Underworld rumor has it that after Costello was deposed as boss of the Luciano crime family in late 1957, Carfano took it upon himself to show much disregard and even contempt for the new leadership. He apparently spent most of his time overseeing his criminal and legitimate interests in South Florida and traveled to New York only when necessary, and by 1959 had begun making plans to expand his gambling operations into Cuba. The theory goes that Carfano, who was not a Genovese supporter, began to encroach on the Havana casino operations of Meyer Lansky and the new Genovese crime family.