Most Successful Gangsters of All Time

8. Joseph Kennedy: $300 million

Born in Boston, Massachusetts, Joseph P. Kennedy made his first million by age 30. Already in the liquor business legally he had to take extreme measures when Prohibition started or lose his business, so he contacted mobsters in New York and Chicago and became a successful bootlegger. Even after liquor was made legal again, Kennedy maintained those questionable ties and it’s said to have played a part in helping him control certain political elections.