James "Whitey" Bulger appeared in federal court in Los Angeles on June 23, 2011 with his longtime companion Catherine Greig for an arraignment. After 16 years on the lam, the FBI arrested him at his apartment in Santa Monica.
After 16 long years as a fugitive, notorious gangster James "Whitey" Bulger was expected to be returned home to Boston on Friday, a law enforcement official said.
Bulger, the former leader of the violent Winter Hill Gang, was captured in Santa Monica, Calif., Wednesday, along with his longtime girlfriend, Catherine Greig.
Christina DiIorio-Sterling, a spokeswoman for U.S. Attorney Carmen Ortiz, said Bulger and Greig could have an initial appearance in federal court as early as Friday afternoon. He faces charges of murder, conspiracy, narcotics distribution, extortion and money laundering.
"We expect Mr. Bulger and Ms. Greig here today but logistical arrangements are still being worked out," she said.
The arrest of Bulger appeared to end a long, frustrating manhunt that had embarrassed the FBI and raised questions about its efforts to find one of its most wanted fugitives.
But Bulger's capture could become a new chapter in an old scandal for the Boston FBI and others.
If Bulger decides to cut a deal with prosecutors, he could implicate an untold number of local, state and federal law enforcement officials, according to investigators who built a racketeering indictment against Bulger before he fled in 1995.
"If he starts to talk, there will be some unwelcome accountability on the part of a lot of people inside law enforcement," said retired Massachusetts state police Maj. Tom Duffy. "Let me put it this way: I wouldn't want my pension contingent on what he will say at this point."
Bulger is charged in connection with 19 murders. He had lived in Santa Monica for 15 of the last 16 years, according to his landlord.
Bulger's flight in early 1995 allegedly came after a tip from former Boston FBI Agent John Connolly Jr., who was convicted of racketeering and obstruction of justice in 2002 for protecting Bulger and his cohort Stephen "The Rifleman" Flemmi from prosecution. Both Bulger and Flemmi were FBI informants who ratted out members of their main rivals, the New England Mob.
During Connolly's trial, Bulger's right-hand man, Kevin Weeks, testified that Bulger boasted that he had corrupted six FBI agents and more than 20 Boston police officers. At holiday time, Bulger stuffed envelopes with cash, Weeks testified.
"He used to say that Christmas was for cops and kids," Weeks said.
Edward J. MacKenzie Jr., a former drug dealer and enforcer for Bulger, predicted that Bulger will disclose new details about FBI corruption and how agents protected him for so long.
"Whitey was no fool. He knew he would get caught. I think he'll have more fun pulling all those skeletons out of the closet," MacKenzie said.
"I think he'll start talking and he'll start taking people down."
Bulger, now 81, appeared briefly in federal court in Los Angeles Thursday, agreeing to waive extradition.
Neighbors were stunned to learn they had been living in the same building as the man who was the model for Jack Nicholson's ruthless crime boss in the 2006 Martin Scorsese movie, "The Departed."
Connolly, the retired FBI agent who was convicted of protecting Bulger, also was found guilty of murder in Miami for helping to set in motion a mob hit in 1982 against a business executive.
The Bulger arrest could have a huge impact on whether Connolly spends the rest of his life in a Florida prison. Connolly is set for release next Tuesday from a federal penitentiary after serving nearly 10 years for his Boston racketeering conviction.
But Connolly will be whisked to Florida right away to begin serving a 40-year sentence for his role in the slaying in Miami of gambling executive John Callahan. Connolly was convicted of murder in 2008 for tipping Bulger that Callahan was about implicate Bulger and Flemmi in the 1981 killing of Oklahoma businessman Roger Wheeler.
Connolly, who is appealing the conviction, insists he never fingered Callahan. Now, if Bulger backs up Connolly's story, it could change the outcome of the Florida case.
"If Bulger says that John (Connolly) had no involvement in the Callahan murder, then John will file a motion for new trial based on newly discovered evidence and should prevail," said Connolly's attorney Manuel Alvarez. "If that happens, we might see Whitey testifying in a Miami courtroom."
Associated Press writers Laura Crimaldi in Providence, R.I., and Curt Anderson in Miami contributed to this report.
Copyright 2011 The Associated Press.