In 2008, Lehman Brothers — a 158-year-old symbol of Wall Street stability — vanished in a week. Beneath the prestige was a blind spot: massive bets on mortgage-backed securities built on the belief that housing prices could only rise. When they fell, the illusion of invincibility collapsed with them, igniting a global crisis.

This episode explores the real cost of complacency — how smart people lose everything not from risk itself, but from pretending it isn’t there. Because history doesn’t protect you from bad decisions; awareness does.

Before you chase the next big win, ask the question that saves empires: What if I’m wrong?

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