How One Liberal Outfoxes MAGA (with Jessica Tarlov)

This week on the Stay Tuned with Preet podcast, Jessica Tarlov, co-host of Fox News’s The Five and Vox Media’s Raging Moderates podcast, joins Preet to discuss her new book, I Disagree: Winning Arguments Without Losing Friends.

Drawing on her experience as the lone liberal on The Five, Tarlov shares best practices for debating people on the opposite side of the political spectrum and why the initial goal shouldn’t be to change their mind. Tarlov also discusses how “data-based storytelling” became her argument strategy and how she determines when it’s best to stop talking and just listen. Finally, they delve into her theory that Trump supporters don’t take politics that seriously and why liberals could benefit from understanding that.

At the end of the episode, Preet answers listener questions about Trump’s promise to send $5,000 checks to all American adults if Republicans keep control of Congress. Plus, what it means when a government agency asks for public comments about a new rule.

In the bonus for Insiders, Tarlov shares her predictions for the midterm elections and whether President Trump can still sway the results. Plus, who Tarlov sees as viable candidates for the 2028 presidential election.

Join the Insider community for access to bonus content from Stay Tuned and weekly episodes of the Insider podcast hosted by Preet and Joyce Vance. Visit staytuned.substack.com to sign up. Thank you for supporting our work.

Photo by Roy Rochlin via Getty Images

Show notes and a transcript of the episode are available on our website.

Watch this episode on our Youtube channel.

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Have a question for Preet? Ask @PreetBharara on BlueSky, or Twitter with the hashtag #AskPreet. Email us at staytuned@cafe.com, or call 833-997-7338 to leave a voicemail.

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