Kara Swisher has been a reporter, an editor, a founder, and is now one of the most successful podcasters in the world. This week, Ben and Max bring on the host of On with Kara Swisher and co-host of the popular tech podcast Pivot to talk about the business of media in 2025. She talks unabashedly about her own income, and whether other journalists can and should break out of big media companies to build brands like hers. She’s also got unexpectedly kind words for how Rupert Murdoch – “Uncle Satan” as she calls him – is handling the current media moment, and an update on her bid to buy The Washington Post.

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