Mr. Monk and the Very, Very Old Man - S2-E5
Trivia: Patrick Cranshaw, who played Miles Hollings (the very, very old man), was 4 years younger than Bill Erwin, who played Hiram Hollings (the son of the very old man).
Mr. Monk Visits a Farm - S5-E14
Trivia: The bee keeper is being played by Tony Shalhoub's older brother Marcus. Marcus appears again as the priest who is leading the service at Stottlemeyer's wedding in "Monk is the best man."
Mr. Monk Goes to Jail - S2-E16
Factual error: Death row prisoners cannot donate organs. No doctor participates in an execution and after the lethal injection the medical examiner must wait at least fifteen minutes to test for cardiac activity before pronouncing the prisoner dead. This is enough time for hypoxia to render the heart, lungs and kidneys useless for transplant. Apart from this, organs intended for transplant must be removed within minutes of the death of the donor. Prisoners are not executed in operating theatres.
Adrian Monk: Unless I'm wrong, which, you know, I'm not.
Mr. Monk and the Garbage Strike - S5-E2
Question: Why would it have been political suicide if it was discovered that Mayor Nicholson was secretly meeting with Cusack to end the garbage strike? If anything, if the people found out that they were meeting to find a way to end the garbage strike, wouldn't that have made everybody happy considering how much garbage was piling up all over the city?
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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