Episode Details

How Black Monday Broke the Stock Market

On October 19, 1987, the Dow Jones Industrial Average dropped over 22% in a single day — the largest one-day percentage crash in stock market history. Trail Boss Dan Johnson breaks down what happened on Black Monday, why it happened, and what it still teaches investors today about panic, program trading, and the danger of following the crowd instead of a plan.

Questions this episode answers:

• What caused the Black Monday stock market crash of 1987?
• How much did the stock market drop on Black Monday?
• What is program trading and how did it contribute to the crash?
• What can investors learn from past market crashes?
• How do you protect a portfolio during a market downturn?

History doesn't repeat, but it rhymes — and the same discipline that gets investors through a crash is what we're building live, one week at a time, in the $100 Experiment. Follow along and see the Trail Boss Baseball Portfolio System in action at unbridlednation.com/investing.

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⚠️ Important Disclaimer:

This is not financial advice. I'm simply sharing my own research, learning process, and the Trail Boss open-source experiment in real time. Past performance does not guarantee future results. Always do your own due diligence or consult a qualified financial professional before making any investment decisions.

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