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First Principles

First Principles

Tim Dillon: Boomers Broke The American Dream And Gen Z Is Calling Them Out

Oct 3, 2026 · 23m

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About this episode

What if everything you were told about success was designed to keep one generation rich while the next one struggles? Comedian Tim Dillon doesn't hold back in this episode, and Adrian Wells breaks down the brutal math behind his generational critique. The numbers are staggering: college costs up 1,200% since 1980 while wages crawled up just 18%. Houses that cost 3.2 times median income in 1980 now cost over 7 times that income. And here's the kicker: 70% of minimum wage workers today are adults, not the teenagers these jobs were supposedly designed for. 🎯 What You'll Learn: • Why the "work hard and you'll make it" promise became mathematically impossible for most people • How housing costs…