Mr. Monk is Someone Else - S8-E4
Continuity mistake: Season 8, Ep. 4, "Mr. Monk is Someone Else": When Lola leads Monk away in the dance club, the peanut dish on the bar behind Natalie moves several inches when the camera angle reverses. (00:19:05)
Mr. Monk is Someone Else - S8-E4
Continuity mistake: After the FBI agent asks Monk to go undercover, Stottlemeyer puts his hands on Monk's and Natalie's shoulders and starts escorting them to the door. When the shot cuts to a wider angle, he does this over again. (00:06:05)
Mr. Monk is Someone Else - S8-E4
Continuity mistake: When Monk shoves Harold Krenshaw, there are two ships sitting in the harbor in the background. Later, when the FBI shows Monk photos of the incident taken from the exact same angle, the ships aren't there. (00:27:30)
Mr. Monk is Someone Else - S8-E4
Continuity mistake: In the hotel, when Monk sits down next to Lola, the couch pillows change positions between shots. (00:15:10)
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