Continuity mistake: When Mathew Perry goes to Chicago to meet with the head Boss, Bruce Willis' wife comes to talk with him at the hotel. In the scene where he is brushing his teeth he picks up the mouthwash bottle and swigs some, then sets the bottle down on the counter. The camera cuts back to her, then back to Matthew Perry, and the mouthwash is gone. (00:32:50)
Continuity mistake: When Bruce Willis first comes into contact with Michael Clark Duncan - in the hotel room MCD takes his sunglasses off but when he gives BW a hug they are on but when he steps back they are off again. (00:41:40)
Continuity mistake: When Nick is having lunch with Jill (the assistant) the waitress takes his menu twice. Once while the camera is on Nick and once while the camera is on the waitress. The hand she's holding the menu in also changes from left to right. (00:06:05)
Revealing mistake: When Jill and Cynthia meet by the water towards the end, Jill produces her gun and is told to throw it in. As she's holding it you can see the base of the grip and there's no magazine in it - hardly the most effective weapon... (01:26:45)
Continuity mistake: When Matthew Perry is talking to Bruce Willis after their drive and he's sitting on the ledge, when he says "no, I live here with my wife" his hands are either side of him on the ledge or together in his lap, depending on the angle. (00:13:50)
Continuity mistake: When Matthew Perry is having lunch with his assistant near the start, when his meal comes his glass of water switches sides of the table depending on the angle. (00:07:10)
Continuity mistake: When the bad guys get to Jimmy's house one of them tries to open the door wearing black gloves. In the next shot you see him trying to pick the door with white doctor gloves. Why did he change? (01:03:10)
Continuity mistake: Sometime during Matthew Perry and Bruce Willis's first meeting outside Bruce's house, Perry tells him how familiar his face is. During one of the questions, the shades Bruce hung on his shirt disappear in one shot and reappear in the next. (00:08:55)
Continuity mistake: When Oz realises that Jimmy "The Tulip" Tudeski is his neighbour, we see a few newspapers flying up on the screen, on the second newspaper the article with the title "His "Two Lips" are Sealed", the article text does not match the headline. (00:08:25)