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The Worst Conservatives and Most Disappointing Republicans of Trump 2.0

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May 27, 2025

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Jon, Lovett, Tommy, and Dan talk about the administration's attempt to bar Harvard from enrolling international students and other new Trump threats, including possible sweeping tariffs on the EU and Apple products. Then, the guys answer your questions on everything from the future of Democratic leadership and why some Senate Democrats keep voting with Trump, to whether a future Democratic president should roll back executive power. Plus: who's surprisingly not terrible in Trump 2.0? How would they handle a Trump interview? Finally, some thoughts on Bluesky, how use AI without losing your mind… and whether 100 Crooked staffers could take down a gorilla.

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Crooked believes that we need a better conversation about politics, culture, and the world around us—one that doesn’t just focus on what’s broken, but what we can do to fix it. At a time when it’s increasingly easy to feel cynical or hopeless, former Obama staffers Jon Favreau, Jon Lovett, and Tommy Vietor have created a place where people can have sane conversations that inform, entertain, and inspire action. In 2017 they started Crooked with Pod Save America—a no-bullshit conversation about politics. Since then, we continue to add shows, voices, and opportunities for activism, because it’s up to all of us to do our part to build a better world. That’s it. End of mission.

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Jon Lovett TommySenate DemocratsSupport CrookedsRocket MoneyCan Crooked KillGorilla SubscribeAP Photo Archive CrookedJon Favreau Jon Lovett

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The Worst Conservatives and Most Disappointing Republicans of Trump 2.0 · Pod Save America · Sentinel