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Audio/visual unsynchronised 

Dick plays Stiff Little Fingers' "Suspect Device" for Annaugh. Though he plays it from the "Inflammable Materials" LP, the version heard is the single version, different in a few ways from the LP version.
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Character error 

Rob says he met Sarah after having "just been run over by Charlie" - who he dated during his sophomore year of college. However, when reminiscing about the circumstances of his and Sarah's relationship, he states that "not many people are afraid of being left alone for the rest of their lives at 26". Of course, Rob may have entered college late, but he probably started at age 18 or 19 which would leave him, at the oldest, 21 when he broke up with Charlie and flunked out of college.
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When Rob names some German musicians which inspired Barry's band, he adds Falco, an Austrian.
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Barry's response, when Rob asks what it would mean if he said he hadn't seen Evil Dead II yet, mentions a conversation about "a guy making Beretta shotgun ammo in the 14th century." The scene he is referring to is actually from Army of Darkness.
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Continuity 

When Charlie phones up Rob she has a big ring on her wedding finger (left hand), but when we cut back to her on the stairs the ring has moved to the equivalent finger on her right hand.
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When Rob talks about the five reasons why he misses Laura (on the Kinzie Street bridge, with the camera pointing south toward downtown) the shadows on the skyscrapers in the back differ between sentences.
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Rob's top button when confronting Laura.
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While sharing with the audience a list of books he has read, Rob puts a cigarette in the left side of his mouth and begins to light it. In the next shot he finishes lighting the cigarette and it is in the right side of his mouth.
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When Barry shows up with his top-five-records-to-play-on-a-Monday-morning "conversation stimulator" compilation tape, Rob's hair changes between shots during the ensuing argument.
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While Barry is debating the word usage of "Yet" with Rob, he is putting away albums. One album sticks up from the collection in his hands, cut back and it is replaced or gone. Cut again and the album is again sticking out of the collection.
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When Caroline, the journalist, is speaking to Rob in the record store, her hairstyle changes.
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Errors in geography 

While engaging in a monologue about his relationship woes, Rob boards a Purple Line Express train of the Chicago Transit Authority. The Purple Line Express boards at the Howard Station on the far north side of Chicago and does not stop until the Belmont Station in Lakeview. However, just after Cusack boards the train, it passes Lincoln Hand Laundry and Graceland Cemetery; thus he must have boarded in Edgewater, well before Belmont, despite the fact that the train he was on does not stop in that neighborhood. Moreover, the scene ends with the Purple Line train (the "Loop" destination indicator is visible behind his head) descending into the subway. However, the Purple Line Express does not use the subway, but rather the elevated tracks, going into the Loop and turning back around and proceeding back through the city into the north suburbs.
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Factual errors 

When Rob switches on Bruce Springsteen's "The River", we see the record he's playing has an Impulse label. "The River", like all Springsteen records, was released on Columbia. Also "The River" is the last song on side two, but Rob is seen playing the record from the beginning.
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When Rob exits the funeral and walks out into the pouring rain, his suit is already wet when he walks out the door.
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When Rob refers to John Dillinger being shot by the FBI he claims that it was Dillinger's own girlfriend that had sold him out to the FBI, but this wasn't the case. The FBI were informed by Ana Cumpanas, (the landlady of the hotel that was harboring him) after they had threatened to deport her.
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Incorrectly regarded as goofs 

"Janie Jones" by The Clash is listed as a "side one, track one." While it is indeed the first track on The Clash's British debut album, and the book was set in England, the film was moved to the USA, where the album started with "Clash City Rockers." But as record geeks, they would have been familiar with the British album as well, and could well have regarded it as the true debut album.
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Rob mentions "Radiation Ruling the Nation" as one of his favorite side A, no. 1 tracks; he correctly identifies it as coming from the album "No Protection" (an album of remixes, and not the first release of the song). Arguably, this isn't a Massive Attack album, since it's actually remixes by Mad Professor. But the list is not restricted to debut albums, as some misinterpreted it.
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Rob mentions the song "Landslide" while holding up the self-titled Fleetwood Mac album, which it appears on. The cover is similar to the cover for "Rumours", which confused at least one viewer.
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Revealing mistakes 

During one of the phone conversations between Rob and Laura, Laura is shown in fairly tight close up. She is holding a "slimline" phone handset and at the extreme bottom edge of the frame you can see that although there is a phone cord socket on the phone, the cord is not attached. This is visible several times during the conversation.
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