Mr. Monk and the Candidate (1) - S1-E1
Continuity mistake: When Mrs. St. Claire refers Mr. Monk as "Rain man", her glass is about an inch and a half full. Next time we see her the level of liquid has dropped. (00:16:45)
Mr. Monk and the Candidate (1) - S1-E1
Factual error: When the rifle is identified as a "Weatherby Fibermark", Monk and Randy say it's a British rifle. But Weatherby is an American company.
Mr. Monk and the Candidate (1) - S1-E1
Character mistake: When Captain Stottlemeyer is saying that the two murders are unrelated, he says, "He was stabbed, she was shot," when the truth is the exact opposite.
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