And a piano tuner working for Al Capone claimed that he saw Kennedy sit down with whiskey baron to talk business. Another rumor put him as Sam Giancana’s partner in crime. The gangsters Frank Costello and Meyer Lansky both accused Kennedy of being a bootlegger. When Prohibition came into effect, rumors that Kennedy was a rum runner spread wildly. Through it all, Rose’s secretary would later say, “ she never showed any pain.” She’d been taught that a woman’s place was to suffer in silence and spare the men the humiliation of being found out. Rose’s life, though, had been full of men like Joseph. Even her children knew what was happening. “If she suspected me of having relations not quite proper with her husband, or resented me for it, she never once gave any indication of it,” Gloria Swanson said. At one point, he took Rose and Gloria both on vacation to Europe and made his wife watch while fooled around with the other woman. The pair ran around together for two years, and it wasn’t always behind Rose’s back. His most famous affair was with Gloria Swanson, the star of Sunset Boulevard. “Even in the early years of their marriage,” a relative related, “Joe had a reputation for being a ladies’ man.” Joseph Kennedy married Rose Fitzgerald in 1914 and, almost immediately, started cheating on her. Kennedy criminalized insider trading, making it a crime to use the very tricks that made him his fortune.ĩHe Brought His Mistress On Vacation With His Wife In 1934, Franklin Delano Roosevelt made Kennedy the head of the SEC, saying, “ It takes a crook to catch a crook.” He was right. Someone did pass a law against it: Joseph Kennedy. We’d better get in before they pass a law against it.” Encouraging a classmate to do the same, Kennedy said, “It’s easy to make money in this market. It was all unethical, but at the time, it wasn’t illegal, and Kennedy’s fortune soared. He used insider trading, created artificial scarcities to drive up stocks, and sold other ones short to drive them down. Kennedy turned the stock market into a gold mine by using tricks that, today, are illegal. He got rich by working hard and making smart decisions, but he turned that wealth into a fortune by cheating on the stock market. By the time he’d turned 25, he was already the president of a bank, the youngest in America. Photo credit: Underwood & Underwood Studios

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