Question: When Billy and Madelyn are together before she moves out of her apartment (3 weeks left on the lease), he looks at the picture of her when she was a child and admires it. But we had already seen that picture in Colin's (her new) apartment. So either this is an error in the film (unlikely) or they showed the scenes out of sequence. I didn't notice that the first several times I have seen this film. What I liked about it was that it shows that Billy is interested in her child self - a view to who she is - where she comes from and Colin wasn't. He takes it out of the box and hangs it up. I don't think Colin wasn't interested in having her photo out for her protection (as I read in a thread), I think it's because he's all surface and doesn't dare go beneath - to real feelings - like childhood feelings. If she reveals her "self" then he has to also. Why was the viewer shown those two scenes out of sequence? (01:20:11)
Question: There was one thing I wasn't really sure on, and I don't even know if there is a definitive answer. Did Mark Wahlberg kill Matt Damon because he figured out that Matt Damon's charecter was working with Frank and he had killed all those cops, or did he just kill him for revenge over the way Matt Damon treated Wahlberg when he took over his job?
Question: The character Mr. French pours a clear liquid out of a clear bottle before using a gun to shoot through the bottle and kill a man. Leonardo watches in disbelief and Mr. French then slaps him and tells him to: "wake the f**k up!" What did Mr. French pour out on the floor? What was the point? He just pours this mysterious liquid on the carpet, shoots a guy, the walks out. Help?
Question: Why didn't Leo suspect Barrington and be ready for him when he obviously had the tape evidence of TWO moles, not one in the building where he was killed? He should have known to be suspicious and on the lookout for another guy.
Question: What exactly was in the envelope that Costigan hands to the therapist? Was it the tapes that Frank had recorded of himself?
Question: Right in the end, before Damon enters his flat where he is shot, he tries to pet the neighbour's dog but the lady-owner moves the dog away from Damon and gives him a scornful look. Why does she do that? Damon's guilt is not known to the general public, is it?
Question: Delahunt was revealed to be an "undercover Boston police officer." Costello said "They're saying he's a cop so I won't look for the cop" (mole). When Delahunt dies, he grabs Costigan and mentions the wrong address where Queenan got thrown off the roof (partially by Delahunt). Delahunt says "I gave you the wrong address but you showed up anyway. Ask me why I didn't say anything!" and then dies. Was Delahunt really an undercover and that's why he knew Costigan was an undercover too? If so, why would he be complicit in throwing a police captain off a roof? But Delahunt was known as heavy muscle for Costello so why would he not give up Costigan if he suspected Costigan was the mole? Basically, was Delahunt a cop or not and why would he protect Costigan?
Question: Who did Frank execute in the beginning of the film? Was it the shop owner or just someone we don't know?
Question: Does anyone know, or anyone have a good guess, as to the time span the movie covers, from when Leonardo Dicaprio first goes undercover, till when he is killed? I tried figuring it out, but a lot of things confuse me. I would assume it would be a good while, since Matt Damon and Vera Fermiga meet, move in together, and get pregnant in the time span. While meeting under the bridge DiCaprio tells Martin Sheen and Mark Wahlberg that he has been at it for a year now, but then at the end DiCaprio tells Matt Damon that his only contact for the last nine months has been a police shrink. Any idea for how long he was under cover?
Question: Two things in this make me think they have some meaning behind them. At the cemetery, after the memorial for Billy's mom. Costigan is standing by the grave when everyone's gone already and looks up to the flowers sent by Costello. The note signed by Costello has been shot twice (it switched to Costigan in between). And if you look closely the signature and the picture of Mary changes, as if it would be two completely different notes. And I have no idea why Scorsese would do that. The second shot that bothers me takes place in Sullivan's apartment, while Colin is unpacking Madelyn's boxes. Right before he picks out Madelyn's graduate certificate there's a very short clip where television showing a woman's hand reaching for a phone is filmed. What's that?
Question: The dirty cop who shot Costigan; how did he end up there? Costigan names the time and location over the phone to Sullivan. He also states while on the roof to Anthony Anderson that he called him for verification of who he was. That relates back to their time at the Academy together. It's a bad gaffe in the climax of the story. It's like he just magically appears, unless I'm missing something. Any answers as to how that other rat in the staties on behalf of Costello who kills Costigan ended up at that point to kill William?
Question: When Costigan finds out that Costello is an FBI informant, why doesn't Costigan speak privately with Costello and reveal to him (Costello) about being an undercover cop in order to get Costello to tell him (Costigan) who the moles are in the police department? Then he (Costigan) can inform Dignam and Queenan, so they can have the moles (Sullivan (and Barrigan)) arrested. If Costello is an FBI informant and Costigan is an undercover cop then they are on the same side, so theoretically they can trust each other.