Pod Save America
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The Staffer Who Played Trump For Hillary Clinton and Kamala Harris
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January 2, 2026
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22:10Now PlayingIn 2016, veteran Democratic advisor Philippe Reines stepped up for an unconventional task: impersonating Donald Trump for Hillary Clinton's debate prep. And in 2024, he did it all again for Kamala Harris. Jon Lovett and Reines discuss the intricacies of playing Trump, the impact of debate performance on elections, and what Democrats should do to outwit the president going forward. Reines reveals what really happened the night Biden called Harris moments before her debate, Trump's biggest debate weaknesses, and what it was like working with Lovett as a Clinton staffer back in 2005. For the full episode, plus more exclusive content and ad-free episodes of Pod Save America and other Crooked shows, subscribe to Friends of the Pod. Your support helps power Crooked’s mission as an independent, progressive media company. Subscribe at crooked.com/friends.
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Photos courtesy of AP Photo Archive
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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