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CEO Rap Sheet

Over $191.7B in fines have been levied against corporate executives for fraud, insider trading, and regulatory violations. This tracker covers 30 executives with outcomes ranging from conviction to acquittal.

30 executives tracked — ranked by shame score

30
CEOs Tracked
$191.7B
Total Fines
18
Convicted
5
Never Charged
5
Still Active
8 /10
Michael Milken
Drexel Burnham Lambert · 1989

The 'Junk Bond King' who revolutionized high-yield debt. Indicted on 98 counts of racketeering and fraud. Pled guilty to 6 felonies, paid $600M in fines. Banned from securities. Later pardoned by Trump.

💸 INSIDER TRADING ⚖️ CONVICTED Fine: $600M
8 /10
Ivan Boesky
Boesky Corp · 1986

The original Wall Street insider trader. His cooperation brought down Michael Milken and Drexel. Fined $100M, sentenced to 3.5 years. Inspired Gordon Gekko's 'Greed is good' speech.

💸 INSIDER TRADING ⚖️ CONVICTED Fine: $100M
8 /10
Raj Rajaratnam
Galleon Group · 2011

Ran the largest hedge fund insider trading ring in history. FBI wiretaps caught him receiving tips from Goldman Sachs board members. Sentenced to 11 years. Forfeited $53.8M.

💸 INSIDER TRADING ⚖️ CONVICTED Fine: $54M
6 /10
Steve Cohen STILL ACTIVE
SAC Capital · 2013

SAC Capital pled guilty to insider trading, paid $1.8B. Cohen personally was never charged despite 8 employees being convicted. Banned from managing outside money for 2 years. Now runs Point72.

💸 INSIDER TRADING 🤷 NO CHARGES

Information compiled from public court records, SEC filings, and reporting.

Shame scores are editorial assessments based on impact, accountability, and public trust violations.

Not legal advice. Individuals are innocent until proven guilty.

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