What Next: TBD | Tech, power, and the future - Trump’s Only Friend
Slate News
Slate Podcasts
4.5 • 6K Ratings
🗓️ 24 July 2026
⏱️ 24 minutes
🔗️ Recording | Apple Podcasts | RSS
🧾️ Download transcript
Summary
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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Transcript
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| 0:00.0 | When it comes to thinking about how Donald Trump and money and power and a kind of New York real estate mindset all converge, there's only one person I want to talk to. |
| 0:19.4 | My name is Andrea Bernstein. I'm an independent journalist and author of the book, American |
| 0:25.3 | oligarchs, the Kushners, the Trumps, and the marriage of money and power. |
| 0:29.8 | Andrea has been covering Donald Trump and his world for decades. She knows his history in New York, |
| 0:36.0 | the stories beneath those stories, and the people who |
| 0:39.3 | populate his orbit. One of those people, especially lately, is Steve Whitkoff. |
| 0:45.5 | And he was sort of around a little during the first Trump administration, but he wasn't one |
| 0:49.6 | of the like sort of major people. There were a lot of people to pay attention to. And he was |
| 0:53.7 | sort of slightly on the |
| 0:54.9 | outside. But then, sometime after the January 6 attacks, when some people in Trump world distanced |
| 1:01.9 | themselves, Whitkoff moved in the other direction. I began to notice that he was sort of getting |
| 1:07.3 | closer and closer and closer to Trump and more of a name that people were banding about. |
| 1:11.9 | And as I began reporting, I started talking to people who had worked with him, particularly |
| 1:16.4 | in New York development. |
| 1:18.4 | And, you know, the comments were sort of Steve Woodcoff, what a world. |
| 1:23.0 | Steve Woodcoff, can you believe it? |
| 1:25.0 | Because people knew him as somebody who put together building deals. |
| 1:30.8 | Now, Whitkoff's name is on a very different series of deals, or attempts at deals anyway. |
| 1:37.1 | On Iran, Ukraine, Gaza, all in his capacity as President Trump's special envoy for peace missions. |
| 1:45.3 | But what Andrew is reporting found is that he has not left his New York real estate mindset behind. |
| 1:50.8 | Whitkoff approaches these deals, more like a businessman. |
| 1:54.0 | So what are the assets that we have, that we can bring to bear, what are the assets |
... |
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