Flemmi sees two reasons why Connolly and Whitey become so close. First is the reason we've been discussing the whole time: Connolly and Bulger are both Southie boys at heart. But there's something deeper here than just shared community ties. In many ways, Connolly views Bulger as a role model. Bad pick, buddy.

Although Whitey claims to be anti-drug, he's single-handedly responsible for flooding South Boston, his hometown, with crack cocaine. Whitey loves to act like he's some edgy anti-hero, but he's really just a greedy crook.

At a certain point, the FBI goes from turning a blind eye to Bulger's crimes to actively helping him get away with them. In other words, these suit-wearing FBI agents have become criminals themselves.

Connolly and Morris may have come in with noble intentions, but as the years pass their deal with Bulger becomes increasingly corrupt. In fact, there are multiple instance when they leak intel to Bulger that he uses to kill people. That's well beyond fudging reports or inflating your informant's credibility. That's being an accessory to murder.

Connolly might not be a good FBI agent, but he's a pro at forging documents. He's, like, the Michael Jordan of subverting the truth and exploiting loopholes in regulations. Hooray?

Morris resists for a while, but he eventually gives in and starts taking straight cash from Bulger and the gang. This is his personal Rubicon: he can never go back to being a normal FBI agent now.