"Oh, I'm quite tired of this lunaticMayor Pain (a trope about mayors who inflict grief upon the inhabitants of their cities) usually comes in two different flavors, depending on the question: Is s/he evil or simply unable?
Why must we suffer 'cuz the mayor's sick?"
Why must we suffer 'cuz the mayor's sick?"
— Rasputina, "The Mayor"
- The Evil Mayor Pain (The Wilkins): Wickedness over incompetence. The mayor does a relatively good work with the town and can even be a pleasant person, yet he or she has a secret Evil Plan to carry out, or more easily is A Wolf in Sheep's Clothing. This is the kind of mayor that puts the "sin" in "sindaco".
- The Incompetent Mayor Pain (The Quimby): Incompetence over wickedness. The mayor is openly incompetent and his/her actions are clearly due to a lack of judgment. On a darker note, this incompetence could cause (or have already caused) various disasters.
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Anime & Manga
- An Orange Islands Pokémon episode had one of these. When a mystery creature is wandering the sewers on his island, he intends to kill it rather than capture it, as he's worried its existence will affect his status as mayor. Turns out it was his Bulbasaur he abandoned as a child. Poor thing was still happy to see him.
- Panty & Stocking with Garterbelt: the mayor of Daten City is Corset, a powerful demon with a BDSM fetish. Definitely the Wilkins type.
- Mr. Heartland from Yu Gi Oh Zexal is an Evil Mayor Payne, and a Villain with Good Publicity and a Devil in Plain Sight. While only The Dragon during the time he's mayor (the first season) he proves worse than the apparent Big Bad of that season.
- The Mayor in Little Witch Academia is mainly the Quimby type. He is more concerned about puffing up his own ego and earning tourist dollars than he is with things like good sense and reason. With incontrovertible proof that both magic and witches are real, he decides to remove a rock that is specifically labelled as a seal to a great evil to place a statue of himself. When the inevitable happens and a giant attacks his city, he blames the Witches and only backs down when he starts thinking of the tourist revenue. Even a Witch supporting him from a great height on her broom is not enough to dissuade him even when she gently tries to remind him exactly whose fault this whole fiasco is.
- Hamilton Hill from the Batman comics was an Evil Mayor Pain; a competent politician, but completely in the pocket of crime boss Rupert Thorne. He was succeeded in office by Armand Krol, who was an Incompetent Mayor Pain.
- In Batman: Earth One, Mayor Oswald Cobblepot (The Penguin in the regular timeline) is Mayor of Gotham. He's also a crime boss who uses a Serial Killer named The Birthday Boy as his own personal hitman, supplying him with teenaged girls as payment.
Film — Animated
- Mayor Shelbourne in Cloudy with a Chance of Meatballs starts off as just a jerk, but once the food starts falling, he will do anything to keep it coming, since his town is now getting notoriety and he is quite a glutton. He ends up pushing Flint to keep making the food, even when told it's not safe. And when the inevitable happens, he quickly shifts the blame to Flint.
- Mayor Phlegmming in Osmosis Jones, is as incompetent as they come. It's his idiotic decisions that are the reason why Frank is such a slob and he cares more about his re-election than the lethal threat that could and almost did kill Frank. Unsurprisingly, he is fired from his job after the incident and later accidentally ejects himself from Frank's body.
- Tortoise John in Rango is an Evil Mayor Pain.
Film — Live-Action
- In La Famille Belier, Lapidus despises deaf people and promotes industrial development, which harms the farmers.
- Ghostbusters (2016) directly references the below movie, as Erin calls out the New York mayor feeling the city hall obstructing their job makes him like the mayor from ''Jaws'. He gets mad at the comparison. (specially as he's an aversion of the trope: the mayor is just hiding his support from the populace because Plausible Deniability will help avoid panic)
- Mayor Larry Vaughn in Jaws. He may have a point that the tourist trade from the beaches are the lifeblood of the town's economy, but order them open after being warned that there is still the danger of attacks from a man eating shark is inexcusable.
- The Mayor in Police Academy 6: City Under Siege is an Evil Mayor Payne, and is secretly the Big Bad.
- In After The Golden Age, the protagonist discovers evidence linking the mayor to the perpetrators of a crime wave in Commerce City. He turns out to be a supervillain.
- Governor Grice from the Ciaphas Cain novel For The Emperor is incompetent, except that he's really an evil genestealer hybrid (the Evil Mayor Pain) who is disguising his treason as mere incompetence.
- As there's no evidence he has any personal planning or administrative skills, and Grice's personal and family histories must be consistent, he probably really is an incompetent governor. They show up a lot in the setting, and tend to stay in place until they impede somebody important who can have them killed.
- Mayor Clancy in Scorpions. He's demonstrably crooked and supposedly has ties to The Mafia and keeps a staff of hired Mooks on retainer. In addition, there are rumors that he has had people killed when they wouldn't sell him their land for development purposes.
- Big Jim Rennie from Under the Dome definitely qualifies as the evil variant, though his title is "councilman" rather than "mayor". He's still essentially the acting mayor as he's the senior member of the town council, mayor included, who was in Chesters' Mill when the Dome came down.
- Buffy the Vampire Slayer has Mayor Richard Wilkins III, who provides the name for the Evil Mayor Pain. On the outside, he's a polite, organized and rather efficient politician. The truth, however, is that he plans to undergo the Ascension to become a demonic snake. He also planned to use this new condition to bring order to the town.
- Criminal Minds: Clark Preston from "A Thin Line" was going to become one, had the BAU not found out about the murders he had planned.
- Desperate Housewives: Victor Lang, Gabrielle's husband for the first half of season 4.
- Once Upon a Time: Regina Mills, aka The Evil Queen, is definitely the evil version.
- Under the Dome: Big Jim Rennie is still evil in the TV adaptation.
- Mayor Pamela Winchell from Welcome to Night Vale. She's a strange mix of both the "evil" variant and "incompetent" variant, although she's not stupid and it's difficult to peg her as out and out evil. Given the way she's described, it seems more like she's just totally insane. She eventually falls more directly into the "incompetent" category after she becomes obsessed with "emergency press conferences," and later steps down as Mayor; her successor is Dana Cardinal, that being former Night Vale Community Radio intern Dana, who is much more level headed, but allows Winchell to stay in "government" (and indulge her obsession) as Director of Emergency Press Conferences. Of course, the Mayor of Night Vale's powers are actually pretty limited, with affairs seemingly being mostly in the hands of the City Council (which has had the same composition since the city was founded over a century ago), the vague-but-menacing government agency, and the Sheriff's Secret Police. Oh, and the Glow Cloud (all hail), if the issue involves the Night Vale School District in any way.
- City of Heroes's signature Mad Scientist, Dr. Aeon pulls double duty as both the Wilkins and the Quimby at the same time. Since he works as a governor of a City of Villains, naturally he is evil. He serves public office as little more than a excuse to get funding for his mad experiments. So he is unapologetically evil, but while he is a decent mad-scientist he is utterly inept as a politician and his attendants/babysitters need to do the actual policy-enforcement.
- In the SimCity series of games, the players themselves can easily invoke this, due to the whole Ultimate Authority Mayor aspect giving you control of natural disasters and Alien Invasions.
- Mayor Roger C. Hole from Grand Theft Auto: Liberty City Stories is hopelessly corrupt, and winds up getting killed by a member of a gang he was being paid to harass. Donald Love later tries to be this, but loses in the election to Miles O'Donovan.
- The mayor of Teufort in Team Fortress 2 is definitely a Mayor Evil, acting completely friendly while he charges the Spy and the Scout not for the crimes they've actually committed, but as scapegoats for the awful things he's done as mayor. He's actually a Mayor Incompetent, as he did all those things because he's literally too stupid to know they were wrong.
- In Saints Row 1, city alderman Richard Hughes plans to become this by tricking the Player Character into killing the previous mayor and others, but is Killed Off for Real himself. In Saints Row 2 his wife actually becomes this, even going so far as to hire the leader of a powerful criminal organization to spray fecal matter at Ultor properties around town.
- In Batman: The Telltale Series, Mayor Hamilton Hill is still an Evil Mayor Pain and in the pocket of a crime boss, but here, he's part of a triumvirate with both Carmine Falcone and Thomas Wayne and all three essentially ran Gotham. He also put the hit on the Wayne family. Harvey Dent spends the first two episodes running against him for mayor but, the whole thing goes moot when the Penguin fatally shoots Hill.
- Mayor McDonough of Diamond City from Fallout 4 qualifies as an Evil Mayor Pain. He threw out all the city's ghouls upon first coming to power, turns a blind eye to the kidnappings and synth infiltrations that have been going on in town, and Piper Wright, the Intrepid Reporter in charge of the city's only paper, even suspects him of being a synth himself. She turns out to be right.
- Mayor Scuttlebutt from the Shantae series is an Incompetent Mayor Pain on the verge of being a Running Gag. While a reasonable enough official in the first game, his incompetency begins to show in Risky's Revenge when he fires Shantae from her job and later sells the town to the Ammo Baron rather than try and deal with his forces and Risky at the same time. In Pirate's Curse, he would have been able to buy Scuttle Town back from the Ammo Baron...IF he hadn't spent the between-game interim eating the cheap waxy chocolates bought with the money he got for the deed. And then in Half-Genie Hero, he fires Shantae again after Risky's attack leaves Main Street in flames and gives her post to Holly.
- Albus Ivory of Colour Wheel is an interesting mix of the Evil and Incompetent variants. He enacts crazy plans to take over the city, even though he's already the mayor; these plans are ridiculous, ineffectual, overly complex, easily thwarted, and cause massive damage to the city. And in one case, possibly every city on the coastline.
- In Daryl and Susie, Daryl the dragon has a town in his head, run by an Evil Mayor Pain (based loosely on the Mayor from Buffy). This Mayor incessantly tries to get Daryl upset, for doing so makes monsters appear from Daryl's head, and collaborates with Daryl's arch-nemesis Aosoth before becoming The Starscream.
- Leonard Zachary of the Shanafelt City Council from TRU-Life Adventures is this in all but title. Getting the city to restore the position of mayor is high on his list of priorities.
- Played with in League of Super Redundant Heroes. Kurgh the Conqueror — warlord and scourge of the galaxy — conquers Shitropolis in his first appearance, however based on his later appearances he is a competent and dedicated mayor, doing his best to run the city efficiently.
- The Mayor from Action League Now is plain card-carrying evil. In fact, we only ever see him doing evil things, rather than actually, you know, mayoring.
- Hamilton Hill as portrayed in Batman: The Animated Series was a mild example of the incompetent type, mostly as focused on Batman specifically; he's antagonistic towards Batman despite his merits (going so far as to authorise an armed task force, albeit when it does appear that Batman has started murdering people), and could be a bit critical of Gordon's decisions. In terms of actually running the city, he's fairly decent, and often depicted presiding over improvements of the city's infrastructure.
- Vlad Masters/Vlad Plasmius eventually becomes this in Danny Phantom, abusing his authority to antagonize Danny.
- Adam West would be the Incompetent Mayor Pain in Family Guy.
- Clay Puppington from Moral Orel.
- From The Oblongs, the town of Hill Valley is governed by Mayor Johnny "The Mayor" Bledsoe, a masked wrestler (talks like an American pro wrestler, wears a luchador mask with a nice suit). He's a good balance of evil and incompetence, like all authority figures in the series.
- Mayor Spryman from Ozzy and Drix is a Quimby, a stuck-up bratty punk of a teenager that has no business being in charge of a city, though considering that Hector a teenager it's most likely a factor of his personality that Spryman is not only mayor but acts the way he is.
- Mayor from The Powerpuff Girls is so incompetent, he somehow managed to kill Navi when playing Ocarina of Time. It's safe to assume that the real mayor of Townsville is his much smarter assistant, Sarah Bellum.
- The episode Impeach Fuzz sees him temporarily replaced by Fuzzy Lumpkins, a recurring villain.
- In "Bought and Scold", Princess, another one of the girls' recurring villains, becomes mayor after buying it out from Mayor. The first thing she does is make crime legal as a way to get back at the girls.
- After the events of the first season finale of Scooby-Doo! Mystery Incorporated, Mayor Jones is a definite Evil Mayor Pain. In that one episode we learn that he moved to Crystal Cove only to look for treasure, blackmailed the original Mystery Inc. into leaving, double-crossed Professor Pericles, dressed up as the Freak of Crystal Cove, and to top it off, concealed the true identity of Fred's real parents while raising him as his own son.
- The Simpsons:
- Mayor Joe Quimby provides the name for the Incompetent Mayor Pain. An outright corrupt, opportunistic, embarrassing, sleazy politician who couldn't care less for Springfield.
- Sideshow Bob briefly became mayor in "Sideshow Bob Roberts". While his general administration isn't shown as especially terrible, he abuses his power to torment the Simpsons, having Bart sent back to Kindergarten (not that he minds much) and redirecting a freeway bridge over their house. He also (needlessly) stuffed the ballot box.
- When Springfield briefly split into two towns over area codes, Homer was elected mayor of New Springfield and ran it into the ground in a few days. The entire population except the Simpson family abandoned his side of town when he built a wall surrounding it.
- Mayor Bill Dewey from Steven Universe seems like an image-obsessed blowhard in his early appearances, but it ends up being subverted. It turns out he does actually care about the townsfolk; he views his job as putting their well-being first- and he doesn't want a riot breaking out, especially considering what the Crystal Gems tend to do to the town.
- Mayor Manx from SWAT Kats is the incompetent type- he pushes all his work on his Deputy Mayor, Callie Briggs, and is mainly concerned with getting reelected. This caused some issues in one episode when it transpires he's the descendant of a famous "MegaWar II" fighter pilot named the "Blue Manx", and the Blue Manx's old nemesis, the Red Lynx, comes back as a ghost pilot to wreak havoc and settle his old score.
- The Mayor of Tom Goes to the Mayor, who is so impossibly incompetent that he crosses a line and borders on being the evil kind of this trope.
- A lot of the problems of Griffin Rock in Transformers Rescue Bots can be lain at the feet of Mayor H.B. Luskey. A lot of problems in the town stem from his ego, blame-shifting, and total ineptitude at pretty much everything he does. He's at his worst in "The Vigilant Town", where his demands that an experimental computer meant to protect the town be turned on full power, even after it demonstrates that it's willing to violate civil liberties to perform its function. In Season 4, after the Rescue Bots reveal themselves as aliens, Chase runs against Luskey and wins—but Chase being The Spock, a Rules Lawyer, and a strict By-the-Book Cop didn't make him any better and he resigned, with Luskey resuming the post.
- Mayor André Bourgeois from Miraculous Ladybug is a heavily implied Sleazy Politician who frequently abuses his power to spoil his daughter Chloe.