Mr. Monk Meets His Dad - S5-E9
Factual error: The runaway truck ramp has no advance signage (e.g. Runaway Truck Ramp Ahead 1/2 Mile) as real runaway truck ramps do. It has no loose sand to slow down the truck's wheels. And it doesn't point uphill as a real ramp would.
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