Mr. Monk Goes Back to School - S2-E1
Character mistake: When Kathy is presenting her model of General Robert E. Lee's surrender to General Ulysses S. Grant on April 9th, 1865, she incorrectly states that the surrender occurred "at the courthouse in Appomattox, Virginia." The surrender didn't take place at the actual courthouse, but rather at the McLean House, a private residence selected by Grant and his aides for the meeting of two of the greatest generals in American history. This is a common misconception as the village itself is called Appomattox Courthouse. (00:29:05)
Mr. Monk Goes Back to School - S2-E1
Character mistake: Sharona invites Monk home for dinner. Monk is playing with his food, and Sharona guesses it is because the potatoes are mixed together with the carrots. Sharona asks Kyle to fetch two plates (So Monk can separate the potatoes and carrots.) As he tilts the dinner plate, Monk succeeds in scraping all the carrots onto one dish - save for one stray potato - all the while speaking. He completes his thought without removing the stray potato. In all other instances, Monk cannot allow such a transgression. He either corrects it before saying his piece, or after. But he cannot let it go.
Mr. Monk and the Sleeping Suspect - S2-E7
Character mistake: Brian Babbage is such a perfectionist and plans out such an elaborated plan for his crimes that it is very unlikely that he would simply leave the ketchup bottles sticking to the ceiling for the police to be found after he had timed the perfect glue for his plan. Plus, he even had staffers who already knew about the bottles and it would have taken him not more than a single order for the bottles to be removed. (00:23:50)
Mr. Monk and the Sleeping Suspect - S2-E7
Character mistake: In Brian Baddage's house, when Randy says to the Captain, "ATF at 3 o'clock," they both look at 9 o'clock. (00:25:00 - 00:26:00)
Mr. Monk Gets Married - S2-E15
Character mistake: Monk says West Virginia became a state after the Civil War, West Virginia actually became a state in 1863, during the Civil War.
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