December 18, 1891 - Owney Madden
Few figures navigated the intersection of street violence and organized enterprise as smoothly as Madden, who rose from the lethal gang culture of Hell's Kitchen to become one of Prohibition-era New York's most influential criminal operators. His longevity in a world that consumed most of its participants — and his eventual quiet retirement in Hot Springs, Arkansas — speaks to a particular kind of cold discipline beneath the reputation. The nickname came honestly, earned through years of gang warfare before the more lucrative business of bootlegging reshaped what power looked like in the underworld.
From Wikipedia
Owen Vincent "Owney" Madden (December 18, 1891 – April 24, 1965) was an English-American gangster who was a leading underworld figure in New York during Prohibition. Nicknamed "The Killer", he garnered a brutal reputation within street gangs and organized crime. He ran the Cotton Club in Manhattan and was a leading boxing promoter. After increased attention from law enforcement in New York, Madden moved to Hot Springs, Arkansas, in 1935, where he remained until his death from natural causes in 1965.
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