Mr. Monk and Little Monk - S4-E8
Factual error: In the flashback where Monk is explaining how the money was stolen, the principal finds the 5 dollar bill he wrote "good luck" on and holds it up for everyone to see. The bill he holds is a 5 dollar bill which was released in 2000, with the enlarged Lincoln. The flashback takes place in 1972.
Mr. Monk and Little Monk - S4-E8
Factual error: When Monk is talking to Sherry about the painting in the art gallery where the painted woman was going to kill her husband, he says that she has a bruise on her left eye. But the bruise is actually on her right eye. While it is viewable that it is on Monk's left, he would not make that mistake.
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