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)
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