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Abby Phillip on Trump 2.0 and Hosting CNN's Most Chaotic Show

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November 2, 2025

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Who is worth debating? Where do we draw the line? Will all journalism eventually devolve into debate? Jon Favreau is joined by Abby Philip, anchor of CNN NewsNight, to talk about her viral cable news show, the battle between traditional journalism and punditry, and her new book on the presidential campaigns of civil rights icon Jesse Jackson, who rewrote the rules of the Democratic Party and helped pave the way for Barack Obama’s rise.

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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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Guests & Subjects Covered

Jon FavreauAbby PhilipCNN NewsNightJesse JacksonDemocratic PartyBarack ObamasDifferent From Before WhatPersuasion Join

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