Cross-examination of O'Brien will start Monday's court proceedings in the Bulger case, which is coming 18 years after he was indicted. Prosecutors said that he was tipped off to a looming indictment by a corrupt FBI agent John Connolly. Among the witnesses expected Monday is confessed hitman John Martorano.
O'Brien said whispers about the Boston FBI's relationship with Bulger started in the 1990s. He described Bulger asking him if he could "get his friend a good deal on windows." O'Brien had connections and did, but was surprised to learn the windows were being installed in a condominium owned by FBI agent: John Connolly.
"I was sort of raising my eyebrows at that one, but we put the windows in," O'Brien testified.
Still, O'Brien didn't trust the Boston FBI so when he on his way to a meeting with Bulger henchman Stevie Flemmi in Florida he told his daughter:
"If I'm not back in 12 hours, go to the FBI in Miami. Don't go home to the FBI."