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Kevin Weeks (born March 21, 1956) is an American former mobster and longtime friend and mob lieutenant to Whitey Bulger, the infamous boss of the Winter Hill Gang, a crime family based in the Winter Hill neighborhood in Somerville, Massachusetts. After his arrest and imprisonment in 1999, he became a cooperating witness. His testimony is viewed as responsible for the convictions of FBI agent John Connolly, as well as forcing Bulger's right-hand man, Stephen Flemmi, to plead guilty as well. Since his release from prison, he has written the bestselling true crime memoir, ''Brutal: My Life in Whitey Bulger's Irish Mob'' (). This was followed by ''Where's Whitey?'', which was also written with Phyllis Karas, a fictional novel using Bulger as a character. Promotion for the book started on the day the FBI stepped up its efforts to catch Bulger with an advertisement; Bulger was caught two days later.


Background

Kevin Weeks was born in
South Boston, Massachusetts South Boston is a densely populated neighborhood of Boston, Massachusetts, located south and east of the Fort Point Channel and abutting Dorchester Bay. South Boston, colloquially known as Southie, has undergone several demographic transformati ...
on March 21, 1956, to a working-class family of Irish and
Welsh Welsh may refer to: Related to Wales * Welsh, referring or related to Wales * Welsh language, a Brittonic Celtic language spoken in Wales * Welsh people People * Welsh (surname) * Sometimes used as a synonym for the ancient Britons (Celtic peopl ...
descent. He was the fifth child in a family of six and grew up in the
Old Colony Housing Project The Old Colony Housing Project is a 16.7-acre public housing project located in South Boston, Massachusetts. First built in 1940 as a cluster of 22 three-story brick buildings housing 873 low-income units, it is one of the Boston Housing Authori ...
at 8 Pilsudski Way, apartment 554. His father, John Weeks Sr., originally hailed from Brooklyn, New York. He changed tires for a living and later obtained a position with the Boston Housing Authority. John Sr. was a WWII veteran and had served in the infantry; he also had fought as a professional middleweight boxer (this may be incorrect as no record of him exists in
BoxRec BoxRec or boxrec.com is a website dedicated to holding updated records of professional and amateur boxers, both male and female. It also maintains a MediaWiki-based encyclopaedia of boxing. The objective of the site is to document every profess ...
). When he was 26, he married Margaret, who was from Boston. A full-time homemaker, she suffered from severe
arthritis Arthritis is a term often used to mean any disorder that affects joints. Symptoms generally include joint pain and stiffness. Other symptoms may include redness, warmth, swelling, and decreased range of motion of the affected joints. In som ...
and hobbled about the family's tenement on crutches. Weeks had two brothers, William and John Jr., and three sisters, Maureen, Patricia, and Karen. John Sr. trained his sons in boxing and earned extra money by coaching prizefighters. Kevin first started attending school at Michael J. Perkins, but then changed to John Andrew School in Andrew Square for grades 5 and 6; he finally completed elementary school at Patrick F. Gavin School. He graduated from South Boston High in 1974, ending his formal education. His two brothers would later go on to graduate from Harvard University and would seek out careers in politics: John Jr. became an advance man for Massachusetts Governor Michael Dukakis, and William became a selectman in Acton, Massachusetts. Kevin Weeks is also related by marriage to former South Boston liquor store owner and alleged extortion victim Stephen ("Stippo") R. Rakes and Boston Police Department Detective Edward ("Eddie") Walsh. Kevin's brother, William, has described their childhood: ''"Smart was good, but having the ability to beat someone senseless! Now ''that'' was real power. Education was often talked about in the apartment, but always with the implied threat that if your marks weren't acceptable, be ready to give up your soul to God because your ass belonged to our father ... and As weren't acceptable."'' Throughout high school, Weeks was involved in extra-curricular activities. When he wasn't boxing, he was on a team traveling to swim meets all over New England.


Criminal career

In 1975, Weeks became a bouncer at a popular neighborhood bar called Triple O's Lounge, owned by Kevin O'Neil. This was a frequent hangout of the Winter Hill Gang, an Irish-American crime family which was then headed by James J. "Whitey" Bulger. It was here that Weeks first met Bulger, as well as Bulger's Italian-American partner Stephen Flemmi. Beginning in 1978, Weeks began working for Bulger part-time as muscle and a personal driver. Impressed by Weeks' knack for making money and genuinely liking him, Bulger decided to bring him in closer than any other associate. Meanwhile, Weeks turned to running a loansharking business on the side. In 1982, just four years after beginning to work as part of the Winter Hill Gang, Weeks left his legitimate job and became a full-time mobster in the gang.


The Halloran murder

On the night of May 11, 1982, Bulger was told of the whereabouts of a former associate turned federal informant, Edward Brian Halloran, known on the streets as "Balloonhead". After arriving at the scene, Weeks staked out Anthony's Pier 4 Restaurant, where Halloran and construction worker Michael Donahue were dining together. As Donahue and Halloran drove out of the parking lot Weeks signaled Bulger by stating, "The balloon is in the air", over a handheld radio. Bulger drove up with a masked man armed with a silenced
Mac 10 The Military Armament Corporation Model 10, officially abbreviated as "M10" or "M-10", and more commonly known as the MAC-10, is a compact, blowback operated machine pistol/ submachine gun that was developed by Gordon B. Ingram in 1964. It is ...
; Bulger himself carried a
.30 caliber The 7.62 mm caliber is a nominal caliber used for a number of different cartridges. Historically, this class of cartridge was commonly known as .30 caliber, the imperial unit and customary unit equivalent, and was most commonly used for i ...
carbine. Bulger and the other shooter, allegedly
Pat Nee Patrick Joseph Nee (born December 22, 1944) is an Irish-American former mobster and Irish republican sympathizer. A former member of the Mullen Gang and the Winter Hill Gang, he is a Vietnam War veteran, and author of ''A Criminal and an Iris ...
, opened fire and sprayed Halloran and Donahue's car with bullets. Donahue was shot in the head and killed instantly.


Narcotics

Bulger, Weeks, and Flemmi became heavily involved in narcotics trafficking in the early 1980s. Bulger began to summon drug dealers from in and around Boston to his headquarters. Flanked by Kevin Weeks and Flemmi, he would inform each dealer that he had been offered a substantial sum to assassinate them. He would then demand a large cash payment not to do so. Eventually, however, the massive profits of drugs proved irresistible. According to Kevin Weeks:
Jimmy, Stevie and I weren't in the import business and weren't bringing in the
marijuana Cannabis, also known as marijuana among other names, is a psychoactive drug from the cannabis plant. Native to Central or South Asia, the cannabis plant has been used as a drug for both recreational and entheogenic purposes and in various tra ...
or the cocaine. We were in the shakedown business. We didn't bring drugs in; we took money off the people who did. We never dealt with the street dealers, but rather with a dozen large-scale drug distributors all over the State who were bringing in the coke and marijuana and paying hundreds of thousands to Jimmy. The dealers on the street corner sold eight-balls, ...grams, and half grams to customers for their personal use. They were supplied by the mid level drug dealer who was selling them multiple ounces. In other words, the big importers gave it to the major distributors, who sold it to the middlemen, who then sold it to the street dealers. To get to Jimmy, Stevie, and me, someone would have had to go through those four layers of insulation.
In South Boston, most of the neighborhood's drug trade was managed by a handpicked crew of prize fighters led by John Shea. Edward MacKenzie Jr., a former member of Shea's crew, has stated that this was done because Shea viewed athletes as less likely to abuse the drugs they were selling. According to Weeks, Bulger enforced strict rules over the dealers who were paying him protection.
The only people we ever put out of business were
heroin Heroin, also known as diacetylmorphine and diamorphine among other names, is a potent opioid mainly used as a recreational drug for its euphoric effects. Medical grade diamorphine is used as a pure hydrochloride salt. Various white and brow ...
dealers. Jimmy didn't allow heroin in South Boston. It was a dirty drug that users stuck in their arms, making problems with needles, and later on,
AIDS Human immunodeficiency virus infection and acquired immunodeficiency syndrome (HIV/AIDS) is a spectrum of conditions caused by infection with the human immunodeficiency virus (HIV), a retrovirus. Following initial infection an individual m ...
. While people can do cocaine socially and still function, once they do heroin, they're zombies.
Weeks also insists that Bulger strictly forbade PCP and selling to children, and that those dealers who refused to play by his rules were violently driven out of the neighborhood. In 1990, "Red" Shea and his associates were arrested as part of a joint investigation involving the Drug Enforcement Administration (DEA), the Boston Police Department and the Massachusetts State Police. All refused to testify against Bulger, Flemmi, and Weeks. According to Weeks,
Of course, Jimmy lost money once the drug dealers were removed from the streets in the summer raid, but he always had other business going on. Knowing I had to build something on the side, I had concentrated on my shylocking and gambling businesses. The drug business had been good while it lasted. But our major involvement in it was over.


Mob boss

Weeks also remained in frequent touch with Bulger, with whom he had several clandestine meetings in New York City and Chicago. In 1997, shortly after '' The Boston Globe'' disclosed that Bulger and Flemmi had been informants, Weeks met with retired agent John Connolly (later sentenced to 40 years in prison), who showed him a photocopy of Bulger's FBI informant file. In order to explain Bulger and Flemmi's status as informants, Connolly said, "The Mafia was going against Jimmy and Stevie, so Jimmy and Stevie went against them." According to Weeks:
As I read over the files at the Top of the Hub that night, Connolly kept telling me that 90 percent of the information in the files came from Stevie. Certainly Jimmy hadn't been around the Mafia the way Stevie had. But, Connolly told me, he had to put Jimmy's name on the files to keep his file active. As long as Jimmy was an active informant, Connolly said, he could justify meeting with Jimmy and giving him valuable information. Even after he retired, Connolly still had friends in the FBI, and he and Jimmy kept meeting to let each other know what was going on. I listened to all that, but now I understood that even though he was retired, Connolly was still getting information, as well as money, from Jimmy. As I continued to read, I could see that a lot of the reports were not just against the Italians. There were more and more names of Polish and Irish guys, of people we had done business with, of friends of mine. Whenever I came across the name of someone I knew, I would read exactly what it said about that person. I would see, over and over again, that some of these people had been arrested for crimes that were mentioned in these reports. It didn't take long for me to realize that it had been bullshit when Connolly told me that the files hadn't been disseminated, that they had been for his own personal use. He had been an employee of the FBI. He hadn't worked for himself. If there was some investigation going on and his supervisor said, 'Let me take a look at that,' what was Connolly going to do? He had to give it up. And he obviously had. I thought about what Jimmy had always said, 'You can lie to your wife and to your girlfriends, but not to your friends. Not to anyone we're in business with.' Maybe Jimmy and Stevie hadn't lied to me. But they sure hadn't been telling me everything.


Arrest

On November 17, 1999, Weeks,
O'Neil The O'Neill dynasty ( Irish: ''Ó Néill'') are a lineage of Irish Gaelic origin, that held prominent positions and titles in Ireland and elsewhere. As kings of Cenél nEógain, they were historically the most prominent family of the Nort ...
, and other Winter Hill associates were arrested in South Boston by agents of the Drug Enforcement Administration and the Massachusetts State Police. The next afternoon, he was presented with a 29-count indictment under the Racketeer Influenced and Corrupt Organizations Act (RICO). At first refusing to cooperate, Weeks was transferred to a Federal penitentiary in Rhode Island.


The informant

Imprisoned in Rhode Island, it took about two weeks for Weeks to decide to co-operate with authorities, leading some in South Boston to dub him "Kevin Squeaks" or "Two Weeks". Weeks stated that he was approached by one of his fellow prisoners, a made man in the New England crime family, who made a surprising suggestion–he should testify against Bulger and Flemmi. As the mafioso put it, "Remember, you can't rat on a rat. Those guys have been giving up everyone for thirty years." He was also unnerved when two lawyers told him his chances at trial were dismal. Prosecutors were outraged at Winter Hill's crime spree, and were also frustrated when IRA sleeper associate James "Gentleman Jim" Mulvey refused to flip. Weeks recalled that his attorneys told him that prosecutors wanted to take their anger out on Weeks and press for the maximum if he were convicted–which would have all but assured he would die in prison. In addition, Weeks was also deeply impressed by the cooperation of
John Martorano John James Vincent Martorano (born December 13, 1940; also known as "Vincent Joseph Rancourt", "Richard Aucoin", "Nick", "The Cook", "The Executioner", "The Basin Street Butcher") is an American former gangster and former hitman for the Winter Hi ...
, a legendary enforcer for the Winter Hill Gang. He led authorities to six different bodies buried by the Winter Hill Gang, including the triple grave of Hussey, McIntyre and Barrett. He implicated Bulger in the murder of Brian Halloran (nicknamed "Balloonhead" by Bulger) as well as agreeing to testify against Stephen Flemmi and Whitey Bulger. He also revealed that Whitey's younger brothers,
Senate President President of the Senate is a title often given to the presiding officer of a senate. It corresponds to the speaker in some other assemblies. The senate president often ranks high in a jurisdiction's succession for its top executive office: for ex ...
Billy Bulger and juvenile magistrate clerk Jackie Bulger, had talked with Whitey while he was on the lam. According to Weeks, Jackie had even helped Whitey get a fake ID which Weeks delivered to Whitey during a rendezvous in Chicago. Jackie was sentenced to six months in federal prison for lying to a grand jury about his actions, while Billy was forced to resign as president of the University of Massachusetts. Weeks also testified against two of Bulger's friends in law enforcement; Special Agent Connolly and Lieutenant Richard J. Schneiderhan of the Massachusetts State Police. Weeks was then sentenced to five years in federal prison.


Family

Kevin Weeks married his longtime girlfriend, Pamela Cavaleri (born 1957), on April 26, 1980 at the Gate of Heaven Roman Catholic Church in their native South Boston. They have two sons, Kevin Barry Weeks (born 1982), to whom Whitey Bulger stood as godfather, and Brian Weeks (born 1986), to whom Kevin O'Connor, another former enforcer, stood as godfather. The couple later separated.


Current status

Weeks was released from Federal prison in early 2005. He collaborated with journalist Phyllis Karas (of '' People'' magazine). Weeks's account of his life with Bulger and Flemmi was published in March 2006. He was a star witness at Connolly's 2008 trial on state charges of murdering former World Jai Alai president John Callahan, as well as at Bulger's 2013 trial on racketeering charges two years after Bulger was finally captured. At the latter trial, Bulger lost his composure when Weeks called him a rat and the two former compatriots almost came to blows. At a book signing in April 2006, Kevin Weeks told the crowd at a Boston
Barnes & Noble Barnes & Noble Booksellers is an American bookseller. It is a Fortune 1000 company and the bookseller with the largest number of retail outlets in the United States. As of July 7, 2020, the company operates 614 retail stores across all 50 U. ...
that he once intended to return to being a gangster once he was released from prison. "Now I can't," he quipped, "Everybody knows my face."


In popular culture

Actor
Jesse Plemons Jesse Plemons (; born April 2, 1988) is an American actor. He began his career as a child actor and achieved a career breakthrough with his major role as Landry Clarke in the NBC drama series '' Friday Night Lights'' (2006–2011). He subseque ...
portrayed Weeks in the 2015 film '' Black Mass''.


Books

* Weeks, Kevin; Karas, Phyllis, ''Brutal: The Untold Story of My Life Inside Whitey Bulger's Irish Mob'',
William Morrow Paperbacks William Morrow and Company is an American publishing company founded by William Morrow in 1926. The company was acquired by Scott Foresman in 1967, sold to Hearst Corporation in 1981, and sold to News Corporation (now News Corp) in 1999. Th ...
; Reprint edition (March 13, 2007). *Weeks, Kevin; Karas, Phyllis, ''Where's Whitey?'', Tonto Books, October 15, 2010. * Weeks, Kevin; Karas, Phyllis, ''Hunted Down: The FBI's Pursuit and Capture of Whitey Bulger'', Fracas Press, July 22, 2015.


References


External links


Boston Globe Profile
{{DEFAULTSORT:Weeks, Kevin 1956 births Living people American autobiographers American gangsters of Irish descent American gangsters American people of Welsh descent Winter Hill Gang Organized crime memoirists People from South Boston Catholics from Massachusetts Writers from Boston Gangsters from Boston South Boston High School alumni