[1] According to author Gus Russo, Bugsy Siegel, who was building a gambling establishment in Las Vegas, was at Virginia Hill's Beverly Hills home with Caifano associate Alan Smiley when another man arrived; Siegel was shot to death, and soon after Gus Greenbaum, the Chicago Outfit's chief Nevada bookie, arrived at Siegel's Flamingo Hotel in Las Vegas and said, "We're taking over.

"[1][2] In 1943, Nick Circella, Caifano's associate, was tried for extortion of his girlfriend, Estelle Cary who was about to testify against him until her burned and stabbed body was later found.

[1] Caifano was suspected of the murder, but the case was never solved; he was also suspected of several other unsolved killings, including the 1950 murder of former Chicago Police Lt. William Drury, the 1952 strangulation of mobster "Russian Louie" Strauss, and the 1973 shotgun slaying of mobbed up former police officer Richard Cain.

[1] In the early 1950s, the Outfit moved in on the highly profitable illegal gambling business of African-American organized crime figure Theodore Roe, and tried to kidnap him, but Roe fatally shot Caifano's brother Fat Lenny during the botched kidnapping attempt in 1951.

[4] In 1980 Caifano was sentenced to 20 years for fencing stolen stock certificates.