Continuity mistake: In 3-7 "Employee of the Month", Joe Christie says he was with Monk when he got the news of Trudy's death. He said Monk had been laughing, and that he never heard him laugh again. In this episode Monk and Stottlemeyer get called to the scene of a crime, a women's clinic. In this episode there is a flashback to the exact same location years earlier and to Stottlemeyer getting the phone call about Trudy's death. He and Monk were working a case that day and Joe Christie was not present.
Continuity mistake: Trudy mentions that she had a baby fathered by her professor on Jan 2nd, 1983, before she and Adrian met and 15 years before her death on Dec. 14th, 1997. However, according to the storyline (and the episode "Mr. Monk and the Reunion"), Adrian and Trudy had first met in college, both being in the graduating class of 1981.
Continuity mistake: In this episode Natalie expresses she has a long deep fear of voodoo since Mitch was killed. But in the episode "Mr. Monk and the Wrong Man" (6-8), when Mr. Monk states that he thinks that the criminal is causing him pain using his tattoo with voodoo, Natalie responds to Monk saying "there is no such thing as voodoo."
Continuity mistake: When Mr. Monk enters the Sheriff's office, he is seen straightening out the shades on the front door, so that they are both even about half way down the window. When the Sheriff opens for the woman that was concerned about her relative, in the first shot the right window shade is now pulled all of the way down. Then, when the Sheriff closes the door, both of the shades are now even once again about half way down the window as before.
Continuity mistake: In "Mr. Monk and the Birds and the Bees" Natalie mentions she doesn't have a sister when Julie's "boyfriend" says the aunt hired him to break her and her real boyfriend up. Here she has a sister and a niece.
Plot hole: The murderer planted the voodoo dolls after the accidents to make them look like victims and cover up her murder of her uncle, but none of that was necessary! She uses an untraceable poison on her elderly uncle to make it look like a heart attack. So if he'd died...they just would have figured it was a heart attack! No suspicion would have fallen on her anyway, the entire voodoo thing was just needlessly complicated and only exists for the episode's plot.
Continuity mistake: When Monk and Brian face off with the bear, there are two tree stumps in between. When the camera is on the bear, he's close to the stumps and Monk and Brian are several feet away. In the reverse angle shot, though, Monk and Brian are close to the stumps and the bear is several feet away. (00:35:00)
Continuity mistake: When Mr. Monk is waiting at the fountain to meet Trudy's daughter Molly Evans, he is seen standing up and walking to his right and at the same time he buttons up all three buttons of his suit jacket. He then sits down again at another part of the fountain for a brief moment and stands up again. When he does so, all buttons are now unbuttoned. After this, a man and woman go past him and then Mr. Monk is seen unbuttoning the middle button.
Plot hole: When Randy tells Captain Stottlemeyer that the killer shot the train station announcer and took his jacket and ID, the microphone in the room is still active and everyone in the station hears Randy's conversation. If that's the case, then why didn't everyone in the station hear the gunshot? Even if the killer used a silencer, he would have made noise taking the announcer's jacket and changing his disguise, which would sound like a struggle over the open mic anyway, and it would make no sense to turn it on after killing the man. (00:29:00 - 00:30:00)
Character mistake: When Monk is talking to the cops on the shooting range about the window washer's story, he says that the window washer said he was on the 7th story of the building. But in the press conference Monk saw in the bar, he said he was on the 6th story. Monk isn't likely to forget a detail like that, especially since it's the detail that's bothering him about the story. (00:19:25)
Character mistake: The campers suspend their packs with food from a tree, while the two criminals watch from behind a tree. Criminal 1 asks, "What are they doing?" Criminal 2 responds, "They're getting their food off the ground, it keeps the bears away." But they only suspend the packs a few feet off the ground, still easily within reach of the criminals and certainly within reach of a bear.
Continuity mistake: When Monk pulls all his drapes shut, there's a wide gap in the right hand set that's letting at least five inches of bright sunlight through. No one has touched them again, but when Natalie goes to open the drapes a few moments later, the gap has completely closed itself. (00:16:00)