Courts & Litigation Executive Branch

Lawfare Daily: The Trials of the Trump Administration, October 16

Benjamin Wittes, Anna Bower, Eric Columbus, Roger Parloff, Molly Roberts, Loren Voss
Monday, October 19, 2026, 7:00 AM

Listen to the October 16 livestream as a podcast.

Lawfare Editor in Chief Benjamin Wittes is joined by Lawfare Senior Editor Anna Bower, Roger Parloff, Molly Roberts, Loren Voss, and Eric Columbus for a fast-moving tour of the week’s most important Trump-era litigation.

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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Benjamin Wittes is editor in chief of Lawfare and a Senior Fellow in Governance Studies at the Brookings Institution. He is the author of several books.
Anna Bower is a senior editor at Lawfare. Anna holds a Bachelor of Laws from the University of Cambridge and a Juris Doctorate from Harvard Law School. She joined Lawfare as a recipient of Harvard’s Sumner M. Redstone Fellowship in Public Service. Prior to law school, Anna worked as a judicial assistant for a Superior Court judge in the Northeastern Judicial Circuit of Georgia. She also previously worked as a Fulbright Fellow at Anadolu University in Eskişehir, Turkey. A native of Georgia, Anna is based in Atlanta and Washington, D.C.
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.
Loren Voss ia a senior editor at Lawfare. She most recently served as Director for Defense Policy and Strategy at the National Security Council. She chairs the Lieber Society on the Law of Armed Conflict at the American Society of International Law and previously served as a Senior Advisor for the Department of Defense and taught classes on domestic deployment of the military and disinformation at GW Law. Loren previously served on active duty in the U.S. Air Force.
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