Mr. Monk Is Up All Night - S6-E9
Continuity mistake: Gulliver makes a bet with Monk and puts $50 in bills on the bar. When Monk puts down a $50 bill to match the bet and slides it across the counter, Gulliver's money has changed positions, rotating 90 degrees without being touched. (00:22:30)
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