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8. Jay Gould

When it comes to unscrupulous behavior, Gould makes Milken look like a sweetheart. A railroad developer and speculator, Gould sold out his associates, bribed legislators to get deals done, and even kidnapped a potential investor. He duped the U.S. Treasury, pushing up the price of gold and prompting a scare on Wall Street that depressed all stocks. After hiring strikebreakers during a railroad strike in 1886, he was reported to have said, “I can hire one half of the working class to kill the other half.”

THE STAT: When Gould died, his fortune was worth an estimated $67 billion in inflation-adjusted dollars.

By Portfolio.com