19. The Hit That Made John Gotti
Paul “Big Paulie” Castellano (1915-1985) was head of NYC’s Gambino crime family from 1976 until his death. The son of a mobster in the Mangano family – forerunner of the Gambinos – who ran a numbers game, Castellano dropped out of school in eighth grade to become a hoodlum. By the 1950s, Castellano had risen to become a capo. Although up to his neck in mob rackets, he acted as if he was a legitimate businessman – an affectation that annoyed many of his hoodlum underlings, who had no delusions about their careers.
The disgruntled underlings included an ambitious capo named John Gotti. When Castellano failed to attend a prominent subordinate’s funeral in 1985, it offended many Gambinos, and disgruntlement soon grew into rebellion. On December 16th, Gotti organized a hit squad, that waited for Castellano’s outside one of his favorite restaurants, Sparks Steak House, in midtown Manhattan. As Castellano was exiting his car, Gotti watched from across the street as the hitmen rushed the mob boss, and gunned him down.