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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

47:20

S2 Ep120: The DOJ Has Lost Their Damn Minds!

The Illegal News with Sarah Longwell ·

2025/08/07

George Conway joins Sam Stein to explain the mounting legal and political chaos surrounding Trump and his allies. From the DOJ’s bizarre handling of the Epstein fallout—including Ghislaine Maxwell’s taped interview and Todd Blanche’s rumored Rogan appearance—to the escalating redistricting war in Texas—Tulsi Gabbard’s reckless document release, and Trump’s alleged meddling in the New York mayoral race.F*%k your khakis and get The Perfect Jean 15% off with the code ASKGEORGE15 at

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59:08

S2 Ep119: Trump is Facing a MAJOR Judicial Backlash

The Illegal News with Sarah Longwell ·

2025/08/01

George Conway explains to JVL what’s really going on with Trump’s obsession over Jeffrey Epstein, suspicious secret DOJ meetings, and a brewing judicial backlash against Trump’s persistent lying and disregard for the courts. Plus, George breaks down the controversial confirmation of Emil Bove and how it could reshape the courts for decades.Get a three-month unlimited wireless plan for $15/month from Mint Mobile at https://MintMobile.com/ASKGEORGE. #sponsored Get 15% off your first order with The

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45:36

S2 Ep118: Trump’s Epstein Panic Is Loud and Clear

The Illegal News with Sarah Longwell ·

2025/07/25

George Conway and JVL discuss the Epstein files—why Trump might be hiding them, whether Ghislaine Maxwell will be rebranded as a MAGA martyr, and how the conspiracy theorists demanding answers could turn on Trump himself. They also take on Trump’s surreal accusations against Obama, the legal chaos surrounding Columbia’s $200 million settlement, and why Alina Habba’s implosion as U.S. Attorney might signal deeper dysfunction in Trump’s Justice Department.Show Notes: Get 10% off your first month of

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41:07

S2 Ep117: Why The Supreme Court Is Broken (w/ Leah...

The Illegal News with Sarah Longwell ·

2025/07/17

Sarah Longwell is joined by Leah Litman, professor of law at the University of Michigan Law School and co-host of the Strict Scrutiny podcast, to discuss the Supreme Court's troubling shift toward partisanship, Justice Amy Coney Barrett’s ideological battles, and Justice Ketanji Brown Jackson’s decision to openly criticize the Court’s Trump-friendly rulings. Can anything fix the Supreme Court? Litman shares solutions—and why she thinks it’s past time to get angry.Get 15% off OneSkin with the code

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54:10

S2 Ep116: Could Trump DEPORT Elon Musk?

The Illegal News with Sarah Longwell ·

2025/07/03

George Conway explains to JVL why Trump’s billion-dollar settlement with Shari Redstone might be legalized bribery, the disturbing reality behind Trump’s immigration detention camps, whether Elon Musk could really face denaturalization, and how the Supreme Court’s latest moves could once again shield Trump from accountability.Bulwark+ members get exclusive access to the FULL episode! You can join Bulwark+ on our website at thebulwark.com, on Substack, on YouTube, or through Apple Podcasts!

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61:15

S2 Ep115: Lawless DOJ, Shadow SCOTUS, and Harvard Hate

The Illegal News with Sarah Longwell ·

2025/06/27

George Conway and JVL break down a stunning whistleblower complaint accusing Deputy AG nominee Emil Bove of telling colleagues the DOJ should ignore court orders and deport migrants anyway. They explore the Supreme Court’s unexplained decision enabling deportation to dangerous countries, the Kafkaesque Abrego Garcia case, and the GOP’s broader assault on Harvard. It’s a legal and political breakdown—Conway says bluntly: “The criminals are in charge.”

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50:05

S2 Ep114: Conway Explains: Trump Is a Man With No Plan

The Illegal News with Sarah Longwell ·

2025/06/21

George and Sarah dig into Donald Trump’s legal circus—his sociopathic impulses, his warped view of presidential power, and his team’s nonstop efforts to delay accountability. From a Ninth Circuit procedural win on National Guard deployment, to recycled immunity claims, to the latest twists in the E. Jean Carroll case, Conway and Longwell explain why Trump’s ego—not the law—drives it all.

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41:16

S2 Ep113: Trump Keeps Lying And The Courts Know It

The Illegal News with Sarah Longwell ·

2025/06/14

George Conway is joined by JVL, sitting in for Sarah Longwell, to break down the legal challenges to the federal use of the National Guard in California, how the administration is not following the laws as they are written, and how Newsom can continue to challenge the overreach. Also, they discuss the confrontation involving Senator Padilla that even shocked Corey Lewandowski, and how Trump’s silly birthday parade shows weakness.

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41:48

S2 Ep112: Trump Slams Federalist Society

The Illegal News with Sarah Longwell ·

2025/06/06

George Conway and Sarah Longwell discuss Donald Trump’s investigation into Joe Biden’s presidency, Trump’s new travel ban on 12 countries, and Trump’s retaliation against Harvard and foreign exchange students. Also, another judge slams Trump’s use of the Alien Enemies Act to deport without due process, and Trump's fight with Leonard Leo and the Federalist Society.F*%k your khakis and get The Perfect Jean 15% off with the code ASKGEORGE15 at theperfectjean.nyc/ASKGEORGE15 #theperfectjeanpod

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53:01

S2 Ep111: Trump’s DOJ Plays Dirty — SCOTUS Isn’t...

The Illegal News with Sarah Longwell ·

2025/05/23

George Conway joins Sarah Longwell to explain the latest legal messes in Trump World — from Judge Ho’s cringe-worthy SCOTUS audition, to Kristi Noem’s complete ignorance of basic constitutional rights, to the potential bribery scandal involving Paramount and a bogus Trump lawsuit. Plus: why Amy Coney Barrett is suddenly the right’s new punching bag, and how the Supreme Court just exposed the administration’s bad-faith games. It’s all corruption, ambition, and chaos — and George has thoughts.Go to

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61:04

S2 Ep110: Trump’s SCOTUS Judges Humiliate Him

The Illegal News with Sarah Longwell ·

2025/05/17

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.Go to https://surfshark.com/askgeorge or use code ASKGEORGE at checkout to get 4 extra months of Surfshark VPN! F*%k your khakis and get The Perfect Jean 15% off with the code ASKGEORGE15 at theperfectjean.nyc/ASKGEORGE15 #theperfectjeanpod Get 15% off OneSkin with

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53:44

S2 Ep109: Judge After Judge Slaps Down Trump

The Illegal News with Sarah Longwell ·

2025/05/09

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.For a very limited time, shop the @hexclad Mother’s Day Sale for up to 49% OFF sitewide and find your forever cookware at

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38:44

S2 Ep108: Conway Explains: The Dumbest Fight Trump...

The Illegal News with Sarah Longwell ·

2025/05/03

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

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49:50

S2 Ep107: Conway Explains: Trump Is A MENACING CLOWN!

The Illegal News with Sarah Longwell ·

2025/04/24

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.

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58:55

S2 Ep106: Reagan Judge Shuts Down Trump

The Illegal News with Sarah Longwell ·

2025/04/18

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.

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48:50

S2 Ep105: “The Level of Stupid is Just Tremendous”

The Illegal News with Sarah Longwell ·

2025/04/10

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.Start your new morning ritual & get up to 43% off your @MUDWTR with code ASK GEORGE at

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49:37

S2 Ep104: Conway’s FURY: “How Can You Look Yourself...

The Illegal News with Sarah Longwell ·

2025/04/04

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.

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49:28

S2 Ep103: “What They’re Doing is Profoundly Evil and...

The Illegal News with Sarah Longwell ·

2025/03/29

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.

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28:52

S2 Ep102: The Most Disgraceful Action By A Law Firm...

The Illegal News with Sarah Longwell ·

2025/03/21

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"

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54:58

S2 Ep101: Conway Explains: Is Trump Declaring War on...

The Illegal News with Sarah Longwell ·

2025/03/18

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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