The Roaring Twenties, Part 2: How America Learned to Speculate | Sleepy Stock Market episode artwork

EPISODE · Apr 10, 2026 · 1H 40M

The Roaring Twenties, Part 2: How America Learned to Speculate | Sleepy Stock Market

from Sleepy Stock Market · host Sleepy Stock Market

Fall asleep to the story of how America turned speculation into a national pastime in the Roaring Twenties — long before the crash of 1929.After the Florida land boom, the frenzy moved to Wall Street. Ordinary Americans opened brokerage accounts for the first time. Shoe-shine boys gave stock tips. Pool operators and investment trusts quietly pushed prices higher. Cheap credit, margin loans and a belief that prosperity would never end turned a healthy bull market into a dangerous mania.This is the story of how the culture of betting on stocks spread across America — and set the stage for the greatest crash in history.🎧 Best listened to with headphones or a sleep speaker at low volume.⏱ Designed for long, relaxed listening — no ads, no hype, just the story.━━━━━━━━━━━━━━━━━━━━━━━━━━━━━SLEEPY STOCK MARKETFall asleep to the greatest stories in financial history.━━━━━━━━━━━━━━━━━━━━━━━━━━━━━#RoaringTwenties #1920s #WallStreet #StockMarketHistory #FinancialHistory #MarketBubble #Speculation #GreatDepression #SleepStories #FallAsleep #SleepyStockMarket #InvestingHistory #BullMarket #1929Crash0:00 Wall Street Awakens (1921)9:00 Buying on Margin Changes Everything18:00 Charles Mitchell & The Demo. Dream28:00 The Fed Lights the Fuse38:00 Everyone Wants a Piece48:00 The Art of the Pool Operation58:00 Jesse Livermore: Born to Speculate1:08:00 Borrowed Money, Borrowed Time1:18:00 The Warnings Nobody Heard1:28:00 The Crash That Broke the Dream1:35:00 Lessons Written in Ruin

Fall asleep to the story of how America turned speculation into a national pastime in the Roaring Twenties — long before the crash of 1929.After the Florida land boom, the frenzy moved to Wall Street. Ordinary Americans opened brokerage accounts for the first time. Shoe-shine boys gave stock tips. Pool operators and investment trusts quietly pushed prices higher. Cheap credit, margin loans and a belief that prosperity would never end turned a healthy bull market into a dangerous mania.This is the story of how the culture of betting on stocks spread across America — and set the stage for the greatest crash in history.🎧 Best listened to with headphones or a sleep speaker at low volume.⏱ Designed for long, relaxed listening — no ads, no hype, just the story.━━━━━━━━━━━━━━━━━━━━━━━━━━━━━SLEEPY STOCK MARKETFall asleep to the greatest stories in financial history.━━━━━━━━━━━━━━━━━━━━━━━━━━━━━#RoaringTwenties #1920s #WallStreet #StockMarketHistory #FinancialHistory #MarketBubble #Speculation #GreatDepression #SleepStories #FallAsleep #SleepyStockMarket #InvestingHistory #BullMarket #1929Crash0:00 Wall Street Awakens (1921)9:00 Buying on Margin Changes Everything18:00 Charles Mitchell & The Demo. Dream28:00 The Fed Lights the Fuse38:00 Everyone Wants a Piece48:00 The Art of the Pool Operation58:00 Jesse Livermore: Born to Speculate1:08:00 Borrowed Money, Borrowed Time1:18:00 The Warnings Nobody Heard1:28:00 The Crash That Broke the Dream1:35:00 Lessons Written in Ruin

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The Roaring Twenties, Part 2: How America Learned to Speculate | Sleepy Stock Market

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This episode was published on April 10, 2026.

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Fall asleep to the story of how America turned speculation into a national pastime in the Roaring Twenties — long before the crash of 1929.After the Florida land boom, the frenzy moved to Wall Street. Ordinary Americans opened brokerage accounts for...

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