November 15, 1914 - Santo Trafficante
Few organized crime figures navigated the mid-twentieth century's most volatile political and criminal intersections with as much durability as Trafficante did. His dominance over Florida's underworld spanned decades, and his confirmed role in CIA-backed plots to assassinate Fidel Castro placed him at a rare convergence of organized crime and covert U.S. foreign policy. He remained a subject of serious federal scrutiny until the final year of his life, and his contested proximity to the Kennedy assassination has kept him a figure of ongoing historical interest.
From Wikipedia
Santo Trafficante Jr. (November 15, 1914 – March 17, 1987) was among the most powerful Mafia bosses in the United States. He headed the Trafficante crime family from 1954 to 1987 and controlled organized criminal operations in Florida and Cuba, which had previously been consolidated from several rival gangs by his father, Santo Trafficante Sr.
Trafficante maintained links to the Bonanno crime family in New York City, but was more closely allied with Sam Giancana in Chicago. Consequently, while generally recognized as the most powerful organized crime figure in Florida throughout much of the 20th century, Trafficante was not believed to have total control over Miami, Miami Beach, Ft. Lauderdale, or Palm Beach. The east coast of Florida was a loosely knit conglomerate of New York family interests with links to Meyer Lansky, Bugsy Siegel, Angelo Bruno, Carlos Marcello, and Frank Ragano.
Trafficante admitted his anti-Castro activities to the United States House Select Committee on Assassinations in 1978, and vehemently denied allegations that he had knowledge of a plot to assassinate President John F. Kennedy. Federal investigators brought racketeering and conspiracy charges against him in the summer of 1986, shortly before he died of a heart attack.
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