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.
Continuity mistake: During the shootout in the house, one of the gangsters falls down the stairs damaging the handrails with his head. A few minutes later, when Frankie is bringing the dead undercover cop inside, the stairs are shown in the background. The damage to the stairs doesn't match the previous scene.
01:07:10 - 01:09:35
Continuity mistake: When Nick and Jill are eating at the outdoor cafe the bottle of Pepsi turns around from shot to shot. When the camera focuses on Nick, you can read the whole word "Pepsi" but when it's on Jill you can still read half of the same word even though she's on the complete opposite side of the table.
Continuity mistake: After Cynthia tells Jill she loves Oz in the bank, we see a long shot of the boat and Jimmy has his hand to his ear, looking like he's holding a phone. We then hear a phone ring, cut to a closeup of Jimmy with his hands by his side, and he lifts the phone to speak.