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Sam Stein Used to Be a Thief

Aug 27, 2026 · 1h 9m

Summary

Tim Miller and Sam Stein discuss the surge in ICE arrests of non-criminals, Trump’s controversial Super PAC ad strategy for the midterms, and Ron DeSantis’s misuse of Medicaid funds. The hosts then present their updated rankings of the worst Trump cabinet members, with Pete Hegseth and RFK Jr. topping both lists. They also touch on foreign policy tensions involving Russia and Iran before diving into these political analyses.

Topics discussed

Intro: August doldrums, Trump's behavior, and YouTube strategy Immigration crackdowns, ICE arrests, and deportation rumors Deporting Afghans to CAR and Katie Britt's coverage Midterm elections: Super PAC spending and Trump's ad strategy Matt Schlissel poll: GOP frustration with slow reforms Florida corruption: Hope Florida Foundation and DeSantis Cabinet rankings: Worst members from Hegseth to Rubio Hosts' morning routines and chaotic family lives Mailbag: Scott Bessent's smugness and the 'F' slur Historical campaigns: Huntsman, Ford, and Gore Confessional: Stealing the New York Times Cabinet members in alternate jobs and movie roles Who deserves a pardon? Roger Clemens and others Life advice: Fixing houses and getting Labradoodles
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