Steve Witkoff is a real estate investor, an attorney, and now America’s Special Envoy to the Middle East. It may seem like a weird career shift for Witkoff, but he’s such an outlier that the famously transactional Donald Trump treats him like an actual friend.

Guest: Andrea Bernstein, investigative reporter and the co-host of four podcasts, including Trump Inc.

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Podcast production by Rob Gunther, Evan Campbell, Madeline Thames-Ducharme and Patrick Fort.

Paige Osburn is the senior supervising producer of What Next and What Next TBD.

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