Mr. Monk and the Captain's Wife - S2-E14
Continuity mistake: In the scene where Sharona returns the dog, she opens the gate, turns around and closes & latches the gate. They even make a point of showing the latched gate before she is on the porch. As she is talking to the owner, you see the gate behind her open and then closed between shots. She had latched it, so all scenes should have shown it latched.
Mr. Monk and the Captain's Wife - S2-E14
Continuity mistake: In the pre-credits sequence, Karen attaches a clip to the right side of Leland's shirt, but a few seconds later, there is none on his right side. They are all on his left side. They also disappear and reappear.
Mr. Monk and the Captain's Wife - S2-E14
Visible crew/equipment: When Karen and Leland are arguing, a crew member is visible in the van's side window in the left of one shot.
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