Mr. Monk and the Panic Room - S3-E2
Continuity mistake: When the Captain and Monk are standing in front of Randy's desk, there is no bag on the table. After a cut, a black bag suddenly appears and the Captain's hands are on it. (00:15:30)
Mr. Monk and the Panic Room - S3-E2
Continuity mistake: Just after the Captain presses the button to open the panic room door, his arms are both down. When it cuts to a shot looking at him from inside the panic room, his left arm is up against the door. (00:14:10)
Mr. Monk Takes Manhattan - S3-E1
Visible crew/equipment: After Stottlemeyer swipes the keys to Captain Cage's office, when he and Disher enter Cage's office the reflections of the moving boom pole and camera operator beside the camera are visible on the glass window. (00:20:45)
Mr. Monk and the Girl Who Cried Wolf - S3-E6
Continuity mistake: When Meredith's husband has his heart attack, his head falls into the soup bowl. However, in one shot the bowl (with his head in it) is tilted; after a cut, it is suddenly flat on the plate.
Mr. Monk Takes Manhattan - S3-E1
Continuity mistake: The angle of one of the victims' heads visibly changes from shot to shot while Monk is investigating the scene. (00:05:30 - 00:06:25)
Answer: The two men are trying to work out a secret deal between them without involving the union, which means the workers' interests aren't being represented and defeats the whole purpose of a union. The mayor would lose labor's support and Cusack's union troubles would just be starting.
Captain Defenestrator