Mr. Monk and the Genius - S7-E2
Character mistake: At the beginning when Monk is writing Natalie's check, we see a shot of it, but the I in "nine" isn't dotted. As meticulous as he is, Monk would never leave an I undotted (we've even seen him dot someone else's i) especially since it would bother him.






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