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On with Kara Swisher

Gloves Off with Scott Jennings, CNN’s Conservative Pundit

20 Nov 2025

Description

Political commentator Scott Jennings has been called the “conservative explaining Red America to CNN viewers.” As the in-house Republican on CNN’s NewsNight With Abby Phillips debate panels, he often acts as a de facto Trump spokesman at the table. Jennings has been in Republican politics for more than two decades. In the mid-aughts he worked as a Special Assistant to President George W. Bush, and later advised Kentucky Senator Mitch McConnell in multiple campaigns. Jennings was openly critical of President Trump before and during his first term, especially after the January 6th attacks. But in his new book, A Revolution of Common Sense: How Donald Trump Stormed Washington and Fought for Western Civilization, Jennings argues that Donald Trump’s second term is not just a political comeback, but a transformation of the presidency itself. Kara and Scott spar about the Epstein files, discuss what they mean for the MAGA movement, and whether Trump’s policies are really “common sense.” Plus, how Scott turned into a MAGA man and why he likes being the odd-Republican-out at CNN. Questions? Comments? Email us at [email protected] or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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