Mr. Monk and the Genius - S7-E2
Plot hole: Kloster's plan of switching the headstones wouldn't have worked because cemeteries keep records of who's buried in which plot. Before exhuming the body, the records would have been checked and someone would have noticed that the name on the headstone and the name in the records didn't match. (He might have broken into the office and changed the records, but it's never brought up, so he likely didn't.)
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