The Bulwark Podcast

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Bill Kristol: Trump Wants All-out Kleptocracy

Explore episode Jul 6, 2026

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Trump the Con Man: Kristol's 2015 Phone Call

At 48:40 · chapter starts 47:40

The episode's closing conversation turns to Trump's interpersonal charm as a political phenomenon. Miller and Kristol discuss why people who should know better get won over by Trump in private settings. Kristol's key data point is his own 2015 phone call: after writing an editorial that Trump could never be supported, Trump called him personally — jocular, back-slapping, confident he'd come around. Kristol was unmoved, but he understood in that moment exactly how people get taken in. His diagnosis: Trump is a successful con man, and con men are necessarily good at getting people to like them — that's how the con works. He notes that Trump spent the next three years trying to get the Weekly Standard shut down, a reminder that the charm has a menacing underside. Miller adds a sharp observation about political interpersonal strategy: the Trump approach of jocular flattery, even when complaining, is simply more effective than the whining, self-pitying approach of lesser politicians — and politicians of all stripes could learn from it, whatever else they should reject about Trump.

Society & Culture
Bill Kristol Got Trump's Sales Call in 2015

Bill Kristol: Trump Wants All-out Kleptocracy · Jul 6, 2026 Society & Culture

After Kristol's Weekly Standard editorial opposing Trump in 2015, Trump personally called him: jocular, back-slapping, confident he'd come around. Kristol wasn't moved, but he understood in that moment exactly why people get taken in. Con men are good at this — it's how the con works.

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