Mr. Monk and the Bully - S7-E14
Continuity mistake: When Monk and Natalie are arguing at Monk's apartment, Natalie is wearing a ponytail. However, when the scene cuts to them standing in Fendle's hotel room, Natalie's ponytail is gone, and does not reappear for the rest of the episode. It's the same day, however, since she's still wearing the same dark black coat in both scenes. The most likely explanation is that the scene in Monk's apartment was filmed concurrently with Natalie's scenes in "Mr. Monk Makes the Playoffs" - the black-collared shirt Natalie is wearing in the second half of the episode appears to be the same one she wears in the previous episode, where her hair is in a ponytail for most of her scenes. (00:19:35 - 00:21:15)
Mr. Monk and the Bully - S7-E14
Continuity mistake: When Monk and the others are in the hotel room where the victim has been discovered, Monk puts a flower onto his suit. Natalie then takes it off the suit, but in the next shot (as he turns around) the flower is still on him.
Mr. Monk and the Bully - S7-E14
Continuity mistake: When the bartender walks away after Monk's unsuccessful attempt at bribing him, Natalie's hand instantly changes positions between shots. (00:13:30 - 00:15:00)
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