Mr. Monk Goes to the Dentist - S4-E15
Continuity mistake: When the Captain and Randy are talking in the garage, in the shots over Randy's shoulder, the pad on his guitar strap is over his shoulder. In the shots from behind the captain, the pad is behind his back and can't be seen. (00:24:40)
Mr. Monk Goes to the Dentist - S4-E15
Continuity mistake: When Monk has been chloroformed in his home and is gradually sliding down the doorframe, the dentist's assistant's hands go from being clasped under her chin in one shot to by her sides in another.
Mr. Monk Goes to the Dentist - S4-E15
Continuity mistake: When Randy is at Monk's place talking about hiring him, Monk says "Like who?" to which Randy replies "Like Me". While Randy says this he is holding a glass with one hand, the other being in his pocket. In the next shot, when Natalie says "Is it about the dentist?", Randy is holding it with two hands. Then, in the next shot, he is holding it with one hand again.
Mr. Monk Goes to the Dentist - S4-E15
Character mistake: He extracted the wrong tooth. He states 3 is the problem, then goes to the other side (left), which would be tooth 14.
Answer: Notice also that in the opening credits scene when he is touching parking meters her also wipes his hand on his clothes each time he does it.