The Bulwark Podcast

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Susan Glasser: Our Money-Grubbing President

Explore episode Jul 2, 2026

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Trump vs. Teddy Roosevelt: The AI Hologram That Revealed Everything

At 18:20 · chapter starts 15:00

Tim Miller takes a detour to the AI Teddy Roosevelt hologram Trump interacted with at the Teddy Roosevelt Presidential Library in North Dakota — asking the avatar if the Panama Canal was its greatest achievement. The hologram's answer, centered on helping people broadly, inadvertently underscored the chasm between Roosevelt and Trump. Susan Glasser uses the moment to deliver what amounts to a mini-lecture: the Progressive Era was defined by the idea that government must constrain rampaging monopolists — the Gilded Age equivalents of Elon Musk — and Roosevelt was the embodiment of that movement. He was a conservationist, a writer, a thinker, a champion of immigrants. Trump is, Glasser argues, his polar opposite in almost every dimension: a kleptocrat who governs for oligarchs, dismantles environmental protections, and deports immigrants. Tim Miller adds the personal dimension: Trump had bone spurs and hid from war; Roosevelt was a literal rough rider. They cap the segment with Trump's well-known fear of the bald eagle during a photo shoot.

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