Owney Madden (1891 - 1965)

Owney "The Killer" Madden (December 18, 1891 – April 24, 1965) was a leading underworld figure in Manhattan, most notable for his involvement in organized crime during Prohibition. He also ran t...

Eddie Diamond (1902 - 1930)

New York mobster and brother of Jack "Legs" Diamond

Jack "Legs" Diamond (1897 - 1931)

Legs Diamond Gang member of the Hudson Dusters Also known as Gentleman Jack, was an Irish American gangster in Philadelphia and New York City during the Prohibition era. A bootlegger and close asso...

Dean Charles O'Banion MP (1892 - 1924)

Irish-American Gangster. He was the head of the North Side Gang in Chicago during the bootlegging wars of the 1920s. Until his death he was the leader of the gang that was the chief rival of the South ...

Michael Spillane (1934 - 1977)

Mickey Spillane the gentleman gangster Mickey Spillane (1959-1979)- Mickey Spillane inherited the rackets that McGrath left behind. Spillane also inherited an alliance with the city's La Cosa Nostra ...