Continuity mistake: When Monk attempts to steal the truck at the gas station and grabs the sleeping driver's keys, he drives the truck in circles and then stops. When he stops, the truck is exactly parallel to the end of the concrete slab where the gas pumps are located. However, when the police arrive, the truck is now at a different angle with the back of the truck now being closer to the end of the concrete slab than the front. The gas station attendant would not have moved the truck himself as the police would have told him not to touch anything at the scene.
Plot hole: This episode's entire story line takes place in the six days before Christmas (Dec. 19-24). "Bad Santa" is shot in the right shoulder on the 19th, sustaining a wound serious enough to require wearing a sling for the next several days. Yet at the end, a mere few days later, he's recovered enough to have a knock-down-drag-out fistfight with Monk, wielding a knife and throwing powerhouse punches with his wounded arm as though no injury had ever occurred. (00:38:00)
Continuity mistake: In the mausoleum, the bald man asks Monk and Natalie what happened to the cremation urn name cards, and bends to pick one of them up from the floor. There are no cards on the table when he does this, but in the next shot, four cards have appeared on the table out of nowhere. A short time later, they've all disappeared again. (00:18:45 - 00:20:15)
Continuity mistake: The broken side mirror that a distraught Stottlemeyer finds dangling from his damaged car wasn't there when Natalie pulled up to the first crime scene. And it disappears again when Natalie runs back to the car and races off to the second crime scene. (00:03:10 - 00:07:15)
Continuity mistake: When Monk is at the hotel, a teenage girl comes in to clean up the room. While they are conversing, the subject of mysteries comes up and she goes out and gets the newspaper and places it in front of Monk on the table. They then talk a little more about it and Monk gestures with his hands for her to take the newspaper away and she then picks up the newspaper off the table and exits the room with it. During this entire sequence, you can see that Monk does not ever touch the newspaper. Later on, at the car wash, Mr. Monk sees a newly-painted red SUV that used to be silver colored. When recalling that the teenage girl said that they were looking for a silver SUV, it now shows Monk pushing the newspaper across the table towards the teenage girl even though he never touched it in the original scene. (00:15:30)
Continuity mistake: When Mr. Monk is attempting to turn off the key to the Governor's car, his right hand is clutching the top middle portion of the front windshield. However, one of the next camera shots shows the windowshield only with no hand at the top. Then a couple of camera shots later, Mr. Monk's right hand is now on the top of the dashboard. At the end of the sequence, his right hand is clutching the top middle portion of the front windshield again. (00:36:30)
Plot hole: *Spoilers* Monk and Stottlemeyer cook up an ingenious plan to make Monk appear dead, but how the fugitive Monk acquires his regular clothes (in place of Mitch's uniform), the bullet-proof vest and the gun is not addressed. The police are watching Monk's apartment, Disher is watching Natalie and Julie, and Sheriff Rollins is watching Stottlemeyer, leaving us to wonder just how they managed all this right under their fellow cops' noses. (00:43:00)
Factual error: Monk deflects the policeman's rifle shot and the bullet hits Stottlemeyer's car. But the gun fires just as Monk pushes it aside, and the car is behind them. There's nothing that could deflect the bullet back toward them, so at that angle, there's no way the shot could have struck the car. (00:35:50)
Continuity mistake: When Monk and Dr. Kroger are in the session and Monk asks Dr. Kroger where he got his watch, Dr. Kroger puts his arm on the arm of the chair and his hand across his mouth. From the back, he has his hand on his cheek, but from the front again it is back on his mouth.