In February, President Donald Trump started signing a series of executive orders and presidential memorandums against individual “Big Law” firms, accusing them of engaging in “conduct detrimental to critical American interests” and directing federal agency heads to review and scrutinize security clearances and any government contracts, as well as barring attorneys from government buildings.
These targeted executive orders — and the looming threat of more to come — ultimately triggered several major American firms to quickly agree to provide tens of millions of dollars in pro bono legal work aligned with the administration’s priorities.
In our fifth episode this season, we look at what this means for Big Law, the $340 million of pledged pro bono legal work on Trump’s behalf and which firms are fighting back in the courts.
Special guests:
This episode was produced by Kirk McDaniel. Intro music by The Dead Pens.
Editorial staff is Ryan Abbott, Sean Duffy and Jamie Ross.
Two Guys, Five Rings: Matt, Bowen & The Olympics
Two Guys (Bowen Yang and Matt Rogers). Five Rings (you know, from the Olympics logo). One essential podcast for the 2026 Milan-Cortina Winter Olympics. Bowen Yang (SNL, Wicked) and Matt Rogers (Palm Royale, No Good Deed) of Las Culturistas are back for a second season of Two Guys, Five Rings, a collaboration with NBC Sports and iHeartRadio. In this 15-episode event, Bowen and Matt discuss the top storylines, obsess over Italian culture, and find out what really goes on in the Olympic Village.
iHeartOlympics: The Latest
Listen to the latest news from the 2026 Winter Olympics.
Milan Cortina Winter Olympics
The 2026 Winter Olympics in Milan Cortina are here and have everyone talking. iHeartPodcasts is buzzing with content in honor of the XXV Winter Olympics We’re bringing you episodes from a variety of iHeartPodcast shows to help you keep up with the action. Follow Milan Cortina Winter Olympics so you don’t miss any coverage of the 2026 Winter Olympics, and if you like what you hear, be sure to follow each Podcast in the feed for more great content from iHeartPodcasts.