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29Sep2026

Top Insider Trading Scandals That Shook the Financial World

Personal views, not investment advice – see the full disclaimer below.

The biggest insider trading scandals, including cases of Michael Milken, Raj Rajaratnam, and Ivan Boesky.

Insider trading is one of the most notorious financial crimes involving the illegal use of non-public information to gain an unfair advantage in stock trading. These trading scandals have led to billions in losses, criminal prosecutions, and reforms in financial regulations. Below, we examine some of the most prominent insider trading cases since 1980, exposing how financial professionals, CEOs, and celebrities exploited confidential information.

Biggest Insider Trading Scandals in History

Michael Milken

Company: Drexel Burnham Lambert

Amount Lost: $600 million (fines & settlements)

Period: 1980s

Key Details: Known as the “junk bond king,” Milken used high-yield bonds to manipulate markets. His case led to major Wall Street reforms.

Raj Rajaratnam

Company: Galleon Group

Amount Lost: $64 million

Period: 2009–2011

Key Details: Ran one of the biggest insider trading networks. The Netflix documentary “Dirty Money” explores similar financial crimes.

Martha Stewart

Company: ImClone Systems

Amount Avoided: $45,000 in losses

Period: 2001

Key Details: Stewart was convicted for obstruction of justice and conspiracy related to her sale of ImClone stock based on insider information from her broker. While not convicted of insider trading itself, the case was highly publicized.

Ivan Boesky

Company: Various Wall Street firms

Amount Lost: $100 million (fines & penalties)

Period: 1980s

Key Details: Major arbitrage trader convicted of insider trading. His story is featured in the book “Den of Thieves”, a must-read on Wall Street corruption.

Additional Reading on Insider Trading

Insider Trading Regulations in Switzerland

Legal Status: Insider trading is illegal in Switzerland.

Regulatory Body: Swiss Financial Market Supervisory Authority (FINMA)

Key Details: Swiss law prohibits trading securities based on non-public material information. Violations can result in fines, prison sentences, and bans from financial markets.

If you are interested in more financial scandals, check out our other reports:

Final Thoughts

Insider trading scandals undermine trust in financial markets, harming individual investors and the economy. Strict regulations and ethical corporate governance are essential to ensuring fair trading. Understanding these past cases helps prevent future financial misconduct.

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Disclaimer: The views and opinions expressed in the vapa Swiss independent wealth management blog are solely my own and do not reflect those of any institutions or organisations with which I am affiliated. I lead an independent wealth manager in Switzerland, so I write about this industry as a participant in it, not as a neutral observer. These posts are intended to share personal insights and should not be interpreted as official statements or as investment advice. See the legal notice for details.

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