Overleveraged, Overconfident
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About This Podcast
Hosted by a former Fed insider who helped close 200+ failed banks during the financial crisis, Overleveraged, Overconfident dives deep into the biggest ego-fueled flameouts in finance. From hedge fund collapses to crypto pipe dreams, each episode unpacks the toxic mix of ambition, arrogance, and denial that drives smart people to make spectacularly dumb decisions.
Follow the Journey from Hubris to Bankruptcy
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Recent Episodes
S2E3 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-bond rocket fuel to…
S2E2 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 of serious federal…
S2E1 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 up. We'll go from…
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 the line. In this…
S1E4 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-world spreadsheet…
S1 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 threatening to walk.This…
S1E2 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 survived boardroom…
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 hedge fund king who…
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Overleveraged, Overconfident has published 8 episodes since June 2025, covering topics in Business, Documentary.
Overleveraged, Overconfident is currently dormant with new episodes every 2 weeks. Average episode length is 40m.
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