Prohibition

 

Al Capone

His name was Al Capone, his profession Racketeering, bootlegging and many other "hazardous" jobs.
Al Capone could be the most infamous gangster known, his reputation for cruelness was legendary. because of this he basically controlled all of Chicago, if any cops tried to arrest or set any changes against him, he would simplify pay them off. because of so many corrupt policemen a lone federal agent got together a small group of trustworthy agents and arrested him of tax evasion after interrogating his accountant, where he later died in jail of syphilis.

The Real McCoy

Bill McCoy or known to his customers as the real McCoy was another infamous bootlegger. he trafficked rum and other alcohol from the Bahamas to the southern parts of  Florida. He may not be as popular as Al Capone but he was one of the most honest bootlegger around. unlike many other bootleggers who would water down the alcohol and would sell what they called genuine champagne when it was just watered down alcohol, he kept honest and sold only geniune alcohol, thus earning his nickname The Real McCoy. how bills rum running days came to an end was when his ship was shot and sunk by the coast guard, instead of a long drawn out trial he plead guilty and spent nine months and after he invested his money into a boat build company with his brother.