Al Capone is quite possibly the most famous American gangster of all time. During prohibition, Al Capone controlled a vast criminal empire that smuggled drugs and ran prostitution and gambling outfits throughout the US. In the mid 1920s, His organization was earning over $100 million a year and at the time of his death in 1947, Capone himself was worth the equivalent of $1.3 billion in 2012 dollars.