Derailed

Plot hole: During the end of the fight scene in the hotel, Charlie gets hold of Dexter's gun. This gun is a Desert Eagle variant that fires either a .357, .44, or a .50AE caliber round. At the close proximity to Laroche that Charlie was, he would have taken his head clean off his shoulders instead of just taking out his eye.

Revealing mistake: When Charles Shine arrives at the bus station in the pouring rain, the background on all sides of him can be seen to be pure sunshine and dry land. It is obvious that a rain machine covering a VERY SMALL area was being used.

More mistakes in Derailed

Winston Boyko: Hey Chaz, you feeling ok?
Charles Schine: Yeah, I'm ok.
Winston Boyko: You sure? You look like you comin' down with that bug or somethin'.
Charles Schine: It's nothing.
Winston Boyko: Nothing? That's what Dick Lumberg said.
Charles Schine: Who's Dick Lumberg?
Winston Boyko: Nobody. That mother fucker's dead.

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Question: Why did Shine not pay back the firm the $10,000 out of the $100,000 he got back?

Answer: I assumed that that Charles Shine did not have time to return the money to the work account before his boss discovers it is gone because the banks would have been closed when he was at the hotel and retrieved the briefcase with the $100,000. Granted, prior to this he asks his boss for a check for the commercial expense, so it might have made more sense to ask for a transfer earlier because a check implies that he did not signing for funds and could not have embezzled the funds. How he stole it if he did not have access to the account, I do not know.

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