Mr. Monk Goes to the Office - S4-E4
Continuity mistake: When Monk and Natalie are talking to Kemp in his office, the desk ornament and the cup of pencils that Monk keeps organizing change positions between shots. In the shots from Monk's side of the desk, the ornament is closer to the door. In the shots from Kemp's side, the pencil cup is closer. (00:09:40 - 00:11:20)
Mr. Monk Goes to the Office - S4-E4
Continuity mistake: When Monk is trying to join the two cops' conversation about football, in the shots from the side of the police car that they're standing near, the two cops are standing less than a foot apart. In the shots from the other side of the car, they're far apart enough for Monk, Natalie, and Captain Stottlemeyer to stand between them. (00:03:00 - 00:05:00)
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