
Paul Castellano
The son of a butcher, Paul Castellano was the boss of the Gambino crime family. Business-minded with a no-nonsense attitude, Castellano strategically eliminated mob family members who he thought were out of line. One such example was Nicholas Scibetta, brother-in-law of Sammy "The Bull" Gravano, who had been known to use drugs recreationally and had accrued several strikes against himself by insulting the daughter of a respected Gambino member and by going to police after losing a fight with an associate's son. Castellano ordered him dead, and the hit was carried out without question — the only part of Scibetta that was ever found was one of his hands. Castellano also ordered the killing of Roy DeMeo when he began to suspect that the bloodthirsty Gemini Lounge killing crew leader might become an informant.

Richard "Iceman" Kuklinski
An especially loathsome and creative killer, Richard "Iceman" Kuklinski, nicknamed so because of his method of freezing bodies to throw off forensic scientists trying to determine the time of death, claimed to have murdered over 100 men. In a chilling and controversial jailhouse interview conducted by psychiatrist Dr. Park Dietz, Kuklinski described the various methods he used to execute his victims, from poison, to hand grenades, to leaving a tied-up victim in a rat-infested cave. After a 30-year career as a hit man, Kuklinski was arrested in 1986, and in 1988 convicted of five murders and sentenced to life in prison, where he remained, surrounded by publicity, until his 2006 death at the age of 70. Kuklinski's death was regarded as suspicious because he was slated to testify at Gambino underboss Sammy "The Bull" Gravano's trial for the killing of NYPD detective Peter Calabro. Gravano, who Kuklinski claimed ordered him to commit the murder, was imprisoned on another charge at the time, and after Kuklinski's death, prosecutors decided there was not enough evidence to continue the Calabro trial.

Anthony "Gaspipe" Casso
Brooklyn native Anthony "Gaspipe" Casso prided himself on having corrupt cops "in his pocket" and committing murders for him, namely Louis Eppolito and Stephen Caracappa, who were later convicted of racketeering, extortion and murder after a high-profile trial. While hunted by authorities and serving as acting boss of the Lucchese family, a position that the responsibility-shirking Casso never wanted, he went into hiding in New Jersey, and ran the family from afar. Like all mobsters, Casso publicly proclaimed his hatred of informants, or "stool pigeons," but later turned informant himself when prosecutor Charles Rose offered him a deal for his testimony. The deal did not go through, and Casso remains in prison, his mafia reputation marred by his turncoat tactics.

Sammy "The Bull" Gravano
Sammy "The Bull" Gravano committed his first murder in 1970. It was a preemptive strike against Joe Colluci, who planned to kill Gravano, then working for the Colombo family, and his associate Tommy Spero, who was sleeping with Colluci's wife. The killing, the first of nineteen to which he later confessed, helped Gravano get noticed, and he officially became a made member of the Gambino family 1976, shortly after the Mafia's membership books, closed since 1957, were once again opened to allow new men into La Cosa Nostra's elite ranks. Although he did not do the shooting, Gravano was a participant in the 1985 conspiracy to kill Gambino family boss Paul Castellano, under the orders of John Gotti, who wanted to take over the family. When Gotti was imprisoned a year later, Gravano gained more clout as he helped Gotti run the family from inside prison walls. Later, Gravano became a government informant, testifying against Gotti, and was placed in Witness Protection. He then moved to Scottsdale, Ariz., where he began trafficking Ecstasy in conjunction with a white supremacist organization. Currently, Gravano is serving a 19-year prison sentence in Arizona for his involvement in the drug ring.