Today, Explained Trump's other big breakup
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Jun 10, 2025 
Join investigative reporter Andy Kroll, known for his deep dives into the Federalist Society, and David French, a New York Times columnist, as they dissect Trump’s fracturing ties with this key conservative legal group. They explore how judges appointed by Trump have increasingly ruled against his wishes, signaling a rift within the conservative movement. Further, they delve into Leonard Leo's ambitious plans to reshape American entertainment, showcasing how politics and culture intertwine in unexpected ways.
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FedSoc and Trump Judicial Rift
- The Federalist Society (FedSoc) was key in helping Trump place conservative judges early on.
- But a rift grew because FedSoc judges ruled against Trump’s lawless election challenges.
Tariffs Spark Trump's FedSoc Breakup
- Trump's rage sparked when a court struck down his tariffs, which he loved.
- He then targeted Leonard Leo and FedSoc for this judicial pushback.
Trump’s Misunderstanding of FedSoc
- Trump expects compliance like political Republicans, but FedSoc judges act as honest originalists.
- This difference baffles Trump and fuels his frustration with FedSoc and Leonard Leo.