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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
10 /10
Jeffrey Skilling
Enron ENE · 2001

Orchestrated one of the largest corporate frauds in history. Enron's fake accounting hid billions in debt. 20,000 employees lost jobs and pensions. Skilling sentenced to 24 years.

🎭 FRAUD ⚖️ CONVICTED Fine: $45M
10 /10
Bernie Ebbers
WorldCom WCOM · 2002

Directed an $11B accounting fraud at WorldCom, the largest in history at the time. Sentenced to 25 years. Died in prison in 2020 after compassionate release.

🎭 FRAUD ⚖️ CONVICTED
10 /10
Ken Lay
Enron ENE · 2001

Enron founder who built the fraud factory. Encouraged employees to buy stock while secretly selling his own. Convicted on 10 counts. Died of a heart attack before sentencing, vacating the conviction.

🎭 FRAUD ⚖️ CONVICTED
10 /10
Bernie Madoff
BMIS · 2008

Ran the largest Ponzi scheme in history for at least 17 years. $64.8B in stated client assets vanished. Thousands of victims including charities. Sentenced to 150 years. Died in prison.

🎭 FRAUD ⚖️ CONVICTED Fine: $170.0B
9 /10
Elizabeth Holmes
Theranos · 2018

Claimed Theranos could run hundreds of blood tests from a single drop. It couldn't. Defrauded investors of $700M+ and endangered patients with fake test results. Sentenced to 11 years.

🎭 FRAUD ⚖️ CONVICTED
9 /10
Richard Fuld
Lehman Brothers LEH · 2008

CEO during Lehman's $691B collapse that triggered the global financial crisis. Used Repo 105 accounting tricks to hide $50B in debt. Never criminally charged despite congressional grilling.

🎭 FRAUD 🤷 NO CHARGES
9 /10
Martin Shkreli
Turing Pharmaceuticals · 2015

Raised the price of Daraprim (a life-saving AIDS drug) by 5,000% overnight from $13.50 to $750. Later convicted of securities fraud at his hedge fund. Sentenced to 7 years. Dubbed 'Pharma Bro.'

🎭 FRAUD ⚖️ CONVICTED Fine: $65M
9 /10
Markus Braun
Wirecard WDI · 2020

CEO of German fintech whose $2.1B in reported cash 'didn't exist.' Europe's Enron. Braun arrested, COO Jan Marsalek fled and is still missing. Company collapsed overnight.

🎭 FRAUD ⚖️ CONVICTED
9 /10
Andrew Fastow
Enron ENE · 2001

Enron's CFO who created the off-balance-sheet entities that hid billions in debt. Made $45M from the schemes. Cooperated with prosecutors, sentenced to 6 years. The architect of the fraud.

🎭 FRAUD ⚖️ CONVICTED Fine: $24M
9 /10
Allen Stanford
Stanford Financial · 2009

Ran a $7B Ponzi scheme through fake certificates of deposit in Antigua. FBI raided his offices. Convicted on 13 felony counts. Sentenced to 110 years in federal prison.

🎭 FRAUD ⚖️ CONVICTED
8 /10
Dennis Kozlowski
Tyco International TYC · 2002

Looted $600M from Tyco. Infamous $6,000 shower curtain and $2M birthday party on the company dime. Sentenced to 8-25 years. Released in 2014.

🎭 FRAUD ⚖️ CONVICTED Fine: $70M
8 /10
John Stumpf
Wells Fargo WFC · 2016

Oversaw creation of 16 million fake customer accounts to hit sales targets. Employees opened accounts without permission, charged fees on them. Fined $17.5M personally, clawed back $41M. Banned from banking.

🎭 FRAUD 💰 SETTLED Fine: $18M
8 /10
Trevor Milton
Nikola NKLA · 2020

Claimed Nikola had a working hydrogen semi-truck. The demo video was a truck rolling downhill with no engine. Convicted of 3 fraud counts for lying to investors. Sentenced to 4 years.

🎭 FRAUD ⚖️ CONVICTED
7 /10
Adam Neumann STILL ACTIVE
WeWork WE · 2019

Burned through $16B trying to IPO a real estate company as a tech startup. Self-dealing: charged WeWork $5.9M for his own 'We' trademark. Ousted before IPO. Got $1.7B exit package.

🎭 FRAUD 🤷 NO CHARGES
7 /10
Carlos Ghosn
Nissan / Renault NSANY · 2018

Auto industry titan arrested in Tokyo for hiding $80M+ in compensation. Escaped Japan while out on bail by hiding in a musical equipment box on a private jet. Now a fugitive in Lebanon.

🎭 FRAUD 🏃 FLED

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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