The Illegal News with Sarah Longwell

Latest Episodes:

S2 Ep110: Trump’s SCOTUS Judges Humiliate Him May 17, 2025

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George Conway and Sarah Longwell talk the Supreme Court case on nationwide injunctions, the Trump administration’s attempts to undermine birthright citizenship, and why a $400M plane from Qatar raises serious constitutional questions.
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S2 Ep109: Judge After Judge Slaps Down Trump May 09, 2025

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George Conway and Sarah Longwell discuss Ed Martin’s nomination for US Attorney for DC being dropped, the 102 page opinion striking down the executive order targeting law firm Perkins Coie, more district courts block Trump’s use of the Alien Enemies Act while continuing to roadblock bringing Kilmar Abrego Garcia home, and Donald Trump’s refusal to uphold the constitution.
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S2 Ep108: Conway Explains: The Dumbest Fight Trump Ever Picked May 03, 2025

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George and Sarah break down Trump’s latest legal circus—from the outrageous deportation overreach using the Alien Enemies Act to the shady crypto scheme no one’s talking about. They also unpack the arrest of a Milwaukee judge and Trump’s threat to strip Harvard’s tax status. This week, the stupidity is off the charts

S2 Ep107: Conway Explains: Trump Is A MENACING CLOWN! Apr 24, 2025

Show notes

George and Sarah unpack a week of jaw-dropping legal drama: from Trump’s middle-of-the-night deportation schemes to the Supreme Court’s surprising resistance, and Harvard’s bold legal pushback against the administration.They break down due process violations, SCOTUS maneuvering, and the growing culture of contempt in Trump’s orbit.

S2 Ep106: Reagan Judge Shuts Down Trump Apr 18, 2025

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A Reagan-appointed judge just delivered a powerful rebuke to Trump’s lawless deportation tactics. George Conway and Sarah Longwell break down the powerful message and what it means for the fight to save the rule of law as Trump’s deportations and attacks on institutions, including Harvard, are hitting resistance.

S2 Ep105: “The Level of Stupid is Just Tremendous” Apr 10, 2025

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George Conway joins Sarah Longwell to discuss the Supreme Court ruling people detained by the Alien Enemies Act are entitled to due process, the footnote in Justice Jackson’s dissent, the lawyer put on leave after telling the truth about a man sent to El Salvador, and more Trump executive orders against law firms and two for investigation into two former government employees who have spoken out against him.
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S2 Ep104: Conway’s FURY: “How Can You Look Yourself in the Mirror?” Apr 04, 2025

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Sarah Longwell and George Conway discuss a powerful letter by lawyer Paul Weiss’s granddaughters on the importance of the rule of law, the legality of recent deportations and their implications for American citizens, market reactions to “Liberation Day,” and whether Trump could legally pursue a third presidential term.

S2 Ep103: “What They’re Doing is Profoundly Evil and Wrong” Mar 29, 2025

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George Conway explains to JVL the backlash against Trump’s new executive order targeting law firms. They also discuss the legal implications surrounding Rumeysa Ozturk, the Tufts graduate student detained by ICE, and Columbia graduate student Mahmoud Khalil, currently being held in Louisiana, and the legality around the ICE agents being masked. Plus, the controversy over sending detained individuals to El Salvador.

S2 Ep102: The Most Disgraceful Action By A Law Firm Ever (w/ Tim Miller) Mar 21, 2025

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George Conway joins Tim Miller to discuss the law firm Paul Weiss bending to Donald Trump in order to have an executive order rescinded, with the exchange of pro bono lawyer support towards the administration.
Read More in Morning Shots, "Big Law’s Big Capitulation"

S2 Ep101: Is Trump Declaring War on Courts? Mar 18, 2025

Show notes

Trump just tested the limits of executive power by deporting hundreds of Venezuelans, despite a federal court order against it. Are we headed toward a constitutional crisis? George Conway explains why Trump’s actions threaten constitutional protections, and what happens if presidents ignore judges.

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