Mr. Monk and the Wrong Man - S6-E8
Revealing mistake: During the fight between Max and Paulie, the stunt double for Paulie is easy to spot - he has a full head of dark hair, whereas Paulie is gray and largely bald on top. (00:23:30)
Mr. Monk and the Wrong Man - S6-E8
Plot hole: Monk supposedly hears for the first time that Max was not carrying anything away from the crime scene when he speaks to the witness in front of the church. This leads him to conclude that there must have been a 2nd man with Max 14 years ago. But this does not make sense given that the witness with her photographic memory did not change her testimony and given Monks ability to observe and memorize details it is very unlikely that he did not come to that conclusion 14 years ago already. (00:32:45)
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