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[[folder:Mr. Grayson]]
!!Mr. Grayson
->''You're not that kid with the six arms, are you?''
-->'''Played by:''' Jim Rash

Gwen's stern widower father, who shows he's none too impressed with his daughter's latest flame after Will walks her home from dinner with his parents. He later chaperones at the climactic Homecoming dance. According to Gwen, he's a former Sidekick who retired some time after the death of his wife.
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* ChekhovsGunman: He appears in two brief scenes, once after Will walks Gwen home and again at Homecoming. [[spoiler:So he's not exactly the sort of person you'd figure for a supervillain at first glance...]]
* FourEyesZeroSoul: "Zero soul" is a bit much, but he's definitely an imposing fellow whose half-moon spectacles give the impression of looking down on people. [[spoiler:The "zero soul" part is later played straight given certain revelations about him]].
* GettingCrapPastTheRadar: Why do ''you'' think a man might be concerned that his teenage daughter's boyfriend has six arms?
* OverprotectiveDad: Comes off as overprotective and perhaps even somewhat controlling to his daughter, given that he can get her to leave her boyfriend and come into the house just by jerking his head toward it, and is concerned that said boyfriend might have six arms that he could use to get too hands.
* SmallRoleBigImpact: [[spoiler:Ladies and gentlemen, the man responsible for making our villain who she is today]].
* TheUglyGuysHotDaughter: He's not exactly hideous, but his glasses, dorky sweater-vest, and short height definitely don't lend the impression of someone who could spawn a statuesque knockout like Gwen. [[spoiler:And that's because she ''isn't'' his biologically]].
* WalkingSpoiler: Much like his daughter, you can probably tell this guy has a few secrets from those white spaces.

[[/folder]]



-->'''Played by:''' Jim Rash

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-->'''Played by:''' Jim Rash
[[spoiler:Jim Rash]]

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* GoodParents: As disappointed as he is with Will's placement in the Sidekick community, he truly does want what's best for his son and tries to be as supportive as he can.



* AmazinglyEmbarrassingParents: Josie has a bit of habit of babying Will, much to his embarrassment. Before leaving for school, she talks about embarrassing moments from Will and Layla's childhood.

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* AmazinglyEmbarrassingParents: Josie has a bit of habit of babying Will, much to his embarrassment. Before leaving for school, she talks about embarrassing moments from Will and Layla's childhood.childhood and worries about his first day of school while she and Steve are fighting crime.
-->'''Jetstream:''' Are you sure he'll be okay? What if he forgets his lunch?
-->'''Commander:''' Josie, Josie, you've got to stop babying the boy.


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* GoodParents: Josie is much more accepting of Will's lack of powers and cares more about his life as a whole. This is best shown that even after learning that her son inherited his father's strength, she is still cross at him for getting in a fight that nearly destroyed the cafeteria.
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* ActionDad: He's one of the most popular superheros in the world and only wants his son to follow in his footsteps.


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* AmazinglyEmbarrassingParents: Josie has a bit of habit of babying Will, much to his embarrassment. Before leaving for school, she talks about embarrassing moments from Will and Layla's childhood.
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-->'''Played by:''' Lynda Carter

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-->'''Played by:''' Lynda Carter
Creator/LyndaCarter

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* FinishingEachOthersSentences: They do this on occasion.



* HateSink: Along the same lines as Penny, they don't get much in the way of positive traits.

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* HateSink: Along the same lines as Penny, they don't get much in the way of positive traits. Even ''Layla'' laughs when they get hurt in gym.

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* TheGadfly: Has shades of this at times. He actually has no stake in the Will-Layla-Gwen love chutzpah, but agrees to Layla's [[OperationJealousy fake relationship]] idea just to mess with Will's head.
* HairTriggerTemper: He gets extremely angry with minimal provocation and usually deals with it by using his superpowers.



* SinsOfOurFathers: Everyone at Sky High considers him a pariah, given his father was a supervillain.



* TheGadfly: Has shades of this at times. He actually has no stake in the Will-Layla-Gwen love chutzpah, but agrees to Layla's [[OperationJealousy fake relationship]] idea just to mess with Will's head.
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* ReformedBully: If one pays close attention, there are several hints that he was a bully during his Sky High days, and that one of his victims was [[spoiler:Sue Tenny, the future Royal Pain]]. In the present, the worst he is is an InnocentBigot.
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* {{Troll}}: Has shades of this at times. He actually has no stake in the Will-Layla-Gwen love chutzpah, but agrees to Layla's [[OperationJealousy fake relationship]] idea just to mess with Will's head.

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* {{Troll}}: TheGadfly: Has shades of this at times. He actually has no stake in the Will-Layla-Gwen love chutzpah, but agrees to Layla's [[OperationJealousy fake relationship]] idea just to mess with Will's head.
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* Cool Helmet

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* Cool HelmetCoolHelmet

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* AttackOfTheFiftyFootWhatever: Sets a giant robot on the Commander at the beginning of the movie. It was never intended to win, but its eyeball, which the Commander takes home, had a camera in it, enabling the baddies to observe the Strongholds' Secret Sanctum.

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* AttackOfTheFiftyFootWhatever: Sets a [[HumongousMecha giant robot robot]] on the Commander at the beginning of the movie. It was never intended to win, but its eyeball, which the Commander takes home, had a camera in it, enabling the baddies to observe the Strongholds' Secret Sanctum.


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* CollapsibleHelmet: Wears a helmet that retracts to hide [[spoiler:her identity]].


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* Cool Helmet


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* CoolHelmet
** CollapsibleHelmet


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* PoweredArmor: Wears a high-tech suit of armor.
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* YouWouldntLikeMeWhenImAngry: She doesn't believe in using her powers unless the situation demands it. However, piss her off to the point where she's willing to use them and she's ''terrifying''.

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* BerserkButton: Do ''not'' injure or insult his friends, especially Layla.



* AllOfTheOtherReindeer: He is considered Sky High's pariah due to his father being one of the most despicable supervillains.

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* AllOfTheOtherReindeer: He is considered Sky High's an academic pariah due to his father being one of the most despicable supervillains.



* PlayingWithFire: He has fire powers that can destroy equipment and melt lunch trays.



* LackOfEmpathy: Speed and Lash seem to care about nothing and no one except possibly each other. They even pick on the teachers. [[spoiler:And depending if Speed knew what he was doing to Warren during Save the Citizen, it's entirely possible they're okay with casual murder]].
* LeanAndMean: Lash is a nasty ''thin'' guy.



* LeanAndMean: Lash is a nasty ''thin'' guy.

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* AffablyEvil: She is a very friendly person towards Will. [[spoiler:Too bad she's a supervillain all along]].



* EvilAllAlong: She's [[spoiler:not as affable as she appears to be]].
* FaceHeelTurn: [[spoiler:As Sue Tenny, Gwen was once a hero-in-training at Sky High until she got written off as a science geek, which causes her to enact her EvilPlan.]]
* FreudianExcuse: [[spoiler:Due to being relegated to sidekick status, Sue became an evil supervillain bent on [[CoolAndUnusualPunishment turning all the superheroes into infants]]]].



* NiceJobFixingItVillain: If Gwen hadn't [[spoiler:made Layla cry at the WildTeenParty at Will's house (which itself isn't this since she needed a good distraction to get her hands on the Pacifier), Will would have gone to the dance with her and been incapacitated with the other heroes. Will by staying at home only to arrive later with Ron defeats her in battle and helps save the school]].



* AllOfTheOtherReindeer: He is considered Sky High's pariah due to his father being one of the most despicable supervillains.



* PlayingWithFire: He has fire powers that can destroy equipment and melt lunch trays.



* NiceJobFixingItVillain: Lash made a big mistake in tripping Will so that his lunch spills over Warren Peace. The ensuing fight leads to Will discovering his super powers, which he later uses to literally tie up Lash into a knot during Save The Citizen.



* UnwittingInstigatorOfDoom: He and Josie [[spoiler:inviting Gwen to dinner]] turns out to be the impetus for everything that goes wrong in the film, both the [[LoveTriangle mundane]] and the [[EvilPlan fantastic]].



* UnwittingInstigatorOfDoom: She and Steve [[spoiler:inviting Gwen to dinner]] turns out to be the impetus for everything that goes wrong in the film, both the [[LoveTriangle mundane]] and the [[EvilPlan fantastic]].



* HateSink: As the face of the Hero-Sidekick prejudice that drives the story's conflict, he's definitely a detestable person. [[spoiler:He turns out to have a more functional moral compass than the three bullies, though]].

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* HateSink: Downplayed. As the face of the Hero-Sidekick prejudice that drives the story's conflict, he's definitely a detestable person. [[spoiler:He turns out to have a more functional moral compass than the three bullies, though]].



* {{Jerkass}}: Definitely the nastiest of the teachers, with a resentment of both Sidekicks and heroes more successful than him.
* JerkWithAHeartOfGold: It's ''very'' well hidden, but it's there. [[spoiler:Best demonstrated at the climax, where he rushes to protect the kids from Royal Pain and gets Pacified for his trouble]].

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* {{Jerkass}}: Definitely the nastiest of the teachers, JerkWithAHeartOfGold: Despite being a very bad teacher, with a resentment of both Sidekicks and heroes more successful than him.
* JerkWithAHeartOfGold: It's ''very'' well hidden, but it's there.
him, he cares about his students. [[spoiler:Best demonstrated at the climax, where he rushes to protect the kids from Royal Pain and gets Pacified for his trouble]].



* EvilSoundsDeep: An intimidating bass with a mechanical tinge to it. [[spoiler:This is because she's a teenage girl with a voice scrambler]].

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* EvilSoundsDeep: An intimidating bass with a mechanical tinge to it.it, courtesy of Creator/PatrickWarburton. [[spoiler:This is because she's a teenage girl with a voice scrambler]].

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* RedheadInGreen: Often wears green clothes to contrast with her fiery red hair.



* BrainyBrunette: A dark-haired {{technopath}}.



* ShirtlessScene: Part of his physical comedy is not being able to change fast enough from regular clothes to gym clothes.



-->'''Coach Boomer''': So that's your power? Butt-kissery?



** MakingASplash: Like Zach, a very weakened take on the classic power: all he can do is melt into a puddle.

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** MakingASplash: Like Zach, a very weakened take on the classic power: all he can do is melt into a puddle.puddle that can move.



* ShotInTheAss: [[spoiler:When Ethan makes Speed slip during the climax, Warren throws a fireball at his butt, causing him to crash headfirst into a wall.]]



* EightiesHair: He had a mullet in his yearbook photo.



* LargeHam: It's Bruce Campbell with sonic scream powers; could he be anything else?

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* LargeHam: It's Bruce Campbell with sonic scream powers; could he be anything else?else? He doesn't even need the sonic scream to be hammy.


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* AmazingTechnicolorPopulation: His skin is grey.
* BaldOfEvil: [[spoiler:He's bald in the modern day while acting as Gwen's father.]]

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* TookALevelInBadass: As it turns out, he ''does'' have powers, he just lacked a sufficient stressor to awaken them. He gains SuperStrength about a quarter or so into the film [[spoiler:and {{Flight}} as an EleventhHourSuperpower during his Final Battle with Royal Pain]].

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* SuperpowerfulGenetics: [[spoiler:Will inheriting both his parents' powers is an anomaly. The children of two super parents usually inherit one or the other, or neither -- ''never'' both]].
* TookALevelInBadass: As it turns out, he ''does'' have powers, he just lacked a sufficient stressor to awaken them. He gains SuperStrength about a quarter or so into the film [[spoiler:and {{Flight}} as an EleventhHourSuperpower during his Final Battle FinalBattle with Royal Pain]].


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* UnskilledButStrong: When he gains his strength, his lack of experience in direct combat shows. While his blows are powerful, Will lacks sufficient technique to make his hits really count.
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* ChildhoodFriendRomance: [[spoiler:With Layla. They've been best friends since the first grade]].


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* TookALevelInBadass: As it turns out, he ''does'' have powers, he just lacked a sufficient stressor to awaken them. He gains SuperStrength about a quarter or so into the film [[spoiler:and {{Flight}} as an EleventhHourSuperpower during his Final Battle with Royal Pain]].
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* AlmightyJanitor: She's one of the most powerful kids in the school, but gets shunted into Sidekick class for refusing to show Boomer her power.

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* AlmightyJanitor: She's one of the most powerful kids in the school, but gets shunted into Sidekick class for refusing to show Boomer her power. She also most likely refrained from showing her full power up until Homecoming -- when Will finally awakened his super strength he was moved to the Hero track. If Layla had done the same, she would've been moved up along with him.

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* ShoutOut: We briefly see that Lash has a drawing in his locker that looks a lot like [[Literature/HarryPotter the Dark Mark]].



* MeaningfulName: Possibly unintentional, but in addition to being [[StevenUlyssesPerhero a reference to his power]], his nickname might be a nod to the Baby ''Boomer'' generation, as opposed to Millennials like the protagonists, which fits with Boomer being the "face" of the film's generational conflict theme.



* CoDragons: [[spoiler:With Penny. H'es the actual second-in-command while she's the best fighter]].

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* CoDragons: [[spoiler:With Penny. H'es He's the actual second-in-command while she's the best fighter]].


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* NerdGlasses: [[spoiler:Sports a pair as Mr. Grayson]].


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* SoProudOfYou: Villainous variation, [[spoiler:as he's positively ''gleeful'' at what he's raised his "daughter" to be]].
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-->'''Played by:''' [[spoiler:Mary Elizabeth Winstead]]
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* MeaningfulName: A corny but pretty cool example nonetheless--his father was an infamous supervillain, his mother was a powerful hero. He's the product of ''war and peace''.


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* ShipTease: With the unnamed [[AnIcePerson ice-controlling girl]] at the end. To be frank, [[OppositesAttract it's a fitting match]].


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* UndyingLoyalty: Towards both Steve and Josie. Somewhat deconstructed too, as he worked very hard for both of them but neither seemed to appreciate him for it.


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* NiceGuy: Quite possibly ''the'' nicest in the cast.


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* UndyingLoyalty: It's not explored much, but he seems to have this for the school and, of course, its students.

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* InLoveWithTheMark: [[spoiler:Possibly. She takes Will breaking up with her ''very'' badly, even though she already had the Pacifier by that point, indicating she actually intended on keeping him around afterwards; what her endgame plan for him was is never revealed. She also looks genuinely worried when Will takes a nasty hit from Speed during Save the Citizen]].



* {{Cloudcuckoolander}}: Very eccentric, and not what you'd call smart, but lovable all the same.



* JerkJock: Sky Hugh's best Save the Citizen players, and don't you ''ever'' forget it.

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* JerkJock: Though they don't fit the usual super-muscular physical type, they're Sky Hugh's High's best Save the Citizen players, and don't you ''ever'' forget it.


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* HiddenDepths: She's mentioned to be a pinball aficionado, and there's a machine themed after her and her husband in the Sanctum.


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* ComedicSociopathy: Gives a little evil chuckle when things start getting painful during the Save the Citizen match.


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* StevenUlyssesPerhero: As seen in his yearbook photo, his real name is "Tommy Boomowski."
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* ShoutOut: Much of his character would seem to be a reference to Bruce Campbell's StarMakingRole, [[Film/EvilDead Ash Williams]], and his "Boomstick."

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* ShoutOut: Much of his character would seem to be a reference to Bruce Campbell's StarMakingRole, [[Film/EvilDead [[Franchise/EvilDead Ash Williams]], and his "Boomstick."

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* FireForgedFriends: By the end of the film, he and Will are best friends thanks to all they've been through together.



* MisunderstoodLonerWithAHeartOfGold: H'es actually nothing like his dad, not that anyone gives him the chance to prove it.

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* MisunderstoodLonerWithAHeartOfGold: H'es He's actually nothing like his dad, not that anyone gives him the chance to prove it.


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* WhiteSheep: The good son of a famous villain.
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* EvilCannotComprehendGood: In a manner; She is genuinely caught off guard by Will's integrity to stand by his Sidekick friends instead of dropping them to join the popular crowd. [[spoiler:It probably has to do with the fact she was a branded a loser when she went to Sky High the first time.]]
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** VoluntaryShapeshifting: Into a ball of light called an "action comet" on the film's website. It's never precisely made clear what it can do, but it at least allows her to fly.

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** VoluntaryShapeshifting: Into a ball of light called an "action "astro comet" on the film's website. It's never precisely made clear what it can do, but it at least allows her to fly.
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* AdultsAreUseless: They're reaLly not very competent at all, and never listen to what the kids have to say for the most part.

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* AdultsAreUseless: They're reaLly really not very competent at all, and never listen to what the kids have to say for the most part.part. Ironically enough, the most competent adult is the bus driver.
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* AdultsAreUseless: They're readily not very competent at all, and never listen to what the kids have to say for the most part.

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* AdultsAreUseless: They're readily reaLly not very competent at all, and never listen to what the kids have to say for the most part.



-->'''Played by:''' Creator/ClorisLeachman

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-->'''Played by:''' Creator/ClorisLeachman
Cloris Leachman
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* {{Revenge}}: The primary motive of the mastermind and Stitches, [[spoiler:revealed to be against Sky High itself for what its FantasticCasteSystyem did to Sue Tenny]].

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* {{Revenge}}: The primary motive of the mastermind and Stitches, [[spoiler:revealed to be against Sky High itself for what its FantasticCasteSystyem FantasticCasteSystem did to Sue Tenny]].
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* OfficialCouple: [[spoiler:After much suffering, she does finally end up with Will]].
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The characters of the 2005 Disney superhero film ''Film/{{Sky High|2005}}''.

[[foldercontrol]]
!The Kids
[[folder:In General]]
* AllOfTheOtherReindeer: It's tradition for the "Hero" class students to dunk on the "Sidekicks," which the Sky High administration seems to tolerate.
* ColorCodedCharacters: Each one has a color or two they primarily wear, and together the seven main kids form a complete rainbow.
* FantasticCasteSystem: Sky High enforces a system called "Power Placement" whereby people with traditionally cool powers become superheroes and people with "useless" posters are stuck as {{Sidekick}}s.
* IncompletelyTrained: Well, yeah, they're still in high school.
* OrdinaryHighSchoolStudent: Most of them, just with the addition of superpowers.
* WhatKindOfLamePowerIsHeartAnyway: This question is the bane of the Sidekicks' existence.
* WiseBeyondTheirYears: Many of them raise some very good points about how the school is run that the adults don't listen to.
[[/folder]]

[[folder:Will]]
!!William Theodore "Will" Stronghold
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/will_2.jpg]]
->''“If life were to suddenly ‘get fair’ I doubt it would happen in high school.”''
-->'''Played by:''' Michael Angarano

Son of the two highest-ranking superheroes in the world, the Commander and Jetstream, fourteen-year-old Will begins his freshman year at his parents’ alma mater with big shoes to fill and, to quote him, “one small problem” – he has no superpowers whatsoever. Though he’s concocted elaborate ruses to convince his parents he’s inherited his father’s super strength, his powerlessness is laid bare before the whole school and he ends up stuck in the inferior “Sidekick” track along with his best friend Layla. From there, he befriends fellow sidekicks Zach, Ethan, and Magenta, falls for the lovely Gwen (while remaining oblivious to Layla’s own feelings for him), and makes a quick enemy of Warren Peace, son of his father’s nemesis, a confrontation with whom reveals he might not be as helpless in the world of superhumanity as he seems.

----
* {{Adorkable}}: A typical gawky teenage boy. [[spoiler:Even during the final battle, he's improvising pretty much everything]].
* BerserkButton: Do ''not'' injure or insult his friends, especially Layla.
* BetrayalByInaction: After he manifests his powers and starts dating Gwen, the popular crowd conspires to keep him away from his Sidekick friends. He's clearly uncomfortable, but he doesn't question it either [[spoiler:until they make Layla cry and throw a party in his house without permission]].
* TheCallPutMeOnHold: When Warren threatens his friends in the cafeteria, he manages to manifest his SuperStrength. [[spoiler: Later, he gains his mother's {{flight}} when Royal Pain nearly kills him]].
* ColorCodedCharacters: Red, white, and blue, like his parents. In the main cast rainbow, he's the "blue."
* CorruptTheCutie: Definitely endearingly awkward, and he nearly abandons the things that matter to him after becoming popular. [[spoiler:He pulls himself back]].
* CrushFilter: When he looks at Gwen, the focus becomes softer and the '80s song "True" starts to play.
* LoveTriangle: At the center of one, with Gwen and Layla as the "angles."
* MeaningfulName: Will as in willpower, ''Strong''hold as in SuperStrength.
* MoralityChain: Layla is this to him. [[spoiler:When Gwen makes her cry at the party, he breaks up with her on the spot, despite not even knowing exactly what she said, and throws all the popular kids out of his house]].
* MuggleBornOfMages: Starts the story as this, but gains SuperStrength later on [[spoiler:and eventually flight, as well]].
* NiceGuy: A level-headed and nonviolent kid, who always tries reasoning with his enemies before fighting.
* NonActionGuy: Despite wielding SuperStrength, he'd much rather talk out his differences with his enemies than fight. Shame he keeps pressing their {{Berserk Button}}s.
* OfficialCouple: Gwen is his love interest. [[spoiler:But when that relationship sinks, he starts a new one with his longtime admirer Layla]].
* ScoobyDooHoax: He concocts elaborate ruses to make it seem like he has powers at first, so he doesn't have to tell his parents he's powerless.
* StockSuperpowers:
** SuperStrength: Inherited from his father, and manifested when Warren threatens his friends during their fight.
** {{Flight}}: Boomer tries to test to see if he's inherited this from his mother, which just gets him launched into a hard pillar and injured. [[spoiler:Gains it for real at the end when Gwen tosses him off the edge of the school]].
* UnfazedEveryman: As a "normal" person growing up among super humans, he's amusingly nonplussed by the weirdness surrounding him.
[[/folder]]

[[folder:Layla]]
!!Layla Williams
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/layla_6.jpg]]
->''"I'm not into labels."''
-->'''Played by:''' Creator/DaniellePanabaker

Will’s neighbor and best friend since first grade, Layla is an impassioned feminist and environmental activist who starts Sky High along with him. She’s an extremely powerful [[GreenThumb chlorokinetic]], but her refusal to submit to the school’s Power Placement system lands her in the Sidekick track along with the seemingly powerless Will. She also suffers from angsts of a considerably more mundane form – namely long-harbored feelings for her best friend that she’s too shy to tell him about, which in turn leads her by chance to an unlikely friendship with Will’s rival Warren, who encourages her to speak up.

Her mother is a heroine who can speak to animals and her father is a normal human.

----
* AlmightyJanitor: She's one of the most powerful kids in the school, but gets shunted into Sidekick class for refusing to show Boomer her power.
* BettyAndVeronica: Betty to Will's Archie and Gwen's Veronica.
* ColorCodedCharacters: Green, naturally, which is her color in the man cast rainbow.
* CurbStompBattle: [[spoiler:Once she's provoked into using her powers on them, Penny and her clones go down instantly]].
* TheCutie: A sunny, pretty, and kind teenage girl.
* {{Deuteragonist}}: The story's second most important character, with her own mundane arc of dealing with the LoveTriangle she's stuck in, contrasting Will's more fantastic main plot.
* EarnYourHappyEnding: ''Does she ever''. [[spoiler:She defeats one of her prominent bullies, in the process proving she has Hero-worthy powers, confesses her feelings to Will, who reciprocates, and gets to share a Homecoming dance with him ''in midair'']].
* GodwinsLaw: Says Power Placement "sounds fascist."
* GranolaGirl: A passionate environmentalist, to the point she moves other people's recyclables from the trash bin if they're thrown away. She's not mocked by the narrative for it, though.
* HeroesWantRedheads: A red-headed love interest for the main character.
* HollywoodNerd: Pretty variety, of course.
* LoveTriangle: Stuck on the losing end of one, much to her chagrin. [[spoiler:She pulls through]].
* MoralityChain: She is this to Will, to the point that [[spoiler:he breaks up with Gwen and throws all the popular kids out of his house once they make her cry, without even knowing the exact context of the altercation]].
* MoralityPet: She's ''this'', meanwhile, to Warren, as she uses him as a sounding board for her problems, leading to him taking a shine to her and gradually shedding his tough guy exterior for her.
* TheNotLoveInterest: Warren is this to her. She pours out her angsts over her datelessness to him, and by interacting with her, he becomes less of a sourpuss [[spoiler:and eventually befriends the main gang]]. The two are so integral to each other's CharacterDevelopment that many fans feel [[RelationshipWritingFumble the "not" part is debatable]].
* OOCIsSeriousBusiness: She definitely senses something is ''very'' wrong when she sees that [[spoiler:her kind, humble best friend seems to be throwing a WildTeenParty at his house]].
* OperationJealousy: She and Warren hit on the idea to pretend to date to annoy Will, her to make him jealous, him... [[{{Troll}} to annoy Will]].
* ShoutOut: There's been speculation that she's named for Laurey Williams, the heroine of ''Theatre/{{Oklahoma}}''. Not only do their names sound similar, but the show is mentioned in the movie in the context that the future Commander and the future Baron Battle fought over the male lead role of Curly, Laurey's love interest, while they were at Sky High - and Layla's own romantic prospects happen to be the two men's sons. For bonus points, Laurey is also involved in a love triangle (though she's the one in the middle) and the show also includes a character named Will who is involved in a completely different [[BetaCouple B-plot love triangle]].
* StockSuperpowers:
** GreenThumb: A ''very'' strong chlorokinetic, [[spoiler:to the point where she defeats a senior Hero effortlessly]].
* UnluckyChildhoodFriend: It's not known how long she's been crushing unrequitedly on Will for, but it's implied to have been a long time. [[spoiler:Her patience pays off in the end]].
[[/folder]]

[[folder:Gwen]]
!!Gwendolyn "Gwen" Grayson
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/gwen_3.jpg]]
->''“If you just follow these simple instructions, I promise you will not fall off the edge of the school.”''
-->'''Played by:''' Creator/MaryElizabethWinstead

Sky High’s glamorous student council president, head of the homecoming committee, and all-around most popular girl in school, Gwen is a powerful {{technopath}} and a senior Hero. She’s normally a kind person, but is known to be somewhat insensitive to the suffering of students on the Sidekick track. Will falls hard for her, and she reciprocates after his fateful confrontation with Warren, but the popularity his newfound relationship brings drives a wedge between him and his Sidekick friends, and he soon learns that like many seemingly-ideal people, Gwen is a woman of plentiful secrets.

Her mother is a deceased heroine with the same powers and her father a retired sidekick.
----
* HundredPercentAdorationRating: To Will, she's a goddess, and it's implied most of the school sees her the same way.
* BettyAndVeronica: Veronica to Will's Archie and Layla's Betty.
* BitchInSheepsClothing: [[spoiler:Not just any old bitch, but an outright supervillain]].
* TheCharmer: A very pretty and charismatic young lady.
* ColorCodedCharacters: Pink, light purple, and white. The "violet" in the main cast rainbow.
* InnocentlyInsensitive: Once she and Will start dating, several of her actions seem to discourage his Sidekick friends from continuing to hang out with him, whether she notices she's doing it or not. [[spoiler:Likely not so innocent]].
* LovableAlphaBitch: Popular and occasionally inadvertently rude, but generally a pleasant person. [[spoiler:Later revealed to be a straight example of an AlphaBitch]].
* LoveInterestTraitor: [[spoiler:The hero's girlfriend is the BigBad? Who'da thunk?]]
* MissingMom: Died when she was a baby.
* MsFanservice: We get to see her in a backless tank top and a very low-cut Homecoming gown.
* OfficialCouple: She is Will's love interest. [[spoiler:As one might tell from some of these other tropes, it goes pear-shaped]].
* PeerlessLoveInterest: Will sees her as his ideal partner, to the great irritation of his best friend Layla.
* PetTheDog: [[spoiler:She fixes the Strongholds' garbage disposal, seemingly without any villainous reason to do so]].
* PinkMeansFeminine: Definitely the girly-girl of the cast, and dresses mainly in various shades of pink.
* TheReveal: Gwen's hiding quite a few things from the world at large, and they're revealed like peeling back the layers of an onion. [[spoiler:She first reveals she's Royal Pain, then she speaks in Patrick Warburton's voice, revealing she's the cloaked mastermind as well, and is finally unveiled as the ''original'' Royal Pain, Sue Tenny, ''reborn'']].
* SexyBacklessOutfit: Wears a backless tank top [[spoiler:to the party she throws, where she really ratchets up her seduction of Will]].
* ShoutOut: '''Gwen''' [[Comicbook/SpiderMan Stacy]], an iconic superhero love interest, and [[Comicbook/{{Batman}} Dick]] '''Grayson''', an iconic sidekick. Gwen is a hero's love interest [[spoiler:and, as a villain, is motivated by the fact that she, or rather Sue Tenny, was stuck in sidekick class and bullied at Sky High]].
* StatuesqueStunner: The tallest of the girls, and considered the most attractive. She's even noticeably taller than her boyfriend Will.
* StockSuperpowers:
** {{Technopath}}: Provides the name and the page image, though the power did exist previously.
* StudentCouncilPresident: Her role at Sky High.
* UglyGuysHotDaughter: Her surviving parent is her father, who is shown to be a short and weedy balding man sporting NerdGlasses, while Gwen herself is a bombshell.
* WalkingSpoiler: If those white spaces didn't tip you off, she's subject to the biggest twist of the kids.
* WoobieDestroyerOfWorlds: [[spoiler:Raised all her life by a crazed VillainousHarlequin to be the instrument of a decades-spanning revenge scheme - not hard to see why she's a bit off her gourd, no?]]
[[/folder]]

[[folder:Warren]]
!!Warren Peace
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/warren_19.jpg]]
->''"Nobody talks about my father."''
-->'''Played by:''' Steven Strait

A pyrokinetic sophomore (probably, see below) Hero at Sky High, Warren is the school’s resident pariah, for one very simple reason – his father, Baron Battle, is one of the worst supervillains to ever live. Solitude suits Warren just fine, however, as he doesn’t like much of anyone else, either. Their fathers’ animosity makes him a quick enemy of Will, but he shows his softer side when he stumbles upon a dejected Layla while working at his part-time job at a Chinese restaurant and strikes up an OddFriendship with her, helping her deal with her issues as she helps him come out of his shell.
----
* TheAloner: Seems to enjoy solitude (to the extent he enjoys anything), to the point that he discourages others from sitting at his lunch table.
* AntiHero: Definitely a darker character than the other main kids, but by no means an actual villain.
* BerserkButton: As mentioned above, ''do not'' mention his supervillain dad.
* ColorCodedCharacters: Red and black. The "red" in the main cast rainbow.
* LoserSonOfLoserDad: Despite being in Hero class, he's ostracized at school due to everyone being worried he'll turn out like his father. He seems to enjoy solitude, though.
* MisunderstoodLonerWithAHeartOfGold: H'es actually nothing like his dad, not that anyone gives him the chance to prove it.
* MoralityPet: Layla serves as this to him, as he gives her relationship advice and she becomes the first person he genuinely seems to like. [[spoiler:He also tries to protect her several times during the final battle]].
* MrFanservice: A hunky, TallDarkAndHandsome teenage boy played by an ex-model. The director himself said he was intended to be a character teen girls in the audience would fall for.
* PerpetualFrowner: Rarely seen without his trademark scowl, at least until he meets Layla.
* PetTheDog: Any of his interactions with Layla, at least before [[spoiler:the climax, where he shows he truly was GoodAllAlong]].
* PunnyName: Get it, ''Literature/WarAndPeace''?
* RedHerring: The film's marketing played him up as the probable BigBad, which is ''very'' far from the truth.
* TheRival: Is initially this to Will, due to their fathers' animosity.
* SeriesContinuityError: While his school year is never actually stated in the film, the supplemental materials disagree on whether he's a freshman or a sophomore. Sophomore is generally assumed because he doesn't go through Power Placement with the other incoming freshmen.
* SkunkStripe: Has a streak in his hair dyed red.
* StockSuperpowers:
** PlayingWithFire: He's a pyrokinetic.
* TallDarkAndHandsome: The second tallest character (after Zach), and very attractive and brooding.
* {{Troll}}: Has shades of this at times. He actually has no stake in the Will-Layla-Gwen love chutzpah, but agrees to Layla's [[OperationJealousy fake relationship]] idea just to mess with Will's head.
* WhenHeSmiles: Watch him light up when he agrees to Layla's OperationJealousy plan.
[[/folder]]

[[folder:Zach]]
!!Zachary "Zach" Braun
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/zach.jpg]]
->''“Uh, yeah, um, when do we pick our names and costumes? Because I call dibs on ‘Zach Attack.’”''
-->'''Played by:''' Nicholas Braun

Yet another freshman Sidekick, Zach is a previous acquaintance of Will and Layla whose only power is glowing in the dark. Despite the limited utility his ability provides, Zach is a confident and good-hearted (if a bit dim) young man who believes he will be a great hero one day, even with all the world telling him otherwise. His closest friend, and possibly more, is Magenta.
----

* AllThereInTheManual: His last name isn't mentioned in the movie itself.
* BetaCouple: His relationship with Magenta develops in the backdrop of the stormy Will-Gwen-Layla triangle, and from what we see of it, which admittedly isn't much, it has a lot less drama to it.
* ButtMonkey: He's subject to the most physical comedy of all the characters in the movie.
* ColorCodedCharacters: Neon yellow and white. The "yellow" of the main cast rainbow.
* TheDanza: Nicholas Braun as Zach Braun.
* HugeGuyTinyGirl: He's the tallest guy, and he's interested in the shortest girl, Magenta.
* ImpliedLoveInterest: Technically speaking it's never explicitly stated he and Magenta are an item, but it's very strongly insinuated.
* LargeHam: Really loves to talk about how amazing his power is, even though it... isn't.
* NonActionGuy: One of the few characters in the movie with no combat capability at all.
* PrettyFlyForAWhiteGuy: Has this fashion choice and behavior at various points.
* StockSuperpowers:
** LightEmUp: A very, very weak version - all he can do is glow in the dark.
* SuperZeroes: Even by Sidekick standards his power is pretty unimpressive, and he contributes the least to the final battle even with PlotTailoredToTheParty in full effect.
[[/folder]]

[[folder:Magenta]]
!!Magenta Lewis
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/magenta.jpg]]
[[caption-width-right:350:[[labelnote:Click here for guinea pig form]]http://static.tvtropes.org/pmwiki/pub/images/magenta_gp.jpg[[/labelnote]]]]
->''"Bite me.''"
-->'''Played by:''' Kelly Vitz

A cynical and {{goth}}y freshman Sidekick, Magenta meets Will and Layla on the bus to Sky High along with Ethan and quickly becomes part of their circle of friends. Her power is shapeshifting, with an unfortunate twist – she’s limited to the form of a purple guinea pig. She resents her Sidekick placement but is virtually unfazed by everything else, including staring down Warren Peace, and shares a special bond with Zach.
----
* AllThereInTheManual:
** The official website says her nickname is "Maj," but it's never actually used in the film.
** Like Zach, her last name isn't mentioned either.
* ColorCodedCharacters: Despite her name, dark purple and black. The "indigo" in the main cast rainbow.
* DeadpanSnarker: Always on hand to offer some cynical humor pertinent to whatever's going on at the moment.
* {{Goth}}: Snarky, cynical variety rather than [[PerkyGoth perky]].
* HeartIsAnAwesomePower: She really pulls through at the climax, when [[spoiler: she has to go down a tiny duct to fix the school's sabotaged anti-gravity device]].
* ImpliedLoveInterest: As stated in Zach's entry, she's this to him. They even take each other to Homecoming, on the basis that they both hate Homecoming.
* MagicPants: Her clothes shapeshift with her, and seem to take the form of a purple streak in her guinea pig form's fur.
* OppositesAttract: The snarky shapeshifting goth has a thing for the bright, hammy glowing kid.
* StockSuperpowers:
** {{Animorphism}}: Limited to a purple guinea pig.
* WireDilemma: [[spoiler:Has to chew through the right wire to shut off the device Royal Pain used to sabotage the school's anti-gravity generator. ''All'' the wires are red, but she does manage to find the right one]].
[[/folder]]

[[folder:Ethan]]
!!Ethan Bank
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/ethan_9.jpg]]
->''"I feel extremely dangerous!"''
-->'''Played by:''' [=DeeJay=] Thomas

The last of Will’s quartet of friends, Ethan is a bright freshman Sidekick who first meets him on the bus along with Magenta. His power is melting into a mobile puddle of orange liquid; Coach Boomer is less than impressed. When it comes to established superheroes he’s something of a fanboy and a suck-up, and is a frequent target of Lash and Speed’s bullying. To say he’s a total wimp, however, would be a gross oversimplification, and he possesses a legitimate drive to be a great hero.
----
* {{Adorkable}}: Even in comparison to Will, he's awkward, and all the more endearing for it.
* AllThereInTheManual: Like Zach and Magenta, his last name isn't mentioned in the movie.
* BlackAndNerdy: Complete with big NerdGlasses.
* BringMyBrownPants: Spontaneously melts during the cafeteria fight when staring down an enraged Warren, in what seems to be a [[DoesThisRemindYouOfAnything reference]] to this trope.
* ButtMonkey: A much more PlayedForDrama example than Zach, as he's the target of serious bullying by Lash and Speed.
* ColorCodedCharacters: Orange and while, like a creamsicle. The "orange" in the main cast rainbow.
* TheDogBitesBack: [[spoiler:After being tormented by Lash and Speed the whole movie, he gets his revenge when they reveal themselves as villains during the climax. He dunks Lash's head in the toilet, just as Lash had done to him earlier, and slips up Speed to enable Warren to take him out]].
* {{Fanboy}}: Of established heroes, such as the Commander and even Sonic Boom.
* HeartIsAnAwesomePower: For instance, melting enables you to [[spoiler:set up a sneak attack on a more traditionally-powerful super-being. Lash never saw him coming]].
* MotorMouth: Tends to get quite talkative when meeting an older hero.
* ProfessionalButtKisser: Has a tendency to suck up to higher-ranked heroes, even Speed and Lash when they're tormenting him.
* StockSuperpowers:
** MakingASplash: Like Zach, a very weakened take on the classic power: all he can do is melt into a puddle.
* TookALevelInBadass: He seems to find some new ways to use his powers over the course of the movie, such as [[spoiler:the ability to flow ''vertically', enabling him to take down Lash]].
[[/folder]]

[[folder:Penny]]
!!Penny Lent
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/penny_2.jpg]]
->''"How sweet. I hate sweet."''
-->'''Played by:''' Malika and Khadijah Haqq

Sky High’s second most popular student, Penny is a senior Hero and a [[MesACrowd self-duplicator]] whose clones comprise the Sky High cheerleading squad in its entirety. She’s a distinctly less pleasant person than her best friend Gwen, and though she tolerates Will after he and Gwen hook up, she plays a significant role in isolating his friends in Sidekick class from him.
----
* ActingForTwo: [[InvertedTrope Inverted]]; she's played by twin sisters.
* AlphaBitch: An attractive, arrogant cheerleader who loathes everyone lower than her on the high school pecking order.
* BlackBestFriend: Has this role to Gwen.
* TheCheerleader: Thanks to her power, she's Sky High's entire cheerleading squad.
* TheDragon: [[spoiler:Gwen's primary muscle in her evil scheme]].
* FantasticRacism: Loathes "Hero Support" and, really, anyone less popular than she is.
* HateSink: Quite possibly the only character in the film without a single redeeming quality. She proves her HateSink mettle being being the prime mover of Will's isolation from his friends.
* {{Jerkass}}: She's an exceptionally unpleasant and bigoted person.
* JerkWithAHeartOfJerk: [[spoiler:Unlike Warren, she truly is rotten to the core, and proves it by joining her BFF Gwen's squad of villains]].
* SoLongSuckers: [[spoiler:Locks the attendees of the Homecoming dance in the gym to be Pacified, and blows a condescending kiss at them as she leaves]].
* StockSuperpowers:
** MesACrowd: She's a self-duplicator who's an entire cheerleading squad unto herself.
[[/folder]]

[[folder:Lash and Speed]]
!!Lash and Speed
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/lash_speed.jpg]]
->''“Gonna hang with us this year? Help us bring some pain to the sidekicks?”''
-->'''Played by:''' Jake Sandvig and Will Harris

The thin Lash and portly Speed are Sky High’s resident bullies and {{Jerk Jock}}s, with the power of elasticity and super speed respectively. They’re Hero-class seniors, but are hardly heroic people - Ethan and Zach are favorite targets of theirs (though they pick on pretty much anyone, even teachers), and they also happen to be undefeated players at Save the Citizen, one of Sky High’s sports of choice, in which they, rather worryingly, always choose to play for the “Villain” team.
----
* {{Acrofatic}}: Speed may be overweight, but that doesn't stop him from being an effective user of his power.
* BavarianFireDrill: One of the hustles they're seen performing is extorting money from incoming freshmen by posing as the "Sky High Welcoming Committee."
* TheBully: Classic variety, with swirlies, stuffing into lockers, and so on.
* CardCarryingVillain: They always play for the "Villain" team in Save the Citizen, [[spoiler:leaving it little surprise when they turn out to ''actually'' be villains]].
* FatAndSkinny: Speed and Lash, respectively.
* FatBastard: Speed is a nasty, overweight guy.
* HateSink: Along the same lines as Penny, they don't get much in the way of positive traits.
* {{Jerkass}}: They even bully Mr. Boy and Ron, who are ''staff members''.
* JerkJock: Sky Hugh's best Save the Citizen players, and don't you ''ever'' forget it.
* JerkWithAHeartOfJerk: [[spoiler:Like Penny, there's really nothing good about them, and they prove it by joining Gwen's coalition of villains at the end]].
* KickTheDog: More or less everything they do, but one example sticks out: while playing Save the Citizen against Will and Warren, speed repeatedly runs in circles around Warren, creating a vortex to suck away his oxygen, which both snuffs out his flames and renders him unable to breathe, nearly ''killing'' him.
* LeanAndMean: Lash is a nasty ''thin'' guy.
* OnlyKnownByTheirNickname: Speed and Lash are the only names they ever get; even teachers call them that.
* StockSuperpowers:
** SuperSpeed: Speed, naturally.
** RubberMan: Lash is a stretching superhuman.
* TooFastToStop: Speed's AchillesHeel, and how he's defeated both at Save the Citizen [[spoiler:and at the climax]].
* {{Troll}}: Provoke Will into a fight with Warren just for amusement, then ensure the two are paired up against them for Save the Citizen.
[[/folder]]

!The Adults
[[folder:In General]]
* AdultsAreUseless: They're readily not very competent at all, and never listen to what the kids have to say for the most part.
* {{Cloudcuckoolander}}: The adult men are all extremely eccentric, the women to a lesser extent.
* RudeHeroNiceSidekick: The Sidekicks are far more pleasant than the Heroes by and large.
[[/folder]]

[[folder:Steve]]
!!Steve Stronghold/The Commender
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/steve.jpg]]
->''“I know every kid thinks his dad’s invincible and I nearly am, but who knows, maybe next time I punch a meteor headed toward Earth… I’ll be the one who shatters into a million pieces.”''
-->'''Played by:''' Creator/KurtRussell

The most successful superhero in the world, Steve Stronghold is the Commander, wielding the powers of super strength and invulnerability, Josie’s husband, and Will’s father. He wants nothing more than for his only child, Will, to join him on the battlefield, and with this pressure bearing down on him, Will take steps to convince his father he’s inherited his powers. He’s not always the most intelligent or tactful person, but he does love his son and eventually learns to accept him, powerlessness and all. His civilian identity is as the most successful realtor in the city of Maxville, along with his wife.
----

* TheAce: The most powerful and popular superhero in the world! [[spoiler:Still needs his kid to save him at the climax, though]].
* ArchEnemy: Had one in Baron Battle, who he shipped off to four consecutive life sentences. It's not stated if he has one particular nemesis in the present.
* BattleCouple: With his wife.
* BigGood: Seems to be this for the superhero community at large.
* BumblingDad: He is most certainly not the brains of the Stronghold household, though he's apparently a legitimately good real estate agent.
* TheCape: A stereotypical superhero, complete with actual cape.
* ColorCodedCharacters: A very patriotic red, white, and blue, shared with his wife and son.
* CondescendingCompassion: Has shades of this toward Will's friends.
* CurbStompBattle: [[spoiler:Royal Pain defeats him at Homecoming with one blast of the Pacifier]].
* DoesNotKnowHisOwnStrength: Particularly when he's mad - he keeps a large number of identical phones for when he presses the buttons too hard.
* InnocentBigot: He shows some passive prejudice against sidekicks, possibly inherited from his own father who is never seen and may be deceased. [[spoiler:He wises up by the end of the movie]].
* LargeHam: He has quite the ego on him, though he's mostly a good guy.
* LegacyCharacter: Inherited his superhero career from his father, and plans on passing his own down to Will.
* ShipperOnDeck: Seems to be shipping his son with Gwen. [[spoiler: It costs him]].
* StevenUlyssesPerhero: Steve ''Strong''hold has SuperStrength.
* StockSuperpowers:
** SuperStrength: His power.
** SuperToughness: Apparently as a side effect of his strength.
** FlyingBrick: His wife carries him into battle and literally throws him at bad guys.
* UnstoppableRage: He ''really'' loses his temper when he thinks Boomer intentionally flunked Will out of Power Placement to spite him, though to his credit he does ''not'' take it out on his son.
[[/folder]]

[[folder:Josie]]
!!Josie [=DeMarco=] Stronghold/Jetstream
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/josie_9.jpg]]
->''“Okay, so maybe we won’t be the Stronghold Three, the greatest family of superheroes the world has even known. But we will be the Stronghold Three, the greatest family the world has ever known.”''
-->'''Played by:''' Kelly Preston

The more intelligent half of the Stronghold power couple, Josie is the world’s second most successful hero under the codename Jetsream, with the power of supersonic flight and an expertise in martial arts as well. She tries her best to rein in both her husband’s eccentricities and her son’s teenage angst, and is more accepting of his powerlessness than Steve is.
----
* TheAce: Along with her husband, though she's humbler about it.
* AllThereInTheManual: Her maiden name, [=DeMarco=], is spoken only in the alternate opening seen on the DVD.
* BattleCouple: With her husband.
* CurbStompBattle: [[spoiler:Goes down instantly to the Pacifier right after her husband]].
* MsFanservice: As seen above, her costume strongly emphasizes her cleavage.
* OnlySaneMan: As mentioned, she tries to keep a lid on all the weird things that go on in the Stronghold house.
* SatelliteCharacter: Isn't nearly as important to the story as her husband is.
* StockSuperpowers:
** {{Flight}}: Supersonic, to be specific.
** FlyingBrick: When teamed up with her husband, who she literally carries into battle.
* WomenAreWiser: It's stated she handles the scientific side of the Strongholds' superhero career, and also acts as a voice of reason to her husband and son.
[[/folder]]

[[folder:Principal Powers]]
!!Principal Powers
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/powers_6.jpg]]
->''"Comets, away!"''
-->'''Played by:''' Lynda Carter

Sky High’s head teacher, with the ability to transform into a ball of light. She’s first seen introducing the freshmen to the school prior to Power Placement, and also shunts Will and Warren off to detention following their fateful cafeteria brawl. Probably the most “normal” of the Sky High staff seen, she’s long since been desensitized to the wackiness of her subordinates.
----
* AdultsAreUseless: She's pretty ineffective at regulating both the Hero-Sidekick tensions and actual supervillain attacks.
* BigGood: As the highest-ranked teacher in the story, though she doesn't really do much.
* CastingGag: Lynda Carter is best known for playing Comicbook/WonderWoman in the 1970s TV series.
* MoreExpendableThanYou: [[spoiler:She gets Pacified at the climax because she wants to get the kids out of the gym first]].
* MsExposition: Her opening speech informs the incoming freshmen about the school and Power Placement.
* ReasonableAuthorityFigure: She's not a bad person and cares about her students, though she's definitely willing to discipline them.
* ShoutOut: After resisting it the entire movie, she says "I'm not Wonder Woman, you know" [[spoiler:while chiding the imprisoned villain kids for their actions]], as a doffing of the hat to Lynda Carter's most famous role.
* SternTeacher: Has shades of this when sticking people in detention, understandably.
* StockSuperpowers:
** VoluntaryShapeshifting: Into a ball of light called an "action comet" on the film's website. It's never precisely made clear what it can do, but it at least allows her to fly.
* WhatASenselessWasteOfHumanLife: Nobody actually dies, but she says something similar to this [[spoiler:when chiding the villain kids for throwing away all their potential at the denouement]].
[[/folder]]

[[folder:Mr. Boy]]
!!Mr. Jonathan Boy (formerly All-American Boy)
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/mr_boy.jpg]]
->''“Why, without Hero Support, there wouldn’t be any heroes! Alright there’d probably be heroes, but they’d be very lonely! Lonely heroes indeed!”''
-->'''Played by:''' Dave Foley

Formerly All-American Boy, sidekick to The Commander, a now thoroughly past his prime Jonathan Boy is the homeroom teacher to the freshman Sidekick class. Seemingly completely forgotten by his old partner, to the point that Will didn’t even know he existed, Mr. Boy tries his best to spin the sidekick profession as a noble trade, but is transparently sad, lonely, and insecure. His powers are unknown, but according to him he “still does a little freelance.”
----
* ButtMonkey: Falls victim to a lot of slapstick, including being picked on by Speed and Lash.
* CampStraight: He talks about superhero fashion and is generally kind of swishy, but he's also still pining away for Josie [=DeMarco=], the prettiest girl in school.
* ComedicSociopathy: Not as much as his pals Boomer and Medulla, but he seems to find the idea of using a real person rather than a mannequin for Save the Citizen amusing.
* ForgottenFallenFriend: He's not dead, at least not physically, but he's definitely fallen on hard times and his old partner has nearly forgotten his existence. The alternate opening shows that Steve and Josie abandoned him, still tied up, after defeating Royal Pain.
* KidSidekick: Was billed as this despite being ''the same age'' as his hero. Poor guy.
* TheMentor: Takes on this role to the sidekick kids, with as much enthusiasm as he can muster (which isn't a lot).
* RiddleForTheAges: Just what is his power, anyway? And why does Steve barely remember him in the present?
* SadClown: He's pretty goofy, but it's a transparent mask for his numerous insecurities.
* StevenUlyssesPerhero: "Boy" seems to be his ''actual last name''.
* SuperZeroes: To an ever greater extent than Zach, as it's not apparent if he has any powers at all. The official website simply gives the evasive answer of "super-helpfulness."
* UnrequitedLoveLastsForever: His high school crush on Josie hasn't gone away after thirty years.
* UnwillingSuspension: He and Steve were subject to this by Royal Pain in the alternate opening. [[ButtMonkey Josie freed Steve but forgot about him]].
* UtilityBelt: Teaches his students how to use these.
[[/folder]]

[[folder:Mr. Medulla]]
!!Mr. Medulla
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/medulla_58.jpg]]
->''“Unacceptable! You’ve confused rays with beams! D! Minus!”''
-->'''Played by:''' Kevin [=MacDonald=]

Sky High’s deadpan, eccentric, and very, very mad science teacher, a superintelligent telepath with a literally swelled head. He’s friends with Mr. Boy and Boomer, is known to torment his students with green rocks, owns a jetpack instead of a car, and formally introduces Will and Gwen to each other when they’re paired up for his class, setting the stage for drama both mundane and fantastic.
----

* AllThereInTheManual: The official website says he's telepathic in addition to superintelligent, but it's never shown in the film itself.
* BerserkButton: ''Never'' confuse rays with beams in his class, or he'll freeze you solid.
* BrainyBaby: [[spoiler:He retains his adult intelligence after being Pacified, which enables him to reverse the device's polarity and return everyone to their proper ages.]]
* ComedicSociopathy: Let's see, he freezes underperforming students solid, exposes others to GreenRocks that make them faint, and agrees with Mr. Boy that subjecting a real person to Save the CitiZen is a funny idea.
* EvilIsSexy: Seems to be an in-universe believer in this; Boomer prods him into a double date by telling him the woman he's setting Medulla up with is his own date's EvilTwin.
* GreenRocks: Has some of these in his classroom that he torments his students with.
* KavorkaMan: Despite being a nerdy mad scientist with an enormous head, when the aforementioned double date is shown, he's not only being fawned over by the evil sister, but has stolen the good one from Boomer as well!
* MadScientist: Semi-benevolent.
* MyBrainIsBig: Just see the picture. [[spoiler:It's still the case in baby form]].
* OddFriendship: You wouldn't expect a quirky science teacher and a {{Jerkass}} coach to get along, but Boomer's his best bud.
* StockSuperpowers:
** {{Telepath}}: Stated to be one by supplemental materials, but never actually shown.
* UnwittingInstigatorOfDoom: You wouldn't think pairing up a new student with the girl he's sweet on for science class would lead to massive drama down the line, but that's exactly what happens when Medulla introduces Will and Gwen.
[[/folder]]

[[folder:Coach Boomer]]
!!Coach Tommy "Boomer" Boomowski
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/boomer_5.jpg]]
->''“My word is law. My judgment is final. So there will be no whiner-babies.”''
-->'''Played by:''' Creator/BruceCampbell

Formerly the C-list hero “Sonic Boom,” Boomer’s career of professional heroics didn’t work out and now he’s stuck teaching gym at his old alma mater, something he transparently resents. He’s in charge of Power Placement, whereby incoming freshmen are sorted into the Hero or Sidekick courses, and makes no secret of his distaste for the latter class. His best friend is Medulla, and his power is, as his name implies, a sonic scream.
----
* FantasticCasteSystem: He's the face and enforcer of Sky High's rigged system.
* FixingTheGame: At least according to Steve, he's been known to deliberately send the children of more successful heroes to Sidekick class as a form of RevengeByProxy.
* HateSink: As the face of the Hero-Sidekick prejudice that drives the story's conflict, he's definitely a detestable person. [[spoiler:He turns out to have a more functional moral compass than the three bullies, though]].
* JadedWashout: There's a definite indication that his angst over his own failed superhero career drives much of his assholishness.
* {{Jerkass}}: Definitely the nastiest of the teachers, with a resentment of both Sidekicks and heroes more successful than him.
* JerkWithAHeartOfGold: It's ''very'' well hidden, but it's there. [[spoiler:Best demonstrated at the climax, where he rushes to protect the kids from Royal Pain and gets Pacified for his trouble]].
* LargeHam: It's Bruce Campbell with sonic scream powers; could he be anything else?
* MoreExpendableThanYou: [[spoiler:Sacrifices himself against Royal Pain to buy the main kids time to escape]].
* OddFriendship: With Medulla, as outlined in his entry.
* TheResenter: Has shades of this toward Steve, and it's implied this is true toward many more successful heroes.
* ShoutOut: Much of his character would seem to be a reference to Bruce Campbell's StarMakingRole, [[Film/EvilDead Ash Williams]], and his "Boomstick."
* StockSuperpowers:
** MakeMeWannaShout: He has a sonic scream to go with his name.
* UnknownRival: There are some hints he was this to Steve during their school days.
[[/folder]]

[[folder:Nurse Spex]]
!!Nurse Spex
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/spex.jpg]]
->''“Like I want to be the one to tell the Commander his son has no powers?”''
-->'''Played by:''' Creator/ClorisLeachman

Sky High’s very elderly and quirky school nurse, with the power of X-ray vision. She patches up Will after Boomer’s attempts to test his nonexistent super strength and flight during Power Placement leave him maimed. She later explains to him how superpower genetics work, including the fact that sometimes a child of superhumans will never inherit powers.
----
* {{Cloudcuckoolander}}: The most eccentric of Sky High's female staff members by far.
* CoolOldLady: The oldest member of Sky High's staff seen, to the point that she remembers the other adults when they were teens, and a helpful and quirky person.
* DeadpanSnarker: See the quote, which she accompanies by hitting herself on the head with her rubber mallet.
* MadeOfIron: She's just a little old lady, but she apparently survived being accidentally kicked through a wall by the Commander when he was in school...
* MsExposition: Explains SuperpowerfulGenetics to Will while he's in her office.
* NerdGlasses: A very large, round pair that make her look rather goofy.
* StockSuperpowers:
** XRayVision: Which is definitely helpful in her line of work.
[[/folder]]

[[folder:Ron Wilson, Bus Driver]]
!!Ron Wilson, Bus Driver
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/ron_wilson_bus_driver.jpg]]
->''“Word of advice, don’t miss the bus, ‘cuz the bus waits for no one!”''
-->'''Played by:''' Kevin Heffernan

Ron Wilson, Bus Driver is, as his name implies, a Sky High bus driver, one of “a handful of highly qualified individuals” provided with the school’s secret location and permitted to drive its state-of-the-art flying buses. He’s also a very rare genetic anomaly – a child of two superhumans born with no powers whatsoever. As such he makes quick friends with Will, to whom he provides a business card and the option of his time whenever Will wants. Like Mr. Boy, Ron has some hints of resentment at his low station, but for the most part he takes genuine pride in what is legitimately a very important job.
----

* AlmightyJanitor: On paper he's "just" a bus driver, but by nature of the sort of bus he drives he's also an accomplished pilot. [[spoiler:Handy to have around in a fight, too]].
* BerserkButton: ''Never ever under any circumstances'' drive a Sky High bus if you are ''not'' a qualified Sky High bus driver. [[spoiler:Ron's fist will make close contact with your face, as Stitches finds out]].
* ChekhovsGun: Ron gives Will his business card on his first day of Sky High. [[spoiler:Will uses it at the climax to summon him to race to the rescue after he figures out the villains' plan]].
* TheChosenMany: He describes the Sky High bus drivers, of which he's the only one we see, in this way.
* CurbStompBattle: [[spoiler:Knocks Stitches' lights out in one hit]].
* {{Fanboy}}: Of the Commander and Jetstream, which he transfers to their son.
* IJustWantToBeSpecial: Thanks to being a MuggleBornOfMages, he actively seeks out opportunities to be a hero. [[spoiler:He gets his chance in the epilogue, compliments of a vat of toxic waste]].
* JumpedAtTheCall: He's actively looking for calls to jump at, but the world hasn't quite obliged him yet.
* MuggleBornOfMages: His parents were both super humans, making his powerlessness a genetic anomaly. In fact, he's the only such example Nurse Spex has ever encountered in her long career.
* NiceHat: Sports a cool Sky High bus driver hat, which Speed and Lash steal from him at one point and drop into a muddy puddle.
* OlderSidekick: Fills this role to Will.
* SadClown: Not as pronounced as Mr. Boy, but there are definite hints his enthusiasm for his station in life is a mask for insecurity with it.
* StockSuperpowers:
** {{Sizeshifter}}: [[spoiler:He gains this ability in the epilogue after falling into a vat of toxic waste, and use it to grow giant to defend Maxville from killer robots]].
* TranquilFury: As seen when [[spoiler:he sees Stitches driving one of his precious buses at the climax]].
[[/folder]]

!Villains

[[folder:The Mastermind]]
!!The cloaked mastermind
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/mastermind.jpg]]
[[caption-width-right:350:[[labelnote:Click here for uncloaked appearance (big spoiler)]]http://static.tvtropes.org/pmwiki/pub/images/royal_pain_ii.jpg[[/labelnote]]]]
[[caption-width-right:350:[[labelnote:Click here for true appearance (MASSIVE spoiler)]]http://static.tvtropes.org/pmwiki/pub/images/gwen_3.jpg[[/labelnote]]]]
->''“Patience! We have waited this long; when the time is right, we’ll have our revenge!”''
-->'''Voiced by:''' Creator/PatrickWarburton

The film’s main antagonist, a black-cloaked, bass-voiced mystery malefactor with a serious axe to grind with the Stronghold family. The villain sends a giant robot to attack the city, knowing the Commander will destroy it and take its prominent eyeball for his trophy collection; from there, the mastermind is able to observe the Strongholds’ Secret Sanctum. It eventually becomes apparent that the mastermind’s true goal is the Commander’s prize possession, a mysterious weapon called the Pacifier acquired on the case that brought Steve and Josie together, which the villain plans on using to exact revenge.
----

* AttackOfTheFiftyFootWhatever: Sets a giant robot on the Commander at the beginning of the movie. It was never intended to win, but its eyeball, which the Commander takes home, had a camera in it, enabling the baddies to observe the Strongholds' Secret Sanctum.
* BigBad: Of the film.
* BlackCloak: Well, obviously. The villain's identity is obscured by it until the climax.
* ComedicSociopathy: Frequently strangles Stitches when he's being exceptionally aggravating.
* EvilPlan: [[spoiler:Steal the Pacifier, turn all the students of Sky High and as many adult heroes as possible into babies with it, and raise them again as supervillains]].
* EvilSoundsDeep: An intimidating bass with a mechanical tinge to it. [[spoiler:This is because she's a teenage girl with a voice scrambler]].
* TheFaceless: Until the climax, anyway.
* LegacyCharacter: [[spoiler:The mastermind is Gwen Grayson, the second Royal Pain - and the first one reborn]].
* MysteriousWatcher: Observes the Strongholds through the camera in the robot eye at first, with the specifics of the evil plan only coming together later on.
* {{Reincarnation}}: [[spoiler:She's Gwen Grayson, who ''is'' Sue Tenny after the Pacifier's energies doubled back on her, reverting her to infancy, after which she was raised until age seventeen by Stitches]].
* {{Revenge}}: The primary motive of the mastermind and Stitches, [[spoiler:revealed to be against Sky High itself for what its FantasticCasteSystyem did to Sue Tenny]].
* SamusIsAGirl: [[spoiler:The armor and voice scrambler hide it well, but the mastermind is actually Gwen Grayson]].
* {{Tykebomb}}: [[spoiler:The de-aged Royal Pain was spirited away by Stitches and tutored by him in the ways of evil until she grew up into the lovely Gwen Grayson - and a brand new Royal Pain, the instrument of Sue Tenny's revenge]].
* WalkingSpoiler: Well, yeah, what do you think the cloak's for?
[[/folder]]

[[folder:Stitches]]
!!Stitches
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/stitches_8.jpg]]
->''"Uncle! Uncle!"''
-->'''Played by:''' Jim Rash

A sycophantic, jester’s bauble-clad supervillain who was a known associate of the late Royal Pain. He vanished after his employer’s apparent demise, only to reappear seventeen years later in the service of the cloaked mastermind who wishes to steal Royal Pain’s invention, the Pacifier. Stitches’ antics frequently aggravate his boss, leading the mastermind to throttle him until he screams the above quote.
----

* ButtMonkey: The mastermind subjects him to comedic throttlings quite frequently. [[spoiler:He also gets his lights knocked out by an overweight bus driver]].
* CatchPhrase: See his quote, which he says whenever he gets strangled.
* CoDragons: [[spoiler:With Penny. H'es the actual second-in-command while she's the best fighter]].
* TheManInFrontOfTheMan: [[spoiler:He is ''technically'' the architect of the EvilPlan in the modern day, or possibly acting under failsafe instructions from Sue. He raised Gwen to carry it out but is seemingly content to stay a henchman]].
* MysteriousWatcher: Joins his boss is observing the Strongholds.
* PsychoSupporter: A pathetic, evil man who'll do anything his boss asks him.
* SecretIdentity: [[spoiler:He's Mr. Grayson, Gwen's geeky-looking father]].
* ServileSnarker: Has shades of this despite usually being cowed by his boss, at one point trying to get the mastermind to buy him an Xbox.
* SmallRoleBigImpact: [[spoiler:He's "only" a henchman, but by raising Gwen to carry out Sue Tenny's revenge scheme, he set into motion the entire plot]].
* SuperZeroes: Like Mr. Boy, it's never actually stated what his power is. [[spoiler:Probably not much of anything useful, as the powerless Ron Wilson, Bus Driver [=KOs=] him with one punch]].
* SycophanticServant: ''UpToEleven''. [[spoiler:He not only raised his de-aged boss as his own, but rather than take {{Big Bad}}hood for himself, willingly stepped down to his old henchman position when she came of age]].
* VillainousHarlequin: A truly depraved little man who dresses like a jester, though he's definitely not murderous enough to be an out-and-out MonsterClown.
[[/folder]]

[[folder:Royal Pain]]
!![[spoiler:Sue Tenny]]/Royal Pain
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/royal_pain_i.jpg]]
[[caption-width-right:350:[[labelnote:Click here for true appearance (big spoiler)]]http://static.tvtropes.org/pmwiki/pub/images/sue.jpg[[/labelnote]]]]

A high-tech supervillain clad head to toe in powered armor, and notable as the villain whose case brought the world’s favorite super-couple, the Commander and Jetstream, together, seventeen years before the events of the film. Royal Pain invented a mysterious weapon known as the Pacifier, which was damaged by the Commander during their scuffle and exploded, seemingly atomizing the villain. The Pacifier became the Commander’s prize possession – and the object of the modern-day villains’ desire.
----

* FountainOfYouth: [[spoiler:The true purpose of the Pacifier: it reverts any person it hits to a newborn baby, primed to be raised as a villain by Royal Pain at her new supervillain academy]].
* FreudianExcuse: [[spoiler:Her actually very useful power was written off as the stuff of sidekicks in TheSeventies, and she was placed in the Hero Support track and, it's implied, bullied by the future Commander, later to be known as the world's greatest superhero. Not hard to see why she snapped]].
* HeartIsAnAwesomePower: [[spoiler:Technopathy ''is'' an awesome power, but nobody saw it that way in TheSeventies, which is what inspired Sue to begin her scheme]].
* HoistByHisOwnPetard: [[spoiler:Regressed to infancy herself by the Pacifier's energies when it exploded in her arms]].
* HollywoodNerd: [[spoiler:Sue's yearbook photo is just Mary Elizabeth Winstead with glasses and no makeup]].
* MacGuffin: Royal Pain's invention, the Pacifier, is the story's primary [=MacGuffin=].
* NeverFoundTheBody: Because it was seemingly atomized in the Pacifier explosion. [[spoiler:Emphasis on ''seemingly'']].
* SamusIsAGirl: [[spoiler:Under that armor is a very, very angry woman named Sue Tenny]].
* {{Technopath}}: [[spoiler:This is her power, and that of her "daughter" Gwen]].
* UnwillingSuspension: Subjects the Commander and All-American Boy to this in the alternate opening.
* WalkingSpoiler: You can probably tell from those white spaces this villain is a very important character, despite only being onscreen a few seconds.
* WhosLaughingNow: [[spoiler:Sue Tenny was a bullied outcast at Sky High, so she fled the school and turned to supervillainy to avenge herself of the school's FantasticCasteSystem]].
* WoobieDestroyerOfWorlds: [[spoiler:She got chewed up and spat out by the system, and decided to violently take that system down]].
[[/folder]]

[[folder:Baron Battle]]
!!Barron Battle/Baron Battle
[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/baron_battle.jpg]]
->''“Speaking of villains, there’s one of the worst.”''
-->'''Played by:''' Steven Strait (in photo)

An old school rival of Steve’s from Sky High, who grew up to be one of his greatest enemies and one of the world’s most dangerous supervillains. Steve managed to capture him and he was sentenced to four consecutive life sentences, but not before swearing revenge. He is also Warren’s father, and his legacy hangs grimly over his troubled son.
----

* ArchEnemy: Was this to the Commander, until he was shipped off to jail.
* TheDreaded: Nothing good and a whole lot of bad is said about this guy.
* GreaterScopeVillain: Said to have been one of the baddest of the bad, dwarfing the current story's villains, and swore he'd have his revenge, but all we see of him in the movie is his yearbook photo.
* IdenticalGrandson: He apparently looked quite a bit like Warren in his teenage years... though that may be because the photo is Steven Strait with a different hairstyle and glasses.
* LongerThanLifeSentence: Four consecutive life sentences, no chance of parole until after his third life.
* NoodleIncident: We never learn precisely what he did to earn those four life sentences.
* RedHerring: Hearing the other characters talk about him one might think he's a good candidate for the identity of the mastermind. He isn't.
* StevenUlyssesPerhero: He just dropped one "r."
* TheUnseen: The photo up there is all we get.
* WeWillMeetAgain: Apparently swore this to the Commander before he was carted off to jail.
[[/folder]]

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