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May 13, 2025 62 mins

This week, Jimmy and Alyssa dive deep into the wildest headlines and the most bizarre realities of American politics, money, and health. From Trump’s jaw-dropping $400 million luxury jet “gift” from Qatar (and the obvious ethical disaster that follows), to the infuriating story of a dying man denied a life-saving transplant by Cigna insurance, this episode pulls no punches.

We break down the numbers behind billionaire wealth-what does it really mean to “take 99%” from the mega-rich, and why are they still richer than you’ll ever be? Jimmy shares personal stories about the broken healthcare system, the true cost of chronic illness, and the absurd hoops insurance companies make you jump through. Alyssa and Jimmy also get candid about food cravings, potato farts, and why frozen yogurt is not dessert (no matter what anyone says).

Of course, it wouldn’t be a proper episode without some classic Trump roast: from diaper rumors and baggy suits to the never-ending saga of failing upwards and bankruptcies galore. Plus, there’s a healthy dose of pop culture, from Cold Stone ice cream hacks to the real reason you see so many white cars after you buy one.

If you’re looking for sharp political commentary, real talk about money and health, and a side of unfiltered humor, this is your episode. Don’t forget to check out the bonus show for even more behind-the-scenes stories and Alyssa’s impromptu room tour!

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