Whitey Bulger - Fugitive

Fugitive

After fleeing Boston, Bulger and Stanley initially spent four days over Christmas in Selden, New York, before spending New Year's Day in a hotel in New Orleans' French Quarter. On January 5, 1995, Bulger prepared to return to Boston, believing that it had been a false alarm. That night, however, Stephen Flemmi was arrested outside a Boston restaurant by the DEA. Boston police Detective Michael Flemmi, Stephen's brother, informed Weeks of the arrest. Weeks immediately passed the information on to Bulger, who altered his plans.

Bulger and Stanley then spent the next three weeks traveling between New York, Los Angeles and San Francisco before Stanley decided that she wanted to return to her children. They then traveled to Clearwater, Florida, where Bulger retrieved his "Tom Baxter" identification from a safe deposit box. Bulger then drove to Boston and dropped off Theresa Stanley in a parking lot. He then met with Weeks at Malibu Beach in Dorchester, who had brought with him Bulger's girlfriend, Catherine Greig. Bulger and Greig then went on the run together.

In his memoirs, Weeks describes a clandestine meeting with Bulger and Greig in Chicago, Illinois. Bulger reminisced fondly about his time hiding out with a family in Louisiana. He told Weeks, who had replaced him as head of the Winter Hill Gang, "If anything comes down, put it on me." As they adjourned to a nearby Japanese restaurant, Bulger finally revealed how exhausted he was with life on the run. He told Weeks, "Every day out there is another day I beat them. Every good meal is a meal they can't take away from me."

In mid-November 1995, Weeks and Bulger met for the last time, at the lion statues at the front of the New York Public Library, and adjourned for dinner at a nearby restaurant. According to Weeks,

At the end of our dinner, he seemed more aware of everything around him. His tone was a little more serious, and there wasn't as much joking as usual. He repeated the phrase he had used before that a rolling stone gathers no moss, which told me that he knew he was going to be on the move again. I got the feeling that he was resigning himself to the fact that he wasn't coming back. Up until then, I always believed he thought there was a chance he had beat the case. However, at that point, there was something different going on with him. I didn't fully understand all the aspects of his case. It would be another six months before it became clearer. Yet at that moment, in that restaurant in New York, I sensed that he had moved to a new place in his mind. It was over. He had never return to South Boston.

On November 17, 1999, Weeks was arrested by a combined force of the DEA and the Massachusetts State Police. Although by this time he was aware of Bulger's FBI deal, Weeks was determined to remain faithful to the neighborhood code of silence. However, while awaiting trial in Rhode Island's Wyatt Federal prison, Weeks was approached by a fellow inmate, a "made man" in the Patriarca crime family. The wiseguy told him, "Kid, what are you doing? Are you going to take it up the ass for these guys? Remember, you can't rat on a rat. Those guys have been giving up everyone for thirty years."

In the aftermath, Weeks decided to cut a deal with federal prosecutors, and revealed where almost every penny and body was buried. Writing in 2006, Weeks recalled,

I had known all along, however, that it would not be easy for anyone to capture Jimmy. If he saw them coming, he would take them with him. He wouldn't hesitate. Even before he went on the run, he had always say, 'Let's all go to hell together.' And he meant it. I also knew that Jimmy wouldn't go to trial. He would rather plead out to a life sentence than put his family through the embarrassment of a trial. If he had a gun on him, he had go out in a blaze of glory rather than spend the rest of his life in jail. But I don't think they'll ever catch him.