Seymour Skinner

Out of genuine concern for the quality of education of his students, most of Skinner's actions revolve around ensuring the school has adequate funding. His constant desperate, and usually ineffective attempts at maintaining discipline are an effort to receive good reviews from the frequent inspections of his capricious, temperamental, and whimsical superior, Superintendent Chalmers - who makes no effort to hide his disapproval of Skinner. These inspections usually turn away due to Bart Simpson's elaborate pranks—which playoff Skinner's desperation for order. Over the years of pranks and inspections, though, Skinner has developed a love-hate relationship with each of them; when Skinner was fired and replaced by Ned Flanders, Bart found pranks less meaningful, due to Flanders's lax approach to discipline.

Seymour Skinner has shown to be a stern and strict principal of Springfield Elementary; at times though he has been clueless and incompetent and overpowered by truant students, apathetic and underpaid teachers and what has been officially classified as "the worst school in the state". He loves school so much to the point where he actually kept the school open during a snowstorm and proceeded to carry on with running it even when the teachers and most of the students didn't show up, which would result in everyone turning against him. Although presenting himself with the self-assured image of an authoritative disciplinarian, Skinner has shown to be a nervous, fidgety man despite his age and position of power he is always milquetoast around his dominating mother and bad-tempered superintendent. It is heavily implied that Skinner's tightfisted, militaristic view of how Springfield Elementary should be run is because of his time in the military as a drill sergeant where his platoon were unruly and uncontrollable buffoons and his tendency to come down hard on truants.

Owing to his militaristic manner of running the Elementary school, he also tended to do meticulous inspections early in the school day, such as placing his finger and stroking the top of a locker to inspect for dust, personally inspecting and comparing the school clock with his pocket-watch to ensure it is accurate down to the very second, measuring the distance between a wall and a waste disposal can, and using a tuning fork to test the ring vibration of a school alarm system, which also gave Superintendent Chalmers, who attempted to go to the Teacher's Lounge at the time without being seen by Skinner to make a secret announcement planning Skinner's 20th Anniversary as School Principal, a very hard time sneaking past him undetected to such an extent that he bluntly said that not only did Skinner have "a rod up [his] butt", but that said rod had its own rod up its butt after barely arriving at the Teacher's Lounge undetected. Skinner's brand of class discipline is considerably harsh from handing out six hundred days detention for the theft of school textbooks to hanging Nelson by the scruff on a coat hook and shaving the hair off of Milhouse when a swear word was shaved into it. Once, he even had Bart disqualified from getting a free tour of the submarine just because he accidentally dragged water into the school, despite his uncharacteristic excellent behavior beforehand.

Skinner drove several vehicles in several episodes. In newer episodes, he owned a Merkur, which has been mentioned in several newer episodes. In older episodes, he owned a Toyota Camry. He also owned a Volvo, which got destroyed by Bart and Milhouse.

Skinner wears a cerulean suit (purple in season 1), grey shoes, a rose petal pink tie, and a lavender shirt. It is sometimes stated that he wears a toupee. He has yellow skin, short, straight, grey hair styled in a generic fashion, and a large nose. Unlike most Simpsons characters, he has a gap between his eyes.

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