21 Oct 2025
36m

ReThinking: The art of the interview with Andrew Ross Sorkin

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Worklife with Molly Graham

This podcast episode of "Rethinking" features Adam Grant interviewing Andrew Ross Sorkin, a business journalist, about the art of interviewing. They discuss Sorkin's "tennis match" metaphor for great conversations, emphasizing the importance of serving the audience and engaging guests in a way that elicits insightful responses. Sorkin shares techniques for navigating difficult questions, such as presenting critiques as external quotes and strategically leading guests into uncomfortable truths using the "four walls" technique. They also explore the psychology of successful people, the role of insecurity and curiosity, and lessons from the 1929 stock market crash, as discussed in Sorkin's new book, "1929." The conversation concludes with a lightning round and feedback on Grant's interviewing style.

Outlines

Part 1: Introduction and Context

Part 2: Interview Techniques and Strategies

Part 3: Lessons from 1929 Crash

Part 4: Final Thoughts and Credits

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