Courts & Litigation Executive Branch

Lawfare Daily: The Trials of the Trump Administration, June 26

Natalie K. Orpett, Eric Columbus, Roger Parloff, Molly Roberts
Monday, June 29, 2026, 7:00 AM

Listen to the June 26 livestream as a podcast.

In a live conversation on YouTube, Lawfare Executive Editor Natalie Orpett sat down with Senior Editors Eric Columbus, Molly Roberts, and Roger Parloff to discuss the Supreme Court’s decisions on TPS for Haitians and Syrians and in an asylum processing case, a federal judge squashing portions of President Trump’s election executive order, John Bolton pleading guilty, an update in the criminal prosecution of the Southern Poverty Law Center, and more.

You can find information on legal challenges to Trump administration actions here. And check out Lawfare’s new homepage on the litigation, new Bluesky account, and new WITOAD merch.

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Natalie Orpett is the executive editor of Lawfare and deputy general counsel of the Lawfare Institute. She was previously an attorney at the law firm Jenner & Block, where she focused on investigations and government controversies, and also maintained an active pro bono practice. She served as civilian counsel to a defendant in the Guantanamo Military Commissions for more than eight years.
Eric Columbus is a senior editor at Lawfare. He previously served as special litigation counsel at the U.S. House of Representatives’ Office of General Counsel from 2020 to 2023. During the Obama administration, he served in political appointments at the Department of Justice and the Department of Homeland Security.
Roger Parloff is a journalist based in Washington, D.C. For 12 years, he was the main legal correspondent at Fortune Magazine. His work has also been published in ProPublica, The New York Times, New York, NewYorker.com, Yahoo Finance, Air Mail, IEEE Spectrum, Inside, Legal Affairs, Brill’s Content, and others. An attorney who no longer practices, he is the author of "Triple Jeopardy," a book about an Arizona death penalty case. He is a senior editor at Lawfare.
Molly Roberts is a senior editor at Lawfare. She was previously a member of the editorial board at The Washington Post, where she covered technology, legal affairs and more, as well as wrote columns about everything from cryptocurrency grift and graft to panda diplomacy at the National Zoo.
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