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- 1+ 4- 0
I Need to Know Everything You KnowFBI Agent: I need to know everything you know about the Winter Hill Gang and specifically what you know about your former boss and now fugitive James "Whitey" Bulger.
Kevin Weeks: Well, let's start. In the beginning, Jim was a small town player. He's a very smart and disciplined man then the next thing you know he's a damn kingpin. You know why? Cause the FBI let it happen.
When Kevin Weeks, longtime friend of Whitey Bulger, begins cooperating with the FBI, he wastes no time in telling the agent the full story of the mobster. Weeks, however, doesn't see Bulger as the one at fault, rather blames the FBI for allowing the situation to happen. He's not entirely wrong.
- 2+ 4- 0
You Always Had a ChoiceWhitey Bulger: You listen good cause I'm only going to say this once. I've known you a long time. Now I need to know exactly who you've talked to and exactly what you said.
Brian Halloran: I'm sorry, Jimmy.
Whitey Bulger: Do you know what I do to rats?
Brian Halloran: I had no choice.
Whitey Bulger: You always had a choice. You just happen to make the wrong one.
Whitey lectures Brian Halloran on talking to the feds, though Whitey himself does the same, essentially. As Brian explains, he had no choice, something else Whitey sees as quite the different situation.
- 3+ 4- 1
The Feds Fight Our WarsSteve Flemmi: You're an informant for the FBI?
Whitey Bulger: It's a business opportunity. The feds fight our wars and we do whatever we want to do.
Steve Flemmi confronts Whitey Bulger about his decision to work with the FBI as an informant. Whitey sees the situation differently, especially as he's getting the FBI to take down his rivals.
- 4+ 3- 0
If Nobody Sees It...Whitey Bulger: Hey, buddy. I need you to listen very carefully to what I'm saying because there are lessons again and again throughout your whole life. You gotta learn from these things, right? It's not what you do, it's when and where you do it, and who you do it to or with. If nobody sees it, it didn't happen.
Lindsey Cyr: Jimmy, he's six. You really think that's the best thing to be telling you kid?
Whitey Bulger: Yeah.
In speaking to his son, Douglas, Whitey Bulger gives the boy some unconventional advice regarding life. While girlfriend Lindsey Cyr doesn't approve, Whitey sees nothing wrong with these words of wisdom.
- 5+ 2- 0
Bulger's Playing UsCharles McGuire: Bulger's playing us, making a fool of the bureau.
Charles McGuire offers a breath of fresh air in his common sense understanding to the situation. Whitey Bulger was never an FBI informant, rather someone manipulating the FBI for his own benefit.
- 6+ 2- 0
It's an AllianceJohn Connolly: Your brother is in some very dark waters.
Billy Bulger: Jimmy's business is Jimmy's business.
John Connolly: We all need friends, even Jimmy, even you.
John Connolly: I can help you, Jimmy, and you can help me. It's an alliance.
John Connolly speaks to Senator Billy Bulger about Bulger's brother, Whitey. Billy believes Whitey is just fine but John, who disagrees, reaches out to Whitey to offer him a deal he can't refuse.
- 7+ 1- 0
A Bond That Doesn't Get BrokenJohn Connolly: I grew up with Jimmy and his brother Billy, the senator, and that is a bond that doesn't get broken.
John Connolly explains that while gangster Whitey Bulger, Senator Billy Bulger and himself, an FBI agent, are theoretically on opposite sides of law, but their frequent collusion suggests otherwise. They have a bond that is much deeper than any law, something that they'll take to the grave if needed.
- 8+ 1- 1
What's He Done?Fred Wyshak: How come no one has nailed Whitey Bulger? He seems to be involved in every crime in the city and yet the bureau keeps saying he's clean.
John Connolly: Well, what's Bulger done?
Fred Wyshak: What's he done?! Everything!
Fred Wyshak confronts John Connolly about why his so-called FBI informant Whitey Bulger is not being held accountable for his crimes. John seems entirely oblivious to Whitey's wrongdoings, or at least that's his story.