Continuity mistake: They interview Jimmy Belmont in prison, who complains how Monk sent him there for killing Randy's uncle in 'Mr. Monk Visits a Farm.' However, in that episode, Monk tricked everyone (including Randy) into believing Randy had solved the murder.
Plot hole: The pharmacist's plan is really stupid. He changes all their meds so they don't work, after drinking from the fountain he changed them back so it appears the fountain healed them. The problem is if they think the fountain healed them they're not going to take their meds, so their pain would come back.
Continuity mistake: In the hardware store, a bright blue sign in the background reads "Electrical" in reverse. When Jake hands Monk his card a few shots later, the camera angle hasn't changed, but the sign has turned around and now reads "Electrical" forwards. (00:15:00)
Continuity mistake: At the end, when he is talking to Natalie about quitting since he has solved an even number of crimes, Monk is peeling an orange. The peeling that he is letting dangle from the orange changes from above the counter to touching the counter and back to above the the counter, depending on the shot.
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)
Continuity mistake: Season 7: "Mr. Monk Fights City Hall": Monk tells the councilwoman that he knows how the vote went last week because he was there. Yet a few days later, when he and Natalie arrive at city hall for the next meeting, he has to ask which room and which floor the council meets on. (00:07:50)