* BigLippedAlligatorMoment: Alice Cooper's cameo in "Mr. Monk and the Garbage Strike"
* BrokenBase: Holy God, the fights between Sharona fans and Natalie fans.
* CrazyAwesome: "It's a gift... and a curse." In "Mr. Monk and the Red Herring", Monk goes to a museum and sees the body of a caveman that supposedly froze to death. Monk determines that he was actually murdered and actually figured out what happened. We never actually get to hear it, but suffice it to say Monk is a really good detective to solve a 30,000 year old murder.
** Some of the trivia questions on ''Treasure Chest'' in "Mr. Monk and the Game Show" count. For example, Monk's question at the Bonus Round is, "Who was the first president to win a Nobel Peace Prize?" The answer, if Monk had not been trying to nail Roddy Lankman for a cheating scandal, would have been Theodore Roosevelt.
** In "Mr. Monk and the Birds and the Bees," there are several sports jerseys on the walls in Rob Sherman's living room. These includes a #21 San Antonio Spurs jersey that was that of Tim Duncan, and there is a #3 Denver Nuggets jersey that is that of Allen Iverson. Both Iverson and Duncan were League [=MVP=]s. The presence of these jerseys implies that Sherman may or may not have been their agent.
** In the novel ''Mr. Monk Is Miserable'', published in early December 2008, Monk finds a skull in the Paris catacombs belonging to a recently deceased man. The skull is identified by dental records as Nathan Chalmers, a man who committed a pyramid scheme in America, and who faked his death to avoid prosecution. Barely a week after the book was released in hardback, Bernard Madoff was exposed and arrested for one of the largest Ponzi schemes in recent history. Madoff was identical to the descriptions of Nathan Chalmers: the architect of a massive pyramid scheme whose victims included several of California's wealthiest and most sophisticated persons.
** In ''Mr. Monk Is Cleaned Out'', Lee Goldberg has FunWithPalindromes in Bob Sebes, an Expy of the original Bernard Madoff.
** In the episode "Mr. Monk Goes Home Again" Leo Howard played a [[Series/KickinIt karate kid]].
** The combined DVD boxsets for a show about a guy with SuperOCD [[https://31.media.tumblr.com/9be56accb3bb5878dcda53f171ce5c74/tumblr_inline_n1k9g7A4CH1qg55sl.jpg have one with a different design from the others.]] Probably intentional, as people who have the same SuperOCD as Monk himself will either laugh or cry.
* HarsherInHindsight: "Mr. Monk and the Man Who Shot Santa" has Monk get attacked by a guy in a Santa suit on a roof. The guy tries to charge at Monk with a metal pipe, and Monk has his hands on the Santa's revolver. Faced with a possibility of bodily harm, Monk does as he's trained to do so and shoots Kenworthy, wounding him. However, there are no eyewitnesses, just earwitnesses who heard the shots. Subsequently, a reporter takes the story of the criminal (that it was deliberate) and runs with it, spinning it to glorify the victim and demonize Monk, who has to spend most of the episode trying to both clear his reputation as a cop while trying to solve the case. This story can be hard to watch after the August 9, 2014 shooting of Michael Brown in Ferguson, Missouri: Brown was shot and killed by a police officer when he resisted arrest, and although forensic evidence supported the cop's story that Brown attacked him, the media ran with the accounts of some secondhand witnesses and spun the story to glorify Brown and make the officer who shot him look like the bad guy.
** Speaking of which, the circumstances of this justified shooting: Monk shoots and wounds Michael Kenworthy when Kenworthy charges him with a piece of pipe. Might look eerily familiar after June 14, 2015, when [[https://www.youtube.com/watch?v=-iVNcpFzBR8 a Louisville, Kentucky police officer shot and killed a man who tried to attack him with a flagpole]].
* HollywoodHomely: When discussing the possibility that the younger man who married Randy's mother could really love her Randy pulls out a picture and the other characters' reactions imply that she must be hideous (Randy even suggests he loves his mother but doesn't know how anyone else could). When the character later turns up (in the same episode, so this is not a case of a retcon) she looks like a perfectly normal woman.
* IdiotPlot: "Mr. Monk and the Foreign Man" relies on everyone being a complete idiot, even for the character development Monk gets. The crime in question goes like this: restaurant owner Kenneth Nichols drunk dials a friend of his who happens to be on vacation while he's driving. However, said friend left his cell phone at home, so the housekeeper answered. Nichols runs over a visiting Nigerian woman while he's talking, so he then proceeds to drive over to the friend's house and kill the housekeeper to cover up evidence of vehicular manslaughter. Where it becomes an idiot plot is this:
** The fact that Nichols runs over a woman in his delivery van, that has the name of his business "Le Poisson Bleu" on it in great big letters at 8:15 PM, while recklessly driving down a busy street (and under the influence of alcohol) and he thinks nobody is going to notice. More so, he thinks the broken headlight is going to be the dead giveaway, as opposed to, say, the words "La Poisson Bleu" written in big ass letters so conspicuous that even a stoned slacker sees them.
** That says nothing of the unseen Sergeant Kramer who was in charge of the hit and run investigation and failed to find that the tire tracks were made by a van or the shattered headlight glass left in the street, or failed to realize that there was a gas station nearby with potential witnesses and security cameras.
** Plus the fact that Ansara Waingaya steps into the crosswalk the moment the cross street's light turns red, when common sense dictates that you should look both ways before crossing to make sure that traffic on the cross street actually stops, or at the very least, notices you.
* InformedWrongness: In "Mr. Monk is Someone Else," Monk is apparently supposed to be in the wrong for rudely dismissing and pushing away Harold Krenshaw, while undercover as a hit man right in front of the men who hired him, which nearly blew his cover.
* JerkassWoobie: Monk, who treats his friends callously without actually realizing it. Usually the source of an AesopAmnesia when he learns to appreciate and treat them, especially Natalie, better, which he then promptly forgets next episode.
** [[Series/TheBigBangTheory Barry Kripke]] appears as a minor character in "Mr Monk Joins a Cult".
** Creator/JenniferLawrence, the future Katniss Everdeen in the film adaptation of ''TheHungerGames'' franchise, plays the Cougars mascot girl in "Mr. Monk and the Big Game".
* TheScrappy: Karen, Stottlemeyer's first wife. She is one of the worst variety of the type of liberal thinker who is almost a caricature of the majority of this set of people. She is constantly harping on Leland that he needs to be more open-minded and tolerant of other things while never budging one bit from her own position and showing almost zero respect for Leland and simply assuming that her way is the right way.
* TheyWastedAPerfectlyGoodPlot: Stottlemeyer finds out his new girlfriend is also named Trudy, he seems defensive about letting people know this (especially Monk). A few episodes later he is talking to Monk about it as if they have already talked about this off-screen.
* WhatAnIdiot: In ''Mr. Monk Is On Board'', Natalie goes to a support group for struggling businesses, and one of them is the owner o a site called [=AmishMingle.com=]. In short: someone had actually created an Internet dating service for the world’s Amish population, a religious sect that doesn’t even use electricity, much less Wi-Fi.
* TheWoobie: Monk's cringing and general pitifulness when being confronted with one of his phobias generate an instant oh-the-poor-thing factor and tend to put one in mind of a small child or bewildered dog; on top of that, cruel minor characters unacquainted with Monk are always around to mock him, stare at him, or try to forcibly make him "get over" his fears. It's almost painful to watch, even when played for laughs as it usually is. ([[PoorCommunicationKills For some reason]], neither Monk nor Natalie/Sharona ever bother to explain Monk's OCD, instead describing him as being "particular" or something similarly vague; thus, the other characters are rarely sympathetic to or accommodating of his problems.)
** Could be justified. If they "did" explain, people might react to Monk the way they often do to other, more visible, disabilities, such as treating Monk as if he is an anomaly or is helpless. Or maybe it's just because his particular manifestation of OCD would take too long to explain.