Hosted by a former Fed insider who helped close 200+ failed banks during the financial crisis, Overleveraged, Overconfident dives deep into the personalities behind finance flameouts. From hedge fund collapses to crypto pipe dreams, each episode unpacks the mix of ambition, confidence, debt, and denial that drives smart people to make interesting decisions.Follow the Journey from Hubris to Bankruptcy
Latest episodes
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22 min
Betting on Wallstreet: Robert Campeau and the destruction of retail
Robert Campeau: the man who bought Bloomingdale’s—and broke American retail doing it From a post-war Ottawa homebuilder to a swaggering 1980s dealmaker, Robert Campeau rode junk-bo…
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17 min
Quick Take: The Sonoma Scandal
Meet Kenneth Mattson is the central figure in the implosion of an alleged $400 million real estate empire that prosecutors describe as a decade-long Ponzi scheme. He faces a raft o…
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56 min
Decades:Lira, Lies and Franklin National
As we dive into six decades of American financial hubris. We'll watch the same old play unfold. Hide the losses, budge the numbers, and believe your own story until the money dries…
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57 min
Cafeteria Fight Club: When Billionaires Act Like 7th Graders
What do you get when two Wall Street titans turn a financial feud into a public spectacle? An activist-investing meltdown that plays out like middle school drama—with $1 billion on…
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57 min
Cafeteria Fight Club: When Billionaires Act Like 7th Graders
What do you get when two Wall Street titans turn a financial feud into a public spectacle? An activist-investing meltdown that plays out like middle school drama—with $1 billion on…
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43 min
Excel-lent Mistakes: A Hall of Shame
This Spreadsheet Could Ruin Your Life (And Definitely Your Bonus) You think it’s just Excel—until it’s not. In this episode of Overleveraged, Overconfident, we unpack five real-wor…
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41 min
The Blacklist Boss: Osman Semerci’s Global CDO Meltdown and Tax Fraud Comeback
In the mid-2000s, a little-known banker named Osman Semerci rocketed from relative obscurity to Global Head of FICC at Merrill Lynch—not through decades of seasoning, but by threat…
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48 min
The Bond King's Bad Bet
When a half-billion-dollar investment goes sideways, sometimes the cure is worse than the disease. Meet JC Flowers and John Corzine—two Goldman Sachs alumni whose friendship surviv…
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43 min
Betting the Fund: Slapshots, Subprime, and the Spectacular Fall of Phil Falcone
What happens when a small-town hockey player from Minnesota’s Iron Range swaps his stick for a Bloomberg terminal and $26 billion in other people’s money? You get Phil Falcone—the…