The Learning Leader Show With Ryan Hawk

675: Tom Hardin (Tipper X) - The Largest Insider Trading Case, How Ambiguous Leadership Destroys Culture, Resume vs. Eulogy Virtues, Bad Decisions vs. Mistakes, and Building Psychological Safety

February 16, 2026·54 min·6-min readinterviewbusiness
Podzilla Summary (6 min)
TLDR
Tom Harden, a former hedge fund analyst turned FBI informant known as Tipper X, helped convict 81 people in Operation Perfect Edge, the largest insider trading case in U.S. history. His story reveals how moral drift, ambiguous leadership, and isolation can lead even well-intentioned indiv

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Guest

T

Tom Harden

interview on The Learning Leader Show With Ryan Hawk

Mentions

Books, people, and resources mentioned in this episode.

People

Tom HardenRyan HawkDavid BrooksStan McChrystal

Books

Wired on Wall Streetby Tom HardenThe Road to Characterby David Brooks

Topics

Career DevelopmentEntrepreneurshipEthicsInvestingLeadershipManagementPersonal Finance

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