Andrew Weissmann joins Sarah Longwell to discuss a big week in legal news: DOJ's stunning concession in a reporter's lawsuit over the Epstein files, the questions senators must make Todd Blanche answer at his confirmation hearing, and the Trump-appointed judge who torched DOJ's demand for the names of every 2020 election worker in Fulton County. Plus: the DOJ letter that signals a plan to challenge the 2026 midterms, and the Supreme Court's surprising ruling on your phone's location data.

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    1 hr 6 min
  18. MAGA is Furious at Amy Coney Barrett (w/ Steve Vladeck)

    Season 2, Episode 166

    Show notes

    Sarah Longwell and Georgetown University Law Center's Steve Vladek discuss the Supreme Court's final day of the term—a narrow 5-4 ruling upholding birthright citizenship, the court gutting independent agency protections (while carving out a suspicious exception for the Fed), and a rapid-fire tour through rulings on mail-in ballots, trans athletes, campaign finance, TPS for Haitians, and asylum seekers at the border. Plus: why Amy Coney Barrett has become the MAGA right's newest target, and what Steve thinks Alito is waiting for before he retires.

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    59 min
  19. The Reflecting Pool is a Symbol of Trump’s Failure (w/ Andrew Weissmann)

    Season 2, Episode 165

    Show notes

    Sarah Longwell and Andrew Weissmann talk about the Iran nuclear deal—why the "win" Trump is selling actually leaves America with less leverage, fewer allies, and zero nuclear resolution than where we started. Plus: what Jonathan Swan and Maggie Haberman's book reveals about JD Vance's behind-the-scenes opposition to the war, Trump's habit of comparing himself to history's worst tyrants, and the new DOJ legal theory that could gut Americans' right to sue polluters under environmental law.

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    1 hr 8 min
  20. Stephen Miller and JD Vance Wanted to Suspend Habeas Corpus (w/ Leah Litman)

    Season 2, Episode 164

    Show notes

    Sarah Longwell is joined by law professor and Strict Scrutiny co-host Leah Litman to discuss the White House’s plan to suspend habeas corpus, JD Vance’s push to invoke the Insurrection Act, the Gavin Newsom investigation, and the 19 Supreme Court decisions that could reshape American democracy before the midterms.

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    46 min