Stephen Flemmi
American mobster
Stephen Flemmi
Stephen Joseph "The Rifleman" Flemmi is an Italian-American mobster and close associate of Winter Hill Gang boss James J. Bulger. Beginning in 1975, Flemmi was a top echelon informant for the Federal Bureau of Investigation (FBI). Despite delivering a great deal of intelligence about the inner workings of the Patriarca crime family, Flemmi's own criminal activities proved a public relations nightmare for the FBI.
Stephen Flemmi's personal information overview.
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Witness: Pedophilia? Talk to Bulger
CNN - over 3 years
Murder. Pedophilia. Betrayal. It's all on brutal display as James "Whitey" Bulger's henchman, Stephen Flemmi, takes the stand. FULL STORY
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CNN article
Bulger pal: Strangulation didn't take long
CNN - over 3 years
The fireworks started early on day 26 of the James "Whitey" Bulger trial in Boston on Monday when Stephen Flemmi, who mouthed an expletive at his alleged former partner in crime when he first took the stand last week, riled up a member of the gallery.
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CNN article
Stephen Flemmi resumes testimony against Bulger - Boston Globe
Google News - over 3 years
New York Daily News Stephen Flemmi resumes testimony against Bulger Boston Globe Stephen “The Rifleman” Flemmi has resumed his testimony today in the federal trial of his former partner, notorious gangster James “Whitey” Bulger. Flemmi testified in lurid detail about his criminal career, including murders he committed, and murders ... Bulger's ex-partner to testify about killingsFox News Former Bulger associate says Bulger was long-time FBI informantUSA TODAY Car Of Dead Alleged Bulger Extortion Victim Found In WalthamCBS Local all 209 news articles »
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Google News article
Judge issues protective order in Bulger - Massachusetts Lawyers Weekly (blog)
Google News - over 5 years
As we know from the cases of Stephen Flemmi and former FBI agent John Connolly, those materials document the unique relationship the FBI had with Bulger and could prove to be highly relevant for the defense. Kelly wrote that entry of a protective order
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Google News article
Victim's son hoping justice comes 'Sooner' - Boston Herald
Google News - over 5 years
“I have sat through (John) Martorano's and (Stephen) Flemmi's (Oklahoma) to see nothing accomplished except some posturing and speeches. We need justice and solutions, not politics.” Larry Wheeler says his letter also represents the feelings of his
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Google News article
Long Series of Trials Could Prove to Be Mobster's Death Sentence
NYTimes - over 5 years
James (Whitey) Bulger's long flight back from Los Angeles to Boston on Friday was only the beginning of a much longer journey, a legal odyssey that is likely to keep him in court for years. Unless Mr. Bulger, who is 81, bypasses the long court process with plea deals, the trials themselves could be a death sentence. When Mr. Bulger dropped out of
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NYTimes article
100 Ex-FBI Agents Still Pushing to Free Convicted Boston Agent John Connolly -
Google News - almost 6 years
Connolly Jr., now 70, was convicted of murder in Florida state court after allegedly tipping off Boston mobster James “Whitey” Bulger and Stephen Flemmi that World Jai Alai President John Callahan was likely to implicate them in a murder,
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Google News article
NATIONAL BRIEFING | SOUTH; Florida: EX-F.B.I. Agent Convicted
NYTimes - over 8 years
A former agent for the Federal Bureau of Investigation, John Connolly, was convicted of second-degree murder for leaking information to Boston mobsters that led to the 1982 shooting death of a gambling executive who also had ties to gangsters. Jurors deliberated less than three days before delivering the verdict after a two-month trial. The jury
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NYTimes article
Imprisoned F.B.I. Agent Indicted In Killing of Gambling Executive
NYTimes - almost 12 years
A former F.B.I. agent in prison for shielding Boston mobsters from prosecutors was indicted on Wednesday in the killing of a former Miami gambling executive whose body was stuffed into the trunk of his Cadillac in 1982. The former agent, John J. Connolly Jr., 64, was charged in a state court with first-degree murder and conspiracy in the killing of
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NYTimes article
National Briefing | Plains: Oklahoma: Sentence In 1981 Mafia Killing
NYTimes - over 12 years
Stephen Flemmi, a Boston mob figure and longtime F.B.I. informant, was sentenced to life in prison for the 1981 murder of Roger Wheeler, a Tulsa businessman. Mr. Flemmi, 70, is already serving two other life sentences and pleaded guilty to first-degree murder and conspiracy in a deal that allowed him to avoid the death penalty for his role in the
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NYTimes article
National Briefing | New England: Massachusetts: Life Sentence For Mobster
NYTimes - about 13 years
Stephen Flemmi, a mobster who played a central role in a scandal that exposed the Boston F.B.I.'s overly close relationship with its underworld informers, was sentenced to life in prison for 10 murders. Mr. Flemmi, 69, who is known as the Rifleman, struck a deal with prosecutors in October to avoid the death penalty, admitting his role in a string
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NYTimes article
National Briefing | Plains: Oklahoma: Defendant In Mob Killing Dies
NYTimes - about 13 years
H. Paul Rico, a retired F.B.I. agent accused of helping his former mob informants arrange the killing of a businessman, died late Friday in Tulsa a week after he was extradited to Oklahoma to face charges after being arrested in October in Florida. Mr. Rico, 78, had been hospitalized since Wednesday. He was accused of helping arrange the 1981
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NYTimes article
Ex-F.B.I. Agent Contradicts UMass President
NYTimes - over 13 years
Contradicting the testimony of William M. Bulger before a Congressional hearing, a retired F.B.I. agent has said he tried to question Mr. Bulger, the University of Massachusetts president, in 1995 about the disappearance of his brother, a fugitive gangster. The retired agent, John E. Gamel, said in an interview that a few days after Mr. Bulger's
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NYTimes article
Victims' Kin Seek Public Testimony on Fugitive
NYTimes - almost 14 years
The families of people reportedly killed by the fugitive gangster James J. Bulger say that Congressional hearings into his record should be public. At the hearings, William M. Bulger, president of the University of Massachusetts, will testify about his brother, James, who is known as Whitey. The House Government Reform Committee granted William
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NYTimes article
With All Boston Listening, UMass Leader Says Little
NYTimes - about 14 years
The hearing lasted barely minutes. But it was a signal moment in the tale of two brothers, the university president who prides himself equally on his political invincibility, his family and his mastery of Greek and Latin, and the gangster fugitive wanted for 21 murders while he was an F.B.I. informer. William M. Bulger, the president of the
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NYTimes article
Subpoena for UMass Leader Over Brother's Crime Role
NYTimes - about 14 years
William M. Bulger, the president of the University of Massachusetts and former president of the State Senate, will be subpoenaed to testify before a Congressional hearing here next week about his brother, James, an organized crime leader and fugitive, and his brother's role as an F.B.I. informer. The subpoena puts Mr. Bulger, 68, one of the most
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NYTimes article
Learn about memorable moments in the evolution of Stephen Flemmi
  • 2015
    Age 80
    Flemmi is portrayed by Rory Cochrane in the 2015 Whitey Bulger biopic Black Mass.
    More Details Hide Details Stephen Flemmi and Whitey Bulger are alleged to have statutorily raped numerous underage girls, some as young as 13, during the 1970s and 80s, deliberately getting them hooked on heroin and then sexually exploiting them for years.
  • 2013
    Age 78
    According to the Federal Bureau of Prisons, he is not in federal custody as of 2013 and his release date is unknown.
    More Details Hide Details It has been suggested that Flemmi is in the Federal Witness Protection Program, although he is incarcerated. He is believed to have been given a false name and false criminal history.
  • 2008
    Age 73
    In 2008, Flemmi was one of the star witnesses when Connolly was tried for the murder of John Callahan.
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  • 2006
    Age 71
    Flemmi is the basis of Frank Costello's chief enforcer and contract killer "Arnold French" portrayed by Ray Winstone in the 2006 crime thriller The Departed.
    More Details Hide Details The character reenacts the murder of his stepdaughter Deborah Hussey, although in the film the character based on Deborah Hussey is said to be his wife. It shows a brief scene where he garrotes his character wife, the same way he murdered his stepdaughter.
  • 2005
    Age 70
    In April 2005, Flemmi was deposed in New York City by a group of lawyers representing the families of his and Bulger's victims, who are currently suing the federal government.
    More Details Hide Details Among other things, he testified that he and Bulger had been paying off six FBI agents in the Boston office. Those who could be reached issued denials. Flemmi also named Patrick Nee as the other gunman, along with Bulger, in the 1982 murders of informant Edward Brian Halloran and his friend Michael Donahue. Nee responded to The Boston Globe by calling Flemmi a "punk" and saying that "He should do his time like the rest of us." He was also questioned at length about the 1985 murder of his stepdaughter, Deborah Hussey, but declined to comment from the advice of his lawyer.
  • 2003
    Age 68
    By 2003, Flemmi knew he was at the end of his tether.
    More Details Hide Details Salemme, Weeks and several others had turned informer, and had disclosed enough information to send Flemmi to prison for life, and possibly send him to death. In October, Flemmi pleaded guilty in U.S. District Court in Boston to 10 counts of murder. He made the decision as a part of a deal to reduce the sentence for his brother, Michael Flemmi. In November, Flemmi's friend Salemme led police to the Hopkinton's Sportsmen's Club in Hopkinton, Massachusetts, where he said he and Flemmi had buried the bodies of Wimpy and Walter Bennett in 1967. After days of digging, the police abandoned the search, claiming that the topography of the area had been changed by the dumping of millions of tons of dirt from the Big Dig, the $15 billion public works project in downtown Boston. On the same day that Kevin O'Neil and Kevin Weeks were arrested in Boston, Flemmi pleaded guilty in a Tulsa, Oklahoma, state court to the 1981 murder of business tycoon Roger Wheeler.
  • 2002
    Age 67
    He was convicted in 2002 and sentenced to 10 years in prison.
    More Details Hide Details A year later, he pleaded guilty to selling a load of Stephen's stolen jewelry for $40,000.
  • 2000
    Age 65
    In 2000, Flemmi's brother Michael, then a retired Boston Police officer, was arrested for moving an arsenal of more than 70 weapons from their mother's shed after learning that it was to be the target of a search warrant.
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  • 1999
    Age 64
    In 1999 Mary Flemmi died, and two of Stephen's illegitimate sons, born by Marion Hussey, decided to case the Winter Hill Gang's old headquarters on East Third Street.
    More Details Hide Details They discovered $500,000 in cash, which they spent over a period of a six-month shopping spree, as one of them later testified. The families of John McIntyre, Debra Davis, Brian Halloran, and Wimpy and Walter Bennett all filed civil suits against the U.S. Government, claiming that the FBI's protection of Bulger and Flemmi had resulted in the murders of their loved ones. The major witness against Flemmi was William St. Croix, formerly known as William Hussey, Stephen's illegitimate son born to his common-law wife Marion Hussey. St. Croix had turned against his father after learning that Flemmi and Bulger had strangled his half-sister, Deborah Hussey. Out of desperation, he ordered Weeks to get in touch with retired state police lieutenant Richard J. Schneiderhan, a lifelong friend who had been on Winter Hill's payroll for virtually his entire career, to leak information about several wiretaps investigators were monitoring in hopes of tracking down Bulger. However, when Weeks reached a plea bargain a year later, he admitted Schneiderhan's role in the leak. Schneiderhan was ultimately convicted of obstructing justice and was sentenced to 18 months in prison.
  • 1994
    Age 59
    In response, Bulger fled Boston on December 23, 1994, accompanied by his common law wife, Catherine Greig.
    More Details Hide Details According to Kevin Weeks, Flemmi, however, chose to remain in Boston and was swiftly taken into custody and incarcerated at the Plymouth County House of Correction. During the discovery phase, two of Flemmi's co-defendants, Boston mafiosi Frank Salemme and Bobby DeLuca, were listening to tape from a roving bug, which is normally authorized when the FBI has no advance knowledge of where criminal activity will take place. They overheard two of the agents who were listening in on the bug mention that they should have told one of their informants to give "a list of questions" to the other wiseguys. When their lawyer, Tony Cardinale, learned about this, he realized that the FBI had lied about the basis for a roving bug in order to protect an informant. Suspecting that this was not the only occasion that this happened, Cardinale sought to force prosecutors to reveal the identities of any informants used in connection with the case.
    In December 1994, Connolly informed Bulger and Flemmi that several imprisoned Jewish-American bookmakers had agreed to testify to paying them protection money.
    More Details Hide Details As a result, sealed indictments had come from the Department of Justice and the FBI was due to make arrests during the Christmas season.
  • 1981
    Age 46
    In 1981, Bulger is said to have killed Davis because she knew that Flemmi was an informant.
    More Details Hide Details After his return to Boston, Flemmi began a common-law marriage with Marion Hussey, a Boston divorcee with several children. With Marion he fathered two sons, Stephen and Robert Hussey, and two daughters. He also became the stepfather of two daughters including Deborah, from a previous marriage. He bought Deborah Hussey a Jaguar when she turned sixteen, and later he set her up in an apartment in the Back Bay, even as he continued living with her mother in Milton. By the age of seventeen, his stepdaughter had dropped out of high school and gone from working as a waitress in Dorchester to working as a stripper and occasional prostitute in the Combat Zone. It is thought that Flemmi, Bulger, and Weeks lured her to the house at 799 East Third Street in South Boston and garrotted her. Her body was then buried in the basement. According to Kevin Weeks,
  • 1980
    Age 45
    By 1980, he planned to divorce Jeanette to marry his longtime mistress, Marilyn DeSilva, but it is unknown whether he ever followed through with the legal actions.
    More Details Hide Details Throughout his life, Flemmi was engaged in clandestine affairs with several other women, including sisters Debra Davis and Michelle Davis, and Deborah Hussey. Flemmi met Debra Davis at a jewelry store, and the couple dated for more than seven years.
  • 1979
    Age 44
    In 1979 Flemmi's mother Mary was mugged in Mattapan, Massachusetts by a gang, and a photo of her sitting outside her car, on the pavement dazed and bloody, had appeared on the regional Associated Press wire.
    More Details Hide Details This infuriated Flemmi, who remained close to his ailing mother over the years. He felt the need to relocate his parents to a nice, low crime neighborhood. After consulting Bulger, he was told that 832 East Third Street, next door to Bulger's brother William, happened to be up for sale. Flemmi's parents' house eventually became a place for him to meet with Bulger, Connolly, and Rico. In the 1950s, Flemmi was married to an Irish-American woman named Jeanette, from whom he later became estranged.
  • 1974
    Age 39
    In May 1974, Rico told Flemmi it was safe to return to Boston, which he did once the charges against him were dismissed.
    More Details Hide Details He moved back with his mistress, Marion Hussey, in suburban Milton, Massachusetts. In 1967, James J. "Whitey" Bulger was released from Federal prison after serving a nine-year sentence for robbing banks. After a few years of working as a janitor, he became an enforcer for South Boston mob boss Donald Killeen. After Killeen was murdered by an enforcer for the Mullen Gang, Winter Hill Gang boss Howie Winter mediated the dispute between Bulger and the remaining Killeens and the Mullens, who were led by Patrick Nee. Winter soon chose Bulger as his man in South Boston. Shortly afterward, Bulger became partners with Flemmi. At this time, the Boston FBI office tried to convince Bulger to become an informant, but he refused. Disgraced former FBI agent John Connolly, who knew Bulger while growing up in South Boston, always claimed that he reached an agreement with Bulger during a late night meeting inside an unmarked car. According to Flemmi, Bulger became an informant on his own and quickly learned of his partner's secret.
  • 1972
    Age 37
    In response, Flemmi and Salemme fled Boston. After Salemme was arrested in New York City in 1972, Flemmi fled to Montreal, Quebec.
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  • 1967
    Age 32
    In 1967, after Barboza became a cooperating witness and disappeared into the fledgling Witness Protection Program, Flemmi and his partner Frank Salemme arranged the car bombing of Barboza's lawyer, John Fitzgerald, who was suspected of persuading his client to testify.
    More Details Hide Details Fitzgerald was severely injured, but survived.
  • 1965
    Age 30
    In 1965, Flemmi was secretly recruited as a confidential informant by FBI Agent H.
    More Details Hide Details Paul Rico, giving the agency inside information about Boston's gangland. However, Flemmi allegedly used his informant status to get important members of the rival Charlestown Mob arrested and to protect his allies.
  • 1951
    Age 16
    Flemmi enlisted in the Army in 1951 at the age of 17 and served two tours of duty in Korea with the 187th Airborne Regimental Combat Team.
    More Details Hide Details He was awarded the Silver Star and Bronze Star medals for valor. Flemmi is described by his former mistress Marilyn DeSilva as mild-mannered and personable. He was a childhood friend and mentor of Richard J. Schneiderhan, who later became a lieutenant in the Massachusetts State Police. Flemmi was raised as a Roman Catholic, but unofficially converted to a Jehovah's Witness while incarcerated in 1981. After the end of the Korean War, Flemmi and his brother Vincent joined the crew of Portuguese-American mobster Joe Barboza. Barboza had close ties to both the Patriarca crime family of Providence, Rhode Island and the Irish/Italian-American Winter Hill Gang of Somerville, Massachusetts. In the early 1960s, a gangland war broke out on the streets of Boston after George McLaughlin, the younger brother of the Charlestown Mob's boss, groped the girlfriend of a ranking Winter Hill member. In retaliation, McLaughlin was severely beaten and left for dead. Enraged, his brother demanded that Winter Hill boss James "Buddy" McLean sanction the murders of the men responsible. McLean refused, saying that McLaughlin's actions were "out of line". Enraged, the McLaughlins later attempted to wire a bomb under his car and were disrupted by McLean. More than 40 murders throughout the Boston area are believed to be linked to the resulting clash.
  • 1934
    Born in 1934.
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