3. Joseph Kennedy



Joseph Kennedy is the patriarch of one of America’s most powerful and prestigious families. One of his sons became President, another District Attorney and presidential candidate and another a Senator. At his peak Kennedy was one of the richest men in America but as the saying goes behind every great fortune, there is a great crime. Kennedy was already in the liquor business before prohibition but according to several books and gangsters, became a bootlegger with ties to the New York and Chicago underworlds after liquor was made illegal. After prohibition was ended Kennedy made a fortune off selling legitimate liquor as well as through Hollywood and the stock market. Kennedy was named one of the 20 richest people in America in 1954 by Fortune Magazine and had a net worth of more than $300 Million, which would be in the high billions today . It has been reported that Kennedy contacted mobster Frank Costello, who was known to brag that he was a bootlegger with Kennedy, to use another mobster, Chicago’s Sam Giancana to help his son John get elected through his ties to Chicago and the unions.
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