Overleveraged, Overconfident
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
Podcasting since 2025 • 7 episodes
Overleveraged, Overconfident
Latest Episodes
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 charges, including seven counts of wire...
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Season 2
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Episode 2
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16:53
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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 the smoky back rooms of the 1970s to today's...
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Season 2
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Episode 1
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55:31
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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 episode, we dive into the infamous slugfest b...
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57:22
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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 fails that triggered <...
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Season 1
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Episode 4
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42:30
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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 episode dissect...
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Season 1
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41:07
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