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.
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)
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