When Natalie is looking at Sherry's picture in Monk's yearbook, there is no writing near it, but when Monk is looking at the same picture at the end of the episode, it was signed right underneath the picture by young Sherry calling him the coolest kid in school.
In the junior high flashback scene where Leo takes young Monk's clarinet, the picture in Monk's locker disappears as he talks about the stolen money - and reappears in the next shot when Leo takes the clarinet.
When Leo first grabs the clarinet, the bell faces up. In the next shot and for the rest of the scene, the mouthpiece faces up.
When Monk and Natalie are seated at the bar talking to the bartender, the hands on the wall-clock behind the bartender change as the camera angle changes: initially reading 4:01, then seconds later 4:05, and finally back to 4:01.
When Monk and Natalie are discussing the painting with spilled wine, the painting on the column behind Monk is first hung crookedly on the column. When the camera angle changes from Natalie back to Monk, the painting disappears and then it's back again after another camera angle change.
In the school hallway locker conversation, young Monk says he bought the Led Zeppelin record, Stairway up to Heaven. Notwithstanding the intentional error of the song title, Stairway to Heaven was not released as a single. It was part of the Fourth Album, released in 1971. It was 7:55 long, and the band didn't authorize editing for a single.
When Natalie is looking through Monk's yearbook, the volume is very thin yet, she turns at least three pages to go from "Judd" to "Monk."
It's likely that there were other pictures mixed in with the portraits of the students. It's fairly common in yearbooks to include pictures of the school, clubs, or other extracurricular activities.
It's likely that there were other pictures mixed in with the portraits of the students. It's fairly common in yearbooks to include pictures of the school, clubs, or other extracurricular activities.
At 3:28, Natalie opens the door to Monk's home, to reveal not the outside hallway that leads to the street that is shown and used numerous times through out the series, including the paperboy episode, but to reveal an inside hallway that looked like any apartment building.
Here's what happened: they probably didn't get the shot of Natalie opening the door, or couldn't have used the footage for some reason, so they had to quickly find some random hallway look-alike.
Here's what happened: they probably didn't get the shot of Natalie opening the door, or couldn't have used the footage for some reason, so they had to quickly find some random hallway look-alike.
When the guy in the bar sets fire to the No Smoking sign, not only does it catch fire too easily, but after he throws it on the floor nobody notices the burning sign, not even the guy standing next to it as he shoots pool.
At the conclusion of the flashback of Monk in eighth grade, the principal of Monk's school flashes a Series 1999-2003 $5 Note. Since this note was not first issued until May 2000 and the flashback is dated April 12, 1972, such a note would have been unavailable.
When young Monk is being detained by the bullies in the boys restroom, it appears the urinals have automatic flush mechanisms installed. The scene takes place in the 1970s when no such mechanisms existed.