Dean Bitterman

""Somebody's sucked all of the life out of these kids, and unless TV has lied to me, it was a crusty, bitter old Dean!""

- Homer Simpson, The Simpsons

A Sadist Teacher in charge of an entire educational institution. This guy hates the protagonist and his friends with a passion. He has the entire institution with its long history and dignified reputation on his side. Its arbitrary and ancient rules exist chiefly for him to abuse in his vendetta.

Dean Bitterman is a pompous and sour old killjoy who is opposed to the merest hint of fun. He believes that it cheapens the good name of the institution. However, don't expect this disdain to be evenly applied; he's a snob who sucks up shamelessly to wealthly parents. He favors the children of alumni and big donors. He has no problem with letting them get away with murder. He is quite blind to their obnoxiousness and malevolence—and the fact they are much worse than the heroes would ever be.

If you don't come from old money or have a trust fund, or even if you just happen to be in a fraternity that he disapproves of, then heaven help you.

The Dean Bitterman is the ideological nemesis of the High School Hustler, who will make it a life mission to irritate the Dean and subvert his authority at every opportunity. Expect the Hustler and his friends to be expelled at some point, only to take their elaborate revenge in the climax.

If Dean Bitterman is temporarily taking the place of a more likable character, then he is starring in a Tyrant Takes the Helm story arc. The classic Dean Bitterman is found in colleges and universities. Sometimes he turns up at high schools.

In terms of rank, the Authority Tropes arguably at the next step down are Badass Preacher, Corrupt Corporate Executive, Irish Priest, Landlord, Preacher Man, Pedophile Priest, Schoolteachers, Sinister Minister, and The Vicar. For the next step up, see Majorly Awesome.

Anime & Manga

 * Similar to A Little Princess, Japanese drama Shokojo Sera has Mimura Chieko, the director of the school, who makes every living moment in Seira's life miserable. The "Bitterman" of the trope really stands out because Chieko was once classmates/friends with Seira's deceased mother and felt inferior compared to Seira's mother who was adored and kind to everyone. So she decides to take out her anger on Seira instead.

Film
"President Carver Purcell: By the way, you're fired."
 * Dean Vernon Wormer in Animal House.
 * The Dean from Harold Lloyd's 1925 film The Freshman, making this Older Than Television.
 * Most teen comedies set in a college environment - including National Lampoon's Van Wilder and PCU - feature deans of this nature. How much these comedies merely rip off Animal House is up to the individual viewer
 * Van Wilder's Professor McDoogle pretends to be one of these, but he's actually a Stern Teacher specialising in the Secret Test of Character - the only reason he was riding Van was to make him realise his potential.
 * Principal Dick Vernon in The Breakfast Club.
 * It's deconstructed with him. He wants the students to respect him and the janitor reminds him why he got into the profession. Dick got into the career because of the respect from the students because of his job, summer vacations off, but he's just as vulnerable from his status as the kids are of theirs' in the school. With students like Bender he has to deal with, no wonder why he has to put on a facade.
 * Dean of Students Edward Rooney from Ferris Buellers Day Off. Though his hatred seems to be concentrated solely towards the title character and his friends.
 * Appears with a twist in Old School - the Dean of the university in the movie is quite like this trope, but the reason he has such venomous spite towards the protagonists is because they bullied him when he was in college with them.
 * Dean Richard Van Horne in Accepted is the polar opposite of Bartleby and his friends, as he discourages innovation and loosely regulated education. His personal belief is that a college's prestige is measured by how many applicants it rejects every year. Also, his motives for taking down the college have nothing to do with college honor or any of that. He just wants the property so he can demolish it and give his own school a gateway.
 * Principal Strickland, in Back to The Future, has reached the zen apotheosis of this trope, to the point that he looks and acts exactly the same across a thirty-year timeframe. Apparently, a sufficiently single minded hate of students is the key to immortality. It runs in the family since the adventure games star his sister Edna, a stuck-up prude and Crazy Cat Lady that goes on to turn Hill Valley into a police state in another timeline.
 * Not to mention his grandfather, who was town sheriff when the town was first founded in the 1880s.
 * His grandfather seems to avert this however, he comes off as a sympathetic character who is never seen to harrass innocent people and is determined to bring genuine criminals to justice, this is a contrast to the Generation Xerox tendency in the McFly and Tannen families.
 * Dean Martin, in Back to School, does not fit this trope. However, his sympathy for Rodney Dangerfield's character is undermined by the machinations of evil department head Dr. Barbay.
 * Dean Yeager in Ghostbusters. This dean actually wins, and fires the paranormal researchers, forcing them to go into business as the Ghostbusters.
 * A good example of how Dean Bittermans aren't just bad for students, but bad for business. If Egon et al had stayed at NYU during the subsequent ghost crisis, their Department of Paranormal Studies would have been the first of its kind. As it is, ghostbusting remained a wildly unregulated and un-systematic venture. In his defence, the 'Busters weren't exactly top-notch scientists.
 * Dean Walcott in Patch Adams is not only a despotic bully over his medical students, but goes the extra mile by treating patients like scum as well.
 * Played straight to the extent that he actually tries to discipline Patch on grounds of "excessive happiness". As the movie is at least somewhat based on a real story, arguably a case of Truth in Television.
 * Mr. Nolan from Dead Poets Society.
 * Averted by Dean Ulich of Adams College in Revenge of the Nerds. He's a Reasonable Authority Figure but, being a nerd like the protagonists, he's bullied by the Jerk Jock head football coach, until he finally asserts his authority at the end of the film.
 * Principal Elliot T. Jindrake from Max Keeble's Big Move.
 * Dean Phil Elias in Necessary Roughness isn't satisfied with the NCAA sanctions stripping down the football program; he's determined to do whatever he can to terminate the program outright, and comes close to succeeding. (It also doesn't help the team that the professor he's got the hots for is dating QB Paul Blake, who's about as old as he is.) Fortunately for the team - and unfortunately for Elias - the president of Texas State University is a football fan (and, by the way, played by Fred Thompson), and Dean Elias gets his comeuppance after Blake calls a sideline play that results in Elias getting flattened.


 * Sister Aloysius, played by Meryll Streep in the film Doubt certainly counts as one. The film involves her going against a friendly and likeable priest who may or may not be molesting his alter boys, which is contrasted by her dominating and tyranical control over the school. She is uncommonly harsh and controling of the student body which is uniformally afraid of her. Even her own teachers are controlled very tightly and appear very nervous and uneasy around her. When another nun confronts her about this, she merely smiles, shrugs, and replies, "That's the way it is." Even the priest she's rallying against accuses her of holding the school and parish back from "Progessive education and a welcoming church" in their final speech together.
 * Dean Richmond from The Nutty Professor movies qualifies along with Mean Boss, considering most of his behavior towards Sherman.
 * Dean Alan Halsey of The Re-animator is initially a nice enough fellow but is corrupted by the nasty Dr. Hill into becoming a jerk. Then he's killed by zombies, re-animated and becomes even more of a nightmare to work with.
 * Principal Frank Hockenberry in Principal Takes A Holiday is portrayed as evil for trying to keep a student named John Scaduto in line. Yes, his school wasn't as fun as Fitz's, but a school's primary purpose is education, not fun. Of course, this is semi-justified in that nobody was learning while Hockenberry was in charge. Scaduto is portrayed as justified in doing things that are downright illegal (like hiring an actor to impersonate a principal).
 * Donna Weller in  Kids in America pretty much meets this,

Literature

 * In Harry Potter and the Deathly Hallows, Professor Snape—who has been promoted to headmaster of Hogwarts—in some ways meets this trope, particularly as there doesn't seem to be any kind of higher education after Hogwarts in the wizarding world. Of course,
 * He also subverts this slightly when he uses his position to.
 * Of course, when Dolores Umbridge was in charge in the fifth book, the situation wasn't any better.
 * On the other hand, Dumbledores Army and The Year of Darkness characterizes Snape as this trope taken Up to Eleven.
 * Dr. Bledsoe from the Anvilicious Invisble Man.
 * Very similar example from a primary school setting, Agatha Trunchbull from the children's book Matilda seems to be this trope taken to its irrational extreme, as the headmistress inflicts acts of extreme and horrible violence and cruelty upon her young students, knowing their parents won't believe them.
 * According to Dahl, Truth in Television.
 * Every single adult (with, three exceptions) in The War Between the Pitiful Teachers and the Splendid Kids hates their students, which is unsurprising given that they all reside in a prison school for horrible teachers and smartass kids.
 * Miss Minchin from A Little Princess enslaves Sara Crewe, whom she has always disliked, when the latter loses her fortune.
 * Mr. Krupp of Captain Underpants who, due to brainwashing becomes the titular superhero whenever he hears fingers snapping.

Live Action TV

 * Principal Quark Snyder from Buffy the Vampire Slayer.
 * There is the implication that he isn't actually a teacher. And of course, he is somewhat redeemed by two things: first, the immortal line "Whoaa Summers! You drive like a SPAZZZZ", and telling the Scaled Up Mayor to get the hell off his campus.
 * Vice Principal Gavin Price in Joan of Arcadia. Semi-averted in that the literal Word of God notes that Price isn't actually evil, he just doesn't understand kids.
 * Parker Lewis of course had one of those - Grace Musso. And even she's considered better than Dr. Norman Pankow, director of the neighbouring school.
 * Rowan Atkinson as the headmaster in the "Fatal Beatings" sketch, and the roll call sketch, which had use of Punny Names.
 * Vice-Principal and later Principal Kraft from Sabrina the Teenage Witch.
 * Mr. Woodman on Welcome Back, Kotter.
 * Dr. Samuels on Head of the Class.
 * Deputy Headmaster Mr Broson from Grange Hill.
 * Ms Bitterman from Sonny With a Chance.
 * Mr Howard and Mrs Briggs when they take over the school in an episode of iCarly.
 * Dean Bowman from Greek. Made all the funnier as he's played by Cameron Frye.
 * President Bates on Fifteen Love was often treated as this by the students, and did have a tendency towards allowing students like Sunny, who had major financial backing, to get away with murder. That said, he was really more of a Manipulative Bastard/Stern Teacher cross, and it showed.
 * Dean Borak from Boy Meets World. He was actually played by Paul Gleason, the same actor who played the above-mentioned Principal Vernon in The Breakfast Club.
 * Best of all, Dean Borak openly admitted that he was one of these: "Make no mistake about it, boys, I am a nasty, nasty man."
 * Dean Craig Pelton in Community is normally a subversion of this, usually being more of a friendly but rather inept and slightly creepy and inappropriate administrator (particularly towards Jeff), but he had a go at this trope in "Biology 101" when the surreal antics that peppered the school prompted him to grow a goatee, wear a suit and start acting as more of an authoritarian. Unfortunately, he wasn't very good at that either, and it soon collapsed when he came into conflict with the Vice-Dean of the Air Conditioning Repair annex of his school... who turned out to wield considerably more power than him.
 * Ned's Declassified School Survival Guide: Vice Principal Crubbs fits this, to the point he almost lands the job as principal.

Video Games

 * The video game Bully featured Dr. Crabblesnitch, the head of Bullworth Academy. Indeed, Jimmy actually did end up Mildly subverted in that Crabblesnitch isn't so much evil as merely a bit deluded and clueless about precisely what's going on in his school.
 * He was originally intended to be evil in development, however, but at some point, the creators decided to make him more of a clueless principal and given the right circumstances, a Reasonable Authority Figure.
 * Dean Harding in the original Persona fits this trope to the T. He's nicknamed as Darth Harding at times. His original nickname in Japanese? "Vice Principal Hannya"
 * By Persona2 Innocent Sin/Eternal Punishment, he's still a douchebag.

Webcomics

 * Chainsawsuit's "Boner College" strips feature a Dean Bitterman by the name of "Dean Flaccid".
 * The Inexplicable Adventures of Bob has Dean Martin (no relation) of the Science Department at Generictown University. His Berserk Button is when people ask him how Jerry Lewis is doing.

Web Original

 * In The Saga of Tuck we meet the high school's Principal Nickerson, who thinks a suicide attempt is no reason to skip class and.
 * From the Whateley Universe, we have Amelia Hartford, who - despite not having the central administrative position - still influences quite a few student affairs. A genuine smile from her managed to seriously creep out her student assistant.
 * Hartford has tried to get some of the protagonists expelled, and clearly gives the Alphas preferential treatment. She fits this trope really well. And she seems to be in a 'vice principal' position at Whateley Academy.

Western Animation
"Dean: Hi there! Hello, I'm Dean Peterson, but you can call me Bobby. I just want you to know if you ever feel stressed out from studying or whatever, I'm always up for some hackey sack. Or, hey! If you just want to come by and jam, I used to be the bass player for the Pretenders. Homer:I can't wait to take some of the starch out of that stuffed shirt..."
 * Dean Vernon in Futurama ("Robot Hooooooooouuuuuuusssee!")
 * Trope name comes from Show Within a Show "School of Hard Knockers" featured in the Simpsons episode "Homer Goes To College" (1993), excerpting a prank pulled on 'Dean Bitterman' by two brothers of the wacky 'Chugalug House'. When Homer attends Springfield University, he assumes (or wishes) its laid-back Dean Peterson, who is a complete subversion, to be his nemesis:

"Plimpton: Hello, I'm George Plimpton, founder of the Paris Review. I also played the evil dean in Boner Academy. Homer: You monster! Why did you expel Boogerman!? Plimpton: He replaced my tennis racket with a rubber phallus. Homer: Heh-heh! That was awesome!"
 * A decade later, in "I'm Spelling As Fast As I Can" (2003), Homer meets George Plimpton. He clearly hasn't learned his lesson.


 * Principal Seymour Skinner, of Springfield Elementary, can be one of these in his less sympathetic moments.
 * Homer's high school principal, Mr. Dondelinger, was even moreso.
 * And, of course, Skinner has his own Dean Bitterman in Superintendent Chalmers.
 * Professor Rotwood, upon being promoted to Principal Rotwood, used his position shamelessly to torment title character American Dragon: Jake Long. He was also the victim of pranks by the mundane student body, so...
 * Rotwood is sort of in the same brotherhood as Crocker from Fairly Oddparents, so really, it's only to be expected that no one really respects him, and that he'd go a little power-mad.
 * Dean Toadblatt in the The Grim Adventures of Billy and Mandy (Gunderstank house!).
 * The Gromble qualifies this fully in Aaahh Real Monsters, he's the headmaster of the monster academy.
 * Mr. Lamar Bone from Doug, "One second late and it goes on your permanent record!"
 * Principal Wartz of PS 118 from Hey Arnold!: He's the strict, yet open-hearted principal of the school. In the end of episode "Sids Revenge" He gave Sid detention for bringing a bar of soap to school.
 * Whatever Happened to... Robot Jones?: Principal Madman, He rules Polyneux Middle School with an iron fist.
 * Ms. Monseratte from Growing Up Creepie, She's also Middlington School's official guidance counselor.