Financial history told as cinematic bedtime stories. Deep-dive documentary episodes covering the great market crashes, speculative bubbles, and legendary investors that shaped the modern world.
From Tulip Mania to the 1929 Crash. From Jesse Livermore to Jeremy Grantham. Every episode is a feature-length documentary for your ears — perfect for winding down, long commutes, or anyone who finds the story behind the money more fascinating than the money itself.
New episodes weekly.
The $400 Bet That Made $350 Million and a Movie - Richard Dennis
In 1984, Richard Dennis walked into a private dining room in Chicago worth up to $350 million — every cent built from a $400 stake.
He had placed an ad in the Wall Street Journal, screened a thousand applicants, and invited thirteen strangers, including a security guard, a game designer, and a teenager with no job history, to learn his trading system in two weeks.
He then handed them his own money. Not to get rich. To win an argument.
He won the argument. Then the market came for him anyway.
The Eddie Murphy film 'Trading Places' was based on his life
🎧 Part of the Sleepy Stock Market series — financial history told as documentary audio.
SLEEPY STOCK MARKETFall asleep to the greatest stories in financial history.
#RichardDennis #TurtleTraders #TrendFollowing #TradingHistory #FinancialHistory #CommodityTrading #FuturesTrading #BlackMonday #WallStreetHistory #TradingPsychology
11 Oct 2026
The Man Who Called Lehman's Collapse - Einhorn - He still lost money
On May 21, 2008, a boyish thirty-nine-year-old stepped to a podium in a Manhattan hotel ballroom and told the room that Lehman Brothers — one hundred and fifty-eight years old, one of the most powerful banks on earth — was lying about its own balance sheet.
He had a spreadsheet. He had a calm voice. Seventeen weeks later, Lehman filed the largest bankruptcy in American history. He had been right about everything.
His fund still finished the year down twenty-three percent. Being right, it turns out, is only the beginning of the problem.
🎧 Part of the Sleepy Stock Market series — financial history told as documentary audio.
SLEEPY STOCK MARKETFall asleep to the greatest stories in financial history.
#DavidEinhorn #GreenlightCapital #LehmanBrothers #ShortSelling #HedgeFund #FinancialHistory #WallStreet #ValueInvesting #FinancialCrisis2008 #InvestingDocumentary
4 Oct 2026
One Million Dollars. Eighty Million Back. The Big Short Pub Trade - Jamie Mai
On August 6, 2007, a man named Ben Hockett sat alone at a wooden table in a Wetherspoons pub on the Devon coast, his family somewhere outside in the English summer, his laptop open, his phone pressed to his ear.
He was trying to sell $205 million of insurance against the collapse of the American mortgage market — before the bank on the other side of his contracts ceased to exist.
The insurance had cost his fund roughly one million dollars. By the end of that day, it sold for roughly eighty million. Three people worked at that fund. This is their story.
🎧 Part of the Sleepy Stock Market series — financial history told as documentary audio.
#JamieMai #CornwallCapital #TheBigShort #FinancialHistory #HedgeFund #2008FinancialCrisis #WallStreet #SubprimeMortgage #CreditDefaultSwaps #InvestingHistory
Contact Sleepy Stock Market
Guest appearances
Does not typically book guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
Host of Sleepy Stock Market?
Claim your podcast to manage its listing and keep your show details accurate.
Pod Engine is an independent podcast discovery and analytics service and is not affiliated with or endorsed by this podcast. Artwork and show content belong to their owners. Full legal notice.
Explore this show Podcast research with Pod Engine
