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The Wall Street Publication > Blog > Economy > Here is a take a look at essentially the most infamous insider buying and selling scandals that rocked Wall Road and past
Economy

Here is a take a look at essentially the most infamous insider buying and selling scandals that rocked Wall Road and past

Editorial Board Published October 24, 2025
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Here is a take a look at essentially the most infamous insider buying and selling scandals that rocked Wall Road and past
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FBI Director Kash Patel on Thursday unveiled allegations in opposition to present and former NBA gamers allegedly concerned in two sports activities playing instances.

The latest arrests of NBA figures Chauncey Billups and Terry Rozier in reference to federal playing probes have garnered nationwide consideration, however monetary misconduct is hardly new to the enterprise world.

For years, scandals surrounding insider buying and selling, which includes illegally shopping for or promoting inventory based mostly on private data, have ensnared highly effective figures from company executives to media character Martha Stewart.

Right here’s a take a look at among the most notorious controversies linked to insider buying and selling.

WHAT IS INSIDER TRADING?

Rajat Gupta and Raj Rajaratnam

Rajat Gupta, left, is pictured subsequent to Raj Rajaratnam. Former Goldman Sachs Group Inc. director Rajat Gupta leaked confidential boardroom data to Raj Rajaratnam, former supervisor of the hedge fund Galleon Group.  (Peter Foley/Bloomberg through Getty Photos and Spencer Platt/Getty Photos / Getty Photos)

Former Goldman Sachs Group Inc. director Rajat Gupta was sentenced to 2 years in jail for illegally leaking confidential boardroom data to Raj Rajaratnam, former hedge fund supervisor and founding father of the Galleon Group.

The guidelines helped Rajaratnam make thousands and thousands of {dollars} between 2003 and 2009, based on the U.S. Division of Justice (DOJ).

Rajaratnam was sentenced in 2011 to 11 years in jail — on the time marking the longest insider buying and selling sentence in U.S. historical past — and ordered to forfeit $53.8 million and pay a $10 million fantastic.

Kenneth Lay and Jeffrey Skilling Skilling Takes The Witness Stand In Enron Trial

Former Enron CEO Jeff Skilling (L) greets former chairman Kenneth Lay (R) as they stroll to the Bob Casey U.S. Courthouse for the third day of Skilling’s testimony of their fraud and conspiracy trial April 12, 2006, in Houston, Texas.  (Dave Einsel/Getty Photos / Getty Photos)

Former Enron CEOs Kenneth Lay and Jeffrey Skilling have been convicted in 2006 on expenses together with conspiracy, securities fraud and wire fraud tied to the vitality big’s collapse.

A federal jury discovered they deceived buyers about Enron’s funds whereas promoting firm inventory. Lay was convicted on all six counts in opposition to him. Skilling was discovered responsible on 19 of 28 counts, together with insider buying and selling.

“The convictions stemmed from a wide-ranging scheme that Lay, Skilling and other Enron executives engaged in at various times between at least 1999 and 2001, to deceive the investing public, the U.S. Securities and Exchange Commission (SEC) and others about the true performance of Enron’s businesses,” federal prosecutors mentioned on the time.

Skilling was initially sentenced to 24 years in jail however later was resentenced to 14 years. Lay died in July 2006, and a federal decide subsequently voided his conviction.

SEC LAUNCHES INSIDER TRADING INQUIRY INTO CRYPTO EXCHANGES

Martha Stewart Martha Stewart

Martha Stewart is pictured on October 4, 2023, in New York Metropolis. In 2003, Martha Stewart was charged by the SEC with insider buying and selling, accusing her of promoting 4,000 shares of ImClone Programs in 2001 following a tip from her stockbroker, Peter Bacanovi (Jason Mendez/Getty Photos / Getty Photos)

In 2003, Martha Stewart was charged by the SEC with insider buying and selling, accusing her of promoting 4,000 shares of ImClone Programs in 2001 following a tip from her stockbroker.

The tip allegedly adopted after ImClone’s CEO offered his shares forward of a pending Meals and Drug Administration (FDA) resolution on a most cancers drug. When the FDA rejected the drug, ImClone’s inventory fell 16%, however Stewart prevented losses of greater than $45,000, based on the SEC. 

Whereas Stewart was not convicted of insider buying and selling, she was discovered responsible of constructing false statements, conspiracy and obstruction of justice. She served 5 months in jail, based on Investopedia.

Steve Cohen Steve Cohen New York Mets

New York Mets proprietor Steve Cohen speaks to the media earlier than the Mets Opening Day recreation in opposition to the Milwaukee Brewers at Citi Discipline on March 29, 2024, in New York Metropolis. (Picture by Jim McIsaac/Getty Photos / Getty Photos)

In 2016, Steve Cohen, the billionaire hedge-fund supervisor and now proprietor of the New York Mets, was accused of “failing to supervise” two staff and forestall them from insider buying and selling whereas below his watch at his former hedge fund, SAC Capital Advisors, based on the SEC.

He was barred from managing exterior consumer cash till 2018.

The agency pleaded responsible in November 2013 to securities fraud and paid $1.8 billion in fines, which on the time marked the biggest insider buying and selling penalty in U.S. historical past.

NEW SEC RULES TARGET CORPORATE INSIDER TRADING

Ivan Boesky  American Financier Ivan Boesky

A portrait of a smiling Ivan Boesky in New York, on July 29, 1983. A high-profile arbitrageur on Wall Road within the Eighties, Ivan Boesky made lots of of thousands and thousands by betting on corporations he knew have been about to be taken over. (Getty Photos / Getty Photos)

A high-profile arbitrageur on Wall Road within the Eighties, Ivan Boesky made lots of of thousands and thousands by betting on corporations he knew have been about to be taken over. His technique concerned shopping for shares previous to merger bulletins — a apply that later proved to rely illegally on insider data.

He was sentenced in 1987 to 3 years in jail and fined $100 million, based on Investopedia.

GET FOX BUSINESS ON THE GO BY CLICKING HERE

He died in 2024 at age 87, Reuters reported.

Rajat Gupta, Raj Rajaratnam, Martha Stewart, Steve Cohen and Jeff Skilling didn’t instantly reply to FOX Enterprise’ request for remark.

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