Isaac Chotiner on Confrontation, Curiosity, and Being the ’Interview Assassin’

As the principal contributor to The New Yorker’s “Q&A” interview series, Isaac Chotiner has earned a reputation as “the interview assassin.” His persistent questioning has made for some awkward — and revealing — conversations with high-profile guests over the years, but Chotiner also rejects the caricature of the “gotcha journalist” that’s often applied to him.

Kara and Isaac talk about his interviewing style, how he prepares for difficult conversations, and his recent viral Q&As with the legal scholar Cass Sunstein and former White House Press Secretary Karine Jean-Pierre. They also talk about some of the stories that are likely to dominate headlines in 2026.

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