Benjamin Ruggiero, also known as "Lefty", "Lefty Guns", and "Lefty Two Guns" (April 19, 1926 – November 24, 1994), was a soldier in the Bonanno crime family. He is well known for his friendship and mentorship of FBI undercover agent Joseph Pistone, known as "Donnie Brasco". Ruggiero was an old school mobster who knew how Mafia politics worked. Ruggiero allegedly murdered over 50 people and refused to break Omertà when he was arrested and threatened with lethal injection. By his own admission Ruggiero murdered at least 26 people.
Born in the Fourth Ward neighborhood of Manhattan, Ruggiero grew up in the Knickerbocker Village private housing development in Little Italy, Manhattan. Ruggiero joined the Bonanno family as a young man, serving as a street soldier under caporegime Michael Sabella. Ruggiero soon became successful in bookmaking, extortion and loansharking rackets. Ruggiero was a 6-foot-2, lean-bodied man with a narrow face, intense eyes, slightly stooped shoulders and a cigarette-raspy voice (likely due to chain-smoking English Ovals cigarettes).
He lived in an apartment on Monroe Street in Manhattan in the same building as his 'friend' and Bonanno soldier Anthony Mirra. Ruggiero reportedly owned a cigarette boat that he kept docked on the East River in New York. Ruggiero became good friends with future family boss Phillip Rastelli and Mirra. Ruggiero became the part-owner of a fishery in the Fulton Fish Market in Manhattan. As a part-owner, Ruggiero was able to put himself on the company payroll with a $5,000-a-month "no-show" job. During the 1970s, he purchased a social club in Little Italy. Ruggiero loved animals and his apartment had several tanks with tropical fish. He also had a pet lion cub, which he had to let go once it got too big.
Ruggiero had an estranged brother who changed his surname to 'Reggero' to avoid association with the rest of the family. Ruggiero had three daughters and one son, Thomas Sbano, with his first wife. In the late 1950s, Ruggiero left his first wife, eventually moving in with his second wife, Louise. In September 1977, Ruggiero married Louise in a small ceremony at New York City Hall. Ruggiero's son, Thomas, struggled with a heroin dependency until he checked into a drug rehabilitation center in 1979. Ruggiero's younger daughter worked at a New York hospital and managed a booth at the Feast of San Gennaro in Little Italy. Two of Ruggiero's daughters reportedly married mobsters. The Bonanno family allegedly discovered that Ruggiero's son-in-law, Marco, was cheating the family and told Ruggiero to eliminate him. Marco disappeared and his body was never recovered.
Operation Donnie Brasco
Around the time Ruggiero became a member of the Bonanno family, he met Mafia associate "Donnie Brasco" (undercover FBI agent Joseph Pistone). Anthony Mirra introduced Brasco, an expert jewel thief, to Ruggiero. Pistone's original mission had been to infiltrate truck hijacking and fencing rings. However, the friendships Pistone developed with Mirra and Ruggiero gave the FBI the chance to infiltrate the Mafia. Brasco started working for Ruggiero, placing bets and helping him make collections for the bookmaking operation in Ruggiero's social club.
Ruggiero mentored Brasco and eventually sponsored him for membership in the family. Ruggiero developed a close friendship with Brasco, which caused friction with his old friend Anthony Mirra, who had originally introduced Brasco to Ruggiero. Brasco served as best man at Ruggiero's 1977 wedding and frequently advised Ruggiero on handling his son Tommy's heroin addiction. Brasco became close with Ruggiero's kids, who would all come to him with their problems. Ruggiero was a great cook and Pistone would go to his house and eat dinner several times a week. Pistone said that Ruggiero talked a lot and was excitable. Outside of New York, Pistone said that Ruggiero was a small-town guy, unsophisticated and ignorant about the rest of the world.
Ruggiero once nearly discovered Brasco's true identity. Ruggiero and Brasco were in a Miami Beach, Florida restaurant as Ruggiero read a Time magazine containing an article about the infamous ABSCAM scandal and detailing how FBI agents posed as rich Arab businessmen to catch U.S. Congressmen taking bribes. What caught Ruggiero's eye was a picture of a white yacht that the FBI used to entertain the congressmen. Ruggiero recognized the boat, the "Left Hand", as the same boat Brasco provided several months before for a party. Fortunately for Brasco, he convinced Ruggiero that he did not know the boat's owner was related to the FBI.
During a later criminal enterprise, Ruggiero met the Mafia boss of Milwaukee, Wisconsin, Frank Balistrieri. Ruggiero admitted to Pistone that he felt threatened while in the presence of Balistrieri. In 1979, Ruggiero converted his social club into a candy store and gave it to one of his daughters to manage. At the same time, Ruggiero and Brasco started a bookmaking operation out of the store. However, Ruggiero was soon dropped from the partnership because he was unable to provide the initial required investment of $25,000.
The three capos murder
In 1979, Bonanno boss Carmine Galante was murdered, creating a power vacuum in the family. After Galante's murder, Phillip Rastelli took over, running the organization from prison. However, one faction, led by Alphonse Indelicato, rebelled at Rastelli's leadership. At this time, Ruggiero joined the crew of Dominick Napolitano, a strong Rastelli supporter. On May 5, 1981, three rebel capos were lured to a meeting and murdered.
After the deaths of the three capos, the rebellion against Rastelli was squashed. According to Pistone, the murderers were Dominick Napolitano, John Cersani, Joseph Massino, Salvatore Vitale, Joseph DeSimone, Gerlando Sciascia, Nicholas Santora, Vito Rizzuto, Louis Giongetti, and Santo Giordano. Ruggiero and Cersani were lookouts and were sent in after to clean up the massacre and dispose of the bodies, along with Napolitano, James Episcopia and Robert Capazzio.
Ruggiero relished life as a mobster. He explained to Donnie Brasco: "Donnie, as a wiseguy you can lie, you can cheat, you can steal, you can kill people - legitimately. You can do any goddamn thing you want and nobody can say anything about it. Who wouldn't want to be a wiseguy?". Ruggiero was the epitome of a wiseguy and had the respect of other mobsters. He had a reputation as a vicious killer but on a daily basis was not prone to violence. Ruggiero had never served time in prison; he had been arrested many times, but never jailed. Ruggiero earned his nickname "Lefty" from tossing dice left-handed while playing craps. He got the nickname "Two Guns" because when he went out on a hit, he liked to use two guns.
By the 1970s, Ruggiero had acquired a gambling dependency. He was betting and losing heavily on horse races. Soon he was borrowing money from Nicholas Marangello to cover losing bets. By 1977, Ruggiero owed Marangello $160,000. The Bonanno family told Ruggiero that he would have to repay Marangello before he could become a made man. By 1977, Ruggiero had paid most of his debt to Marangello and the family accepted his membership. However, by 1978, Ruggiero was back in debt again to Marangello. To settle the debt this time, the family arranged to transfer the revenues from part of Ruggiero's criminal operations directly to Marangello. Due to his gambling problem, Ruggiero was always trying to hide his few assets from his creditors Nicholas Marangello and Michael Sabella.
Aftermath and death
In 1981, the FBI decided to end Pistone's operation. FBI agents visited Ruggiero and Napolitano at a social club and informed them of Brasco's true identity. After the Bonanno leadership learned the truth, they immediately went after the men who brought Brasco into their midst. Anthony Mirra and Dominick Napolitano were murdered and a contract was put out on Ruggiero. On August 30, 1981, the FBI intercepted Ruggiero as he was going to a meeting at Marangello's social club and placed Ruggiero under protective custody. FBI agent Louis Vernazzo jumped out of a car carrying a shotgun and said, "FBI, freeze!", and arrested Ruggiero on racketeering and gun charges. Ruggiero would surely have been murdered if he had attended the meeting.
After the FBI put Ruggiero in protective custody, they tried several times to persuade him to become a government witness and join the Witness Protection Program. However, Ruggiero refused to cooperate with the FBI and even tried to bail himself out of jail. The Mafia in turn canceled the contract on his life and gave him a "pass". In 1982, Ruggiero was charged with violations of the RICO act in both New York and Florida. The specific charges included conspiring to murder the three capos in New York, distributing methaqualone in New York, committing extortion, the planning of a bank robbery and the running of illegal gambling operations in Florida.
Ruggiero was convicted in both New York and Florida and sentenced to 20 years in prison. Ruggiero could not believe that Donnie Brasco was a special agent in the FBI and not his partner in the Mafia. Ruggiero told his lawyer "He'll never go against us." After Pistone testified against him, he later in a rage said, "I swear to god, I'll kill that motherfucking filthy rat bastard piece of shit FBI agent if it's the last thing I do, I'll kill his whole fucking family, that traitorous motherfucker, cheese-eating rat scumbag piece of shit, that fucking coward cocksucking FBI fuck is dead." In 1992, sick with lung and testicular cancer, Ruggiero was released from prison after serving 11 years. On November 24, 1994, Benjamin Ruggiero died of lung cancer at age 68.
Ruggiero was portrayed by Al Pacino in the 1997 film Donnie Brasco. In the film, it is implied that Lefty was killed by fellow Bonanno members for allowing Pistone to infiltrate the family. However, Dominick Napolitano was the one murdered. In reality, the FBI picked Ruggiero up before the Mob could kill him.
Ruggiero's granddaughter, Ramona Rizzo, stars on VH1's Mob Wives.