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- Voiced by: David Wain
- Berserk Button: Killing any living thing infront of him is a really bad idea...
- Bunny-Ears Lawyer: The Warden is obviously completely insane, but nothing functions in Superjail without him - so much so that the place collapses in a matter of minutes when he's taken by the Time Police.
- Child Hater: The sight of one pure child makes makes him so angry that..
- Mr. Seahorse: He literally gives birth to his murderous inner child.
- Everyone Calls Him The Warden
- Freudian Excuse: His daddy issues, full stop.
- Lack of Empathy: The only thing he's ever felt any guilt for is... breaking up the Gay couple.
- Lennon Specs: He's rarely ever seen without those glasses, with the exception of the time he dressed as a luchadore for Superjail's fight club.
- Let's Get Dangerous: Most notably during the Season One Finale.
- Mad God: The Warden shows off almost god-like control over everything and anything within Superjail and its own "reality". He often bends reality to his own fanciful, if not psychotic whims, much to the misfortune of others.
- Mad Scientist: There is no other explanation for his Clone-a-majig, or the ten thousand other useless killing machines he's made.
- Man Child: Even lampshaded by the Mistress.
- No Celebrities Were Harmed: Of both Willy Wonka and his voice actor David Wain, while some fans also believe he looks similar to the SS member Josef Mengele. Cane, gloves, haircut, gap between his teeth, and occasionally whistling a merry tune.
- Psychopathic Manchild: Enjoys constructing things that will (inadvertently) kill Superjail's inmates.
- Repressed Memories: Implied to have repressed a lot of his abusive childhood
- Reality Warper: While he doesn't often change things or people other than himself, the Warden has expressed abilities that qualify him as this. It's implied he didn't always have these strange powers, and may only have them within Superjail itself. He also only ever seems to use it to express himself.
- Troubled Backstory Flashback: Warden gets one once he's knocked unconscious in 'Superfail'. It involves his father forcing him to kill a puppy.
- There's another one in "Burn Stoolie Burn", though it's less openly grim. Child Warden wants a pony, but his father plans to turn all the ponies into glue.
- His worst memory in "Superhell!"? His father forcing him to pull the lever to hang a group of inmates. Complete with matching purple executioners hood.
- Voiced by: Teddy Cohn
- Beleaguered Assistant: Jared only sticks with The Warden because he owes him his job. And might be attracted to him.
- Berserk Button: Don't call him a failure, push him too far, or let him give in to the temptation of being drunk, or you'll soon be in trouble.
- Bi the Way: On one hand, has one of the show's few stable relationships, with Ultraprison assistant Charise. On the other hand, has incredibly detailed fantasies about gaining power over and making out with the Warden.
- Broken Bird: That is, if 15 years of depression didn't give it away.
- Butt Monkey: Practically the Butt Monkey of the show. He can barely get a break without being yelled at or humiliated by his boss or Alice, beat up by inmates, or winding up succumbing to pressure and his addictions.
- Depending on the Artist: Has either blue or brown eyes in the occasional moments when he's depicted with irises. It depends on the given colorist for an episode. However, they tend to turn red when he's angered.
- Eyepatch of Power: Gets one in the dystopian future.
- Four-Fingered Hands: Is intended to have these, but sometimes an artist will goof and he'll have the standard five on each.
- I Owe You My Life: Was actually among the first prisoners brought to Superjail, but was offered a position from the Warden, due to his analytical expertise.
- Nervous Wreck
- Noodle Incident: Jared's entire LIFE seems to be one giant Noodle Incident. All viewers know is that he's a recovering addict (to gambling, alcohol, cocaine, and food) and was once diagnosed with clinical depression.
- Off the Wagon: He falls off one wagon or another every few episodes - he's been revealed as The Gambling Addict, The Alcoholic...
- Red Eyes, Take Warning: When angered or drugged, his irises can be seen as this color.
- Shorter Means Smarter: possibly combined with My Brain Is Big.
- Trauma Conga Line: Goes through this in the events of a few episodes throughout the show, and his flashbacks in "Hot Chick" indicate that his whole life before the jail was just one long line of misfortune and trauma.
- Yank the Dog's Chain: Basically sums up his whole relationship with Charise and the difficulties. He seems to finally find someone who understands him, but the two can't get together as she's dragged back to her own prison. They later attempt to keep in contact, but his attempt at getting her to help him in a disaster leads to the Mistress intercepting his call and deciding to conquer Superjail, demoting both him and the Warden to inmates in the process. The two then attempt to get their bosses to sleep together in order for the Warden to be given back power and for the jails to be united (so they themselves can get together), but that fails, double when Alice sleeps with the Mistress instead and she departs from Superjail (taking Charise with her once more). Then in the season 3 finale, Jared programmed his escape pod specifically to go to Ultraprison but was pushed out of it by Lord Stingray.
- Voiced by: Christy Karacas
- Abhorrent Admirer: Is this to "Sweet Cheeks".
- Action Girl: Practically the only one in the cast.
- All Girls Want Bad Boys: Regularly has her way with the violent inmates, whether they want her to or not.
- Bi the Way: Possibly, as at the end of "Stingstress", she remarks irritably that she'd forgotten how needy women could be (when it came to sex). Although most of the time, she's clearly got her eyes on Sweet Cheeks or any inmate she'd want.
- Boobs of Steel: Not natural ones, though. She even clarifies "These are just for show".
- Brawn Hilda: Though a slight variation in that she didn't always have her current appearance. She ranges from being the gruff and sadistic type to having a more motherly and feminine side. Most men fear her brutality, except if they're the Warden of course.
- Charles Atlas Superpower: Has demonstrated feats of strength well beyond human limits. It helps that most of the inmates are Made of Plasticine.
- Child Hater: In the episode "Hot Chick", when the Hunter told Alice that she wanted the Twins, Alice misinterprets her as wanting to have children and replies with "Not me. I hate kids!" Note that this contradicts later episodes, where it is hinted that she wants to be a mother.
- Cool Shades: Triangular cat-eye ones. They're briefly removed in "Stingstress", but she conveniently has her eyes closed.
- Deadpan Snarker: She plays this part quite a bit, owing to her usually being blunt and to the point in her dialogue.
- Fan Disservice: Often enough.
- Gainaxing: Her boobs have been shown to move unnaturally.
- Irony: Invoked in her backstory. She was in love with her old warden when she was "Big Al". She began transitioning as she felt she'd found her "true self" and could finally be together with him- only to discover that said warden was a gay man. The presentation of her backstory in that way has lead to debate among fans if she truly identified as a woman or just transitioned to escape the stigma of being seen as gay.
- Masculine Girl, Feminine Boy: The Masculine to Jared's Feminine.
- Ms. Fanservice: Likes to think of herself as this and dress in revealing outfits from time to time, though only the Warden is pleased by what she wears.
- One Woman Army: Is the only guard in the whole facility, and has no problems keeping things in relative order.
- Opaque Lenses: The only time you can get a hint at her eyes is in the "Stingstress" example, or when a zombie version of her in the Warden's dream had a bit of her (red) eye revealed. Otherwise, they're entirely hidden.
- Sunglasses at Night: And all the time.
- Supreme Chef: Combined with a touch of Instant Expert. Turns out she can cook on a gourmet level, despite no previous experience.
- Transsexual: Male to female. She herself remarks that she hasn't gotten her bulge removed. She considers her time as "Al" to have been a mere phase, and won't take anyone calling her a "dude". While Jared has mocked her at least twice on this topic, the Warden doesn't mind at all.
The jail's Do-Anything Robot. He usually starts the episode off by capturing Jacknife.
- Covert Pervert: He may seem like an innocent, childish robot, but has been spotted ogling over photos of copy machines as if they were centerfolds, as well as trying to dry-hump a vending machine on two different occasions.
- Everything Is An Ipod In The Future: While not from the future, his design seems to invoke this look.
- Friend to All Children: Kids seem to be his only soft spot (and even that has its limits).
- Robot Buddy: For the Warden.
- The Speechless: He just has his dot matrix face and beeping noises to communicate with.
- There Is No Kill Like Overkill: Armed with a heavy arsenal of destructive weapons to obliterate anything (and anyone) that gets in his way.
- Transforming Mecha: He can disguise himself as just about anything, from inanimate objects to human beings and animals.
- Walking Armory: From hammers, to axes, and even death rays. If it can kill, he's probably packing it.
- The Worf Effect: He was practically invincible in season 1. Later season have him easily dispatched with one solid punch.
- Voiced by: Chris McCulloch
- Ascended Extra: In Season 1 he only sporadically appears, he has a much bigger role in season 2, and he's a regular by season 3, hanging out with the other employees more often.
- Badass Normal: In the season two finale, Alice and Jailbot are gone, and the Doctor, the Warden and Jared have been tied up by some of the prisoners left behind on the ship. The Doctor reveals that he was a former soldier, single-handedly kills the prisoner guarding them, takes his weapons and frees the others. They also fight a bunch of snake monsters, and when they run out of ammunition, the Doctor keeps killing the creatures with a knife, telling them to "Suck it up!"
- Everyone Calls Him The Doctor
- For Science!: Seems to be why he does most of the things he does.
- Four Eyes, Zero Soul: His glasses do all they can to hide any madness behind them.
- Gonk: Even more so than Alice and Jared.
- Herr Doktor: Quite obviously a German doctor.
- Mix-and-Match Critters: His creations are a strange mixture of various employees, inmates, animals, and robotic parts.
- Voiced by: Christy Karacas
- All Men Are Perverts: Especially if they're Jacknife. He's been spotted as quite the lecher in a few of the opening sequences, although Jailbot will swiftly put a stop to it.
- Ax-Crazy: He's clearly highly violent and unstable, and if bystanders don't fear him at first sight, they soon see what trouble he can be.
- Butt Monkey: Jailbot usually lands him in a world of hurt when he re-captures him at the beginning of each episode.
- Iron Buttmonkey: There currently hasn't been a single time in the series where Jacknife has died on-screen, regardless of how painful his re-capturement is. However, he was implied to be killed by the vengeful spirit of his father in "Ghosts", and a Funny Background Event showed the two spirits continuing to fight throughout Limbo.
- Creepy Blue Eyes: Has been consistently depicted with these, whenever the animators choose to give him irises in reaction shots (such as him being startled).
- Freudian Excuse and Abusive Parents: The reason Jacknife is a criminal is because his father pretty much ruined his childhood by selling off his toys for booze and drugs. In the beginning of one episode, Jacknife sees a boy playing with toys in a sandbox and has a flashback of this horrible childhood event and begins crying and rushing into the sandbox so he can relive his childhood (until Jailbot drags him off to Superjail).
- I Love the Dead: Was arrested one time for grave-robbing, and nearly having sex with a female corpse (fortunately, it was Jailbot disguised as a female corpse, so there's no Squick that happened there).
- Karma Houdini: Debatable since almost every episode has him somehow escape Superjail only in the next episode to get his ass kicked in by Jailbot and sent back there and then escape again, this is a constant repeating cycle.
- Kavorka Man: Is apparently quite a ladies' man (at least to teenage girls on the show and some loony fans in the fandom), despite being an ugly, sleazy, drug-addicted, overly-tattooed psychopath.
- Made of Iron: He's survived abuse that renders a typical Superjail character(and pretty much any real life person for that matter) into a pile of mush.
- Me's a Crowd: Is cloned 10,000 times in "Oedipus Mess". His clones proceed to violently attack and kill each other, before attempting to escape the jail as he always does.
- Odd Couple: With Jailbot.
- Prison Escape Artist: He is imprisoned at the start, and escapes at the end, of every episode.
- Strong Family Resemblance: His father was a fat, middle-aged, balding version of him. He also winds up having an illegitimate son who already bears tattoos and his hairstyle as an infant.
- Tattooed Crook: He sports some tattoos on his arms and hands. Some of them tend to come and go, depending on who's drawing him for a shot.
- The Unintelligible: Only speaks in various grunts and yells. This was a compromise made between the show creator, Christy Karacas, and Cartoon Network. Originally, the entire series was supposed to have no dialogue in it (save for the occasional grunts, groans, screams, and walla), but Cartoon Network objected. Karacas decided to just make the cold openings with Jacknife committing a crime and getting caught by Jailbot dialogue-free (more or less).
- Voiced by: Richard Mather
- Alien Blood: They're shown to have bright green blood.
- Aliens Speaking English: Unlike their father and Hunter, we don't really ever hear them communicate in any language other than standard English.
- Big Ol' Unibrow: And it runs in their family.
- Bizarre Alien Biology: Their blood is a luminescent green, for one.
- Creepy Monotone: Their default manner of speaking. They rarely show much emotional range, except when they're incredibly angered or frightened.
- Creepy Twins: Although the exact range of said creepiness depends on the episode.
- Finishing Each Other's Sentences: Mixed with a bit of Twin Banter.
- Freudian Excuse: They may act smart-assed to their father in "Hot Chick", but they're actually terrified of him and of their elder brothers, who they've been bullied by since birth. It seems rather than violently conquer others or live up to their father's high standards, they'd rather just live at the jail and "play around" with others (even if it results in inmates' incredibly violent deaths).
- Green Eyes: Are among the few characters to actually have their eye color shown early on, and it goes along with their green power aura and blood.
- Human Aliens
- Humiliation Conga: Although they usually come off on top in their schemes, lying to their elder brothers about conquering Earth and attempting to keep up the lie just put them through one form of humiliation after the other throughout "The Trouble with Triples".
- It Amused Me: Their motivation for stirring up trouble in Superjail. It's all just a game to them.
- Lack of Empathy: They just don't really care about anyone else but themselves. When they do actually interact with someone else, it's only to further their own goals and they show no concern for the other person.
- When they do actually show a brief interest in "friends" (ie: Jacknife's clones), they still are shown to only care about themselves and don't actually interact with the others, though they then act annoyed about their apparent friends not paying attention to them.
- Leitmotif: The two are represented by a techno beat when they appear. However, it is not used for every appearance, especially within episodes that have the two in an extended role (such as their focus episodes, in which the beat is only used in their initial scene note ). Some episodes also feature a different techno beat to introduce them, such as the skating sequence in "Combaticus".
- Out of Focus: For a time in season 2, aside from their two focus episodes. They were also downplayed in the first half of season 3, but would have two other episodes centered around them.
- Pac Man Fever: All the video games that they are shown playing have no better than 8-bit graphics.
- Power Crystals: Used at points in season 3, especially in their costuming.
- Single-Minded Twins: It's very rare for them to act separately, or for one to differ in viewpoint and demeanor from his brother. The notable exception would be their budding situation.
- Spock Speak: Mixed with the occasional Sophisticated as Hell.
- Teleporters and Transporters: Teleportation is their most frequently used superpower.
- Think Twins: It takes two strange minds as theirs to come up with all the chaos, after all.
- Trickster Twins: Their main purpose when they're in the jail. When they do rarely interact with others, they're not above using manipulation and tricks to try to get something out of it for themselves.
- The Unfavourites: They're seen as this in their fathers' eyes, when compared to their older brothers. Still doesn't stop him from taking them home to become Supreme Overlords of his space empire, and didn't deter his previous attempt of trying to have Hunter bring them home.
- Vocal Evolution: Their inflections sound a little less stilted after Season 1, as they become a more emotive.
- Wonder Twin Powers: They do everything together and hate the idea of being separated. It's not wise to try to force them apart.
Gary and Bird
A bespectacled inmate and his bird. Or alternatively, a super-intelligent bird and his handler. The two of them are said to be at the top of the inmate food chain, with Bird being especially dangerous note
- Good Smoking, Evil Smoking: Bird can be seen smoking a miniature cigarette at times, and Gary himself has been seen on a smoke break or two.
- Mauve Shirt: Gary gets a lot more screentime in season 3, with Bird at his side as usual, even though he mostly serves to be a silent observer to the chaos and bloodbaths. Well, aside from the twist in "Uh Oh, It's Magic"
- Organ Autonomy: His vocal chords seem to possess a sort of...possessing effect. First with The Rat, and then Prison Peedee.
- Sinister Shades: His glasses completely obscure his eyes, and make him incredibly difficult to read. They even get a sinister glint in "Mr. Grumpy-Pants".
- The Stoic: Aside from being silent, Gary's facial expression really doesn't change too much and he barely shows much emotion. There are a few exceptions every now and then note .
- Vocal Dissonance: Gary's thrown voice is shrieky, shrill, and loud, contrasting with his emotionless appearance.
- The Voiceless: Gary hasn't made a single sound in all his appearances so far. We later learn this is due to his tongue being cut out.
- Suddenly Voiced: As Prison Peedee in "Uh-Oh, It's Magic". Rendered permanently voiceless after the Warden cuts out his vocal chords.
Jean-Baptiste Le Ghei and Paul Guaye (The Gay Inmates)
- Voiced by: Stephen Warbrick (Jean), Chris McCulloch (Paul)
- Ascended Extra: Went from background characters to being minor characters, having at least some role in most Season 2 episodes and even two Day in the Limelight episodes (one for season 2, the other for season 3).
- Badass Gays: Considering they used to be really deadly gang leaders, they know a thing or too about fighting and successful ways of killing.
- Bury Your Gays: Averted, most of the time anyway. They usually manage to survive Superjail's bloodbaths.
- Exceptions include the Warden crushing them with his foot in "Dream Machine", both being slaughtered by Jailbot at the end of "Planet Radio", and Jean appearing to be massacred with the rest of the inmates at the start of "Cold-Blooded" (he's seen alive later in the episode, anyway). There's also a bit in "Mayhem Donor" where they seem to be attacked and mutilated by the organ monster in the shower, but are later seen elsewhere at the same time, alive and well.
- Camp Gay: Paul.
- Depending on the Artist: Jean used to have a swastika tattoo depicted on top of his scalp, presumably to denote him as being from the batch of white supremacist inmates (and making his relationship with Paul look ironic). Some season 2 artists downplayed its appearance, and it was gone completely by season 3 note
- Freudian Excuse: We learn in "Gay Wedding" that Jean was imprisoned for stabbing his father, who seemed to be unaccepting of his orientation. When Jean and his father are put in the same room once more, he wastes no time in trying to finish the old man off. In contrast, Paul seemed to have a better relationship with his parents (and according to season 3, was only imprisoned due to a drug bust).
- Given Name Reveal: Not just their given names, but their surnames as well in "Gay Wedding".
- Meaningful Name: Their surnames play upon their orientation.
- No Brows: Both of them lack eyebrows.
- No Name Given: They were nameless until "Gay Wedding". The previous episode, "Hot Chick", even simply has their names listed as "Gay" and "Gay" in their prison file. See Given Name Reveal.
- Retired Badass: They used to be the leaders of the two deadliest gangs in Superjail, but stepped down when they fell for each other.
- Straight Gay: Jean.
- Tattooed Crook: Jean. Paul also has a few himself, although much less compared to how his lover's covered in them.
- Those Two Guys: Originally simply functioned as this, although they've been fleshed out a little more over time.
- Voiced by: Chris McCulloch
- All Men Are Perverts: Seen reading a lot of porn over the course of seasons 2 and 3.
- All There in the Script: His name in seasons 2 and 3.
- Ascended Extra: Originally only appeared in "Superbar", but was upgraded to being a recurring inmate in seasons 2 and 3.
- Deadpan Snarker: Takes this role in quite the few season 3 episodes, with him having some sort of one-liner about the situation.
- The Leader: When there's a scheme to escape, he's usually at the head of it.
- Voiced by: Chris McCulloch
- All There in the Script: This was the case with his name at first in season 1, with him being one of the rare named inmates but it never being spoken until the following season.
- Given Name Reveal: Name is first shown in "Hot Chick" in the inmate files, and spoken aloud by Jean and Paul in "The Budding of the Warbuxx".
- Man Child: Of a far more innocent variety than The Warden. He loves ponies, playing with children, and is generally portrayed more vulnerably than anyone else in Superjail.
- Mauve Shirt: Becomes much more prominent in seasons 2 and 3.
- Meaningful Name: Ash, like black ash from fire. His surname is even later revealed to be "Firin".
- No Brows: Due to the fact that his face is horribly burnt and deformed.
- Papa Bear: When a fellow inmate wants to burn Cancer, he promptly shoves him into the fire.
- Playing with Fire: Has the ability to control flames and even disappear in a flash of fire.
- Troubled Backstory Flashback: Gets one in "The Budding of the Warbuxx", where we learn his movie fear and see how he wound up disfigured. There's another in "Burn Stoolie Burn" which reveals that he's inadvertantly caused death and destruction to others due to his fire powers being triggered by intense emotions (especially happiness).
- Why Did It Have To Be Movies: Has a fear of movies due to having been left in a burning theater as a child.
- Woobie, Destroyer of Worlds: He was heavily implied to be imprisoned for arson. The man likes his fire.
- Voiced by: Eric Bauza
- Arch-Enemy: To the Warden, and with being part of the jail, will take any chance he can to let it be known.
- Card-Carrying Villain: It's his job, and he's proud of it.
- Cool Pet: His pet Krynok (an anglerfish-like creature) named "Fang", who he kept with him after season 2.
- Expressive Mask: His stingray-shaped helmet, which he never takes off.
- Expy: of Cobra Commander, with the Monarch's color scheme.
- The Leader: If it's not Nicky acting in the role, he tends to pick up the part.
- More Teeth than the Osmond Family: His mouth tends to appear this way, filled with a ton of pointed sharp teeth. Sometimes though, his teeth appear more standard.
- Nonstandard Character Design: He seems to still be wearing his supervillain uniform under his coverall.
- Overly Long Tongue: Sometimes depicted with this. As with his teeth, the exaggeration of this feature depends on the given animator or layout artist.
- Voiced by: Stephen Warbrick
- Anything That Moves: Has flirted and made sexual advances on both men and women, and even creatures within the jail that he thinks of as kids. Part of why Jared became Warden's assistant was to avoid this guy's interest in him as well.
- Chew Toy: Is subjected to much mutiliation or humiliation, usually as consequence for him being a pervert or pissing off the others for different reasons.
- Fat Bastard: Of the pathetic and obnoxious type, though he's also shown to be quite greedy with food.
- Freudian Excuse: In "Superhell", when he thinks of his worst memory to return Superjail to normal, it is implied that he was molested by a clown when he was a child.
- Gonk: Though a lot of the inmates can sport a degree of this, the artists do all they can to emphasize how gross and unappealing this particular one is in the visual department as well. Obese, balding, hairy, and sporting a large nose that he can be often seen picking.
- Groin Attack: Whether he's killed or not, he also tends to suffer this. In his very first appearance, he hits on Gary, causing Bird to rip out his testicles offscreen.
- Alice also gives his groin a good pounding in "Terrorarium", after quickly figuring out what he'd stuffed inside his "mystery box" at the science fair.
- He gets slaughtered in "Mayhem Donor" via the Doctor's organ monster grabbing him by the genitals and pulling him through the shower drain.
- Jailbot stabs him in the crotch at the end of "Planet Radio", proceeding to slit and tear his body apart before moving on to kill other inmates.
- Man Child: Of a very unsettling variety.
- They Killed Kenny Again: He's died in a great number of episodes as a running gag, and is always back to normal by the next one or even within the episode:
- Managed to die during "Combaticus" and was seen alive again a shot later in the crowd, and also in the same crowd stock footage that played during his death scene.
- Was decapitated in "Terrorarium", but returned in a later scene to obsess over Gary's dirty underwear.
- Was disemboweled and slit open in "Nightshift" when hungry inmates wanted to retrieve burgers from his guts. He later on winds up set on fire by Ash's breath during a banquent dinner, due to Ash being unable to handle the taste of the meal.
- Voiced by: Chris McCulloch
- All There in the Script: His script name was not known until a season 4 interview and Chris McCulloch's own IMDB listing, in which he's simply referred to as "Turban". His name can also be seen as this in rough thumbnails for a season 3 storyboard.
- Badass Beard: Spots a real thick dark one (the length of which varies).
- Good Smoking, Evil Smoking: Shown with a cigarette hanging out of his mouth a lot.
- Punny Name: Guess what he wears on his head?
- Sunglasses at Night: Never really spotted without his shades, though we do get to see his eyes briefly in his debut in "Superbar".
- Voiced by: Stephen Warbrick
- Ascended Extra: Originally only appeared in "Superbar" in season 1, but made more appearances in the following seasons, still being targeted by Alice.
- Butt Monkey: To Alice, and how.
- Driven to Suicide: Infamously gnawed off his own head in his first appearance, to escape the idea of having to do "body shots" on Alice. Unfortunately for him, he got better.
- Losing Your Head: Most of his deaths involve him being crushed or decapitated in some gruesome manner.
- Tattooed Crook: Is covered in all sorts of tattoos, from his face to his body.
- Vocal Evolution: Had a deeper voice in his first speaking appearance, but quickly changed to a somewhat higher rasp that was used for subsequent roles.
Starving Inmate (aka "Skinny")
- Voiced by: Chris McCulloch
- Butt Monkey: Alice torments him with a sandwich in his very first appearance and makes him dress in drag. He still doesn't get the sandwich. In "Nightshift", he's made the test subject of an electric chair and tries and fails to get a taste of various foods.
- I'm a Humanitarian: Doesn't mind trying to eat the mystery meat, as it's all food to him. He's then implied to have dismembered and eaten a cellmate in a season 3 cameo note
- Nothing but Skin and Bones: Very literally in his case.
- Throw the Dog a Bone: He does manage to get food at least once, during the Grand Prix race courtesy of Turban driving a falafel truck.
- Vocal Evolution: His voice had less of a groan to it in his first appearance, and was a bit softer-pitched.
"Special Needs" Inmates
- Voiced by: Tunde Adebimpe (Leader), Chris McCulloch (Bagpipe)
- Continuity Nod: One of them is actually an inmate from season 2's "Mayhem Donor", who had half his face ripped off (and then sewn on to Jared's). The other half of his face is soon sliced off by Gary.
- No Name Given: A bunch of them are given their own pun-based names (based off their appearances), but the armless leader of the bunch never has his name spoken within the episode. It's currently unknown if he has one.
- Non-Action Guys They gave up their violent ways and attempted to be this, in order to not repeat the tragedies that befell them before. As to be expected, it didn't go so well when they got re-introduced to the other inmates.
- Handicapped Badass: They can fight really well in spite of their injuries, although they're still outmatched by Alice.
- Punny Name: Among the group, there's "Guns" note , "Bagpipe" note , and "Slim" note .
- Red Shirt: Very much so, as with the other inmates.
- They Killed Kenny Again: Guns dies with the rest of the bunch in their debut episode, but is notably brought out for another fight sequence in the episode afterwards.
- You Don't Look Like You: In their cameo appearance in "Sticky Discharge", Guns and another inmate looked the same while Slim was depicted as a balding, middle-aged man with long gray hair. In his formal debut, his design was modified to be a younger, blond man.
- Ascended Extra: Combined with Mauve Shirt, this can happen to any of these guys when the writers favor particular designs. While an extended role sometimes means they'll be luckier in the bloodbath sequences, that's not always the case.
- Institutional Apparel: The standard orange jumpsuits.
- Living Prop: A good deal of them, justified by the fact that there are so many inmates and that most kind of have to exist as cannon fodder. If someone on the production team winds up taking a liking to certain ones, this trope winds up averted.
- Punny Name: If any receive names, they tend to fall along this pattern.
- Red Shirt: Often a subject to several violent experiments and mechanisms.
- Tattooed Crooks: A number of them bear many tattoos, some of which were actual gang symbols that the writers and animators had studied and added in an attempt to make them look more realistic.
- Those Two Guys: There's a duo of unimpressed guys that pop up every now and then. While they're not name-dropped and aren't as central as the main group of inmates through the later seasons, they tend to appear when there's an extended group.
- Voiced by: Sally Donovan
- All Women Are Lustful: Played with. Apparently the reason why she was so greedy, power-hungry, and dominating is because she never had anyone that could fulfill her sexual needs and please her.
- Arch-Enemy: The Warden considers her to be his, even though he points out that they rarely get to see or speak to each other.
- Bad Boss: Whereas the Warden mostly treats Jared with tolerable contempt, Mistress just flat out abuses Charise (shown clearly in her second appearance, where she smacks Charise in the head with her riding crop for talking on the phone without permission).
- Defrosting Ice Queen: Is much nicer at the end of "Stingstress" and in her cameo in "Oedipus Mess", though both Alice and the Warden just find it to be an annoyance.
- Everyone Calls Her The Mistress: Even if she's technically also a warden.
- Expository Hairstyle Change: Usually has a short bob when in her standard clothing, but it winds up long after she becomes a hippie. Before that twist, it seemed to like to instantly get longer whenever she was in the mood for sex or a romantic moment.
- Most Common Superpower: She's very well-endowed, only being second to Alice's Gag Boobs.
- Ms. Fanservice: Aside from wearing her short shorts, she likes to wear dresses with rather plunging necklines (even as a hippie), and even wears a catsuit with a Cleavage Window at one point in "Stingstress".
- Nice Hat: Usually seen wearing a pink cloche.
- Rich Bitch: "Stingstress" implies at least twice that she's very well off. Considering she has so many spaceships and gadgets for her prison, it's no surprise.
- Sex Face Turn: Subverted: She turns into a hippie Granola Girl in the 3rd season premiere and relinquishes the prison back to the Warden after sleeping with Alice.
- Sex Is Liberation: Thanks to Alice having sex with her, she states that she feels "free" and no longer in need of any men or anything but her prison, which is what gives her the above idea to become a hippie.
- Women Are Wiser: Definitely smarter than her male counterpart, The Warden, although she did also get easily fooled by Lord Stingray's claim to being a sea captain, and fall head over in heels in love with him at first sight.
- Who Wears Short Shorts?: Wears pink shorts and suspenders with her usual uniform.
- Voiced by: Kamala Sankaram ("Ladies' Night"), Sally Donovan (season 2- present)
- Adorkable: Seen this way with her nervous but optimistic personality, as well as being as unfortunate as Jared.
- Beehive Hairdo: As big as Jared's gargantuan head.
- Four-Fingered Hands: Though like her counterpart, she is also sometimes depicted with five on each.
- Glasses Girl: Unlike Jared, she has to wear a pair of large, lavender glasses.
- Hair Decorations: Two pink bows.
- Shipper on Deck: Played with and parodied. She promotes the idea of getting the Warden and the Mistress together, but it's only really out of the hope of getting to have a more secure relationship with Jared.
- Voiced by: Melissa Brown ("Ladies' Night"), Chris McCulloch ("Stingstress")
- Badass Mustache: Sports this and some Perma Stubble.
- The Big Guy: The muscle of the Ultraprison staff. Amusingly, he was actually depicted as being much shorter in his first appearance, but the artists in "Stingstress" revised his design to have him as the tallest member of the staff, so he's also now the big guy in that sense.
- Mythology Gag: His original voice actor was the first choice to voice Alice. But this was averted in his return in season 3, as she'd retired note
- Stout Strength: Is overweight and flabby compared to Alice's more muscular build, but he still can be brutally strong.
- Transsexual: Female-to-male, to contrast Alice.
- Voiced by: Sally Donovan
- Computer Voice: Had an electronic overlay effect to her voice in season 1, but this was dropped in her season 3 appearance.
- Fem Bot: Pink and curvy in shape compared to Jailbot, and with a humanoid faceplate.
- Robot Buddy: For the Mistress.
- Transforming Mecha: Can disguise herself as various objects, including a pink robotic stork in "Oedipus Mess".
- Walking Armory: Shown to be just as deadly as Jailbot in her second appearance.
- Women Are Wiser: Is more advanced than Jailbot and intelligent, a fact which she passively-aggressively notes in her debut, with him being a "retro unit" and her being able to solve the problems that he can't.
- Voiced by: Kamala Sankaram and Sally Donovan ("Ladies' Night"), Sally Donovan ("Stingstress")
- Flat Character: Overlaps with Living Prop. Due to being incredibly minor characters, none of them have as much personality or notable traits as the male inmates, and exist to show that women can be just as raunchy.
- Most Common Superpower: They're all basically very well-endowed.
- Only One Female Mold: They all pretty much have the same small-waisted, large-breasted and shapely body type. Jacknife's female counterpart (see below) would seem to be the odd one out.
- Red Shirt: However, they're this just about as much as their male counterparts.
- Sassy Black Woman: One is seen among the usual batch, most notably referring to the male inmates as "man-holes" and then mutilating Fatty for daring to leave the seat up.
- Stripperiffic Institutional Apparel: They all wear matching blue bras and panties (or bikinis if you're feeling generous).
- Talking to Herself: The inmate roles seemed to be split between two women in their debut, but by the time they re-appeared, Sally Donovan was the sole actress to voice them.
- Tattooed Crooks: A few of them sport tattoos, although the animators include them less often with these characters, or they come and go.
- You Gotta Have Blue Hair: While most of them have plausible hair colors, there are a few inmates that have pink or blue hair.
- Voiced by: Sally Donovan
- Ax-Crazy: Thinks nothing of violently murdering those who get in her way.
- Bare Your Midriff: She wears a tank top instead of the plain T-shirt that Jacknife's known for.
- Butt Monkey: Is this with Nova.
- Distaff Counterpart: Is basically Jacknife with breasts, lipstick, and just looking a little more feminine.
- Kill It with Fire: Melts two female bouncers down to nothing with a lighter in her debut.
- No Name Given: So far, has no official name differentiating her from the original Jacknife.
- Tattooed Crook: As with her male counterpart.
- Who Wears Short Shorts?: Wears cut-off jean shorts, instead of full jeans like her male counterpart.
- The Unintelligible: Following along the lines of the original.
The Vegetable Garden
- Voiced by: Stephen Warbrick
- Anthropomorphic Food: Comprised of talking carrots, tomatoes, and so on. They're usually hanging around the garden, but have attempted to leave it (only to fail).
- Attack of the 50-Foot Whatever: They become giant monsters in "Nightshift" and have to be fought off by the combined forces of the inmates and the lunch ladies.
- Let's Meet The Talking Vegetables: They're aware they exist to be planted and eaten, and get distressed in the pilot when they hear that they won't go to use (and simply get mowed over by Jailbot).
- They Killed Kenny Again: With being just a bunch of vegetables, they're not even spared from the carnage. They wind up mowed down in their first appearance, get killed by giant weed monsters in their second, and are subject to more death and mutilation in subsequent roles.
Lunch Ladies (Janice, Cookie, and others)
- Voiced by: Stephen Warbrick
- Brawn Hilda: They all have the same brawny large build, and are all rough and abrasive in attitude.
- I'm a Humanitarian: Have no qualms about killing and using inmates in their dishes. The Grand Prix episode even shows they have a special room for collecting dead bodies for use in their cooking.
- Opaque Lenses: As with Alice, you never get really get a glimpse of their eyes behind the glasses, save for a bit in "Cold-Blooded" where Janice's eye can be somewhat seen behind her shattered glasses (after the serial killer stabs her).
- They Killed Kenny Again: Janice (the leader) appears most often, and is usually killed or mutilated in some way. Taken Up to Eleven in "Nightshift" where the entire cafeteria staff is slaughtered at the start, but later return and are shown to have even more reinforcements to fight the vegetable monsters.
- Voiced by: Richard Mather note
- Ascend to a Higher Plane of Existence: Lives on in the form of a constellation above the jail, and seems to like smiting flocks of birds.
- Back from the Dead: Temporarily, due to a paradox created in "Time Police part 2". After the timeline is reset, however, his proper fate is sealed.
- Barbie Doll Anatomy: Prefers fighting completely naked, but notably doesn't have any genitalia or nipples (although Karacas' own depiction on the season 1 poster artwork did have the latter feature).
- Charles Atlas Superpower: His genetic enhancements as a clone give him a vast amount of strength and speed, to where it takes little effort for him to tear an inmate apart. The only being that posed a challenge would seem to be Specimen 7 (due to its healing factor).
- Heroic Sacrifice: He helps save the trapped and injured Twins (who manage to teleport away), but winds up instantly crushed to death himself by falling debris.
- Technically sacrifices himself AGAIN when he destroys the Time Brain, seemingly resetting the timeline to the events before the "Time Police" plot (and so he goes back to his proper fate).
- Monochromatic Eyes: He appears to have solid white eyes, but is clearly able to see through them. However, Christy Karacas' artwork for the season 1 poster and DVD depicts the eyes as a solid blue.
- Pint-Sized Powerhouse: As his first unlucky victim notes, he's a "Pipsqueak". Said yutz winds up dead a few seconds later.
- Spare Body Parts: Specifically crafted and born with four hearts to increase his speed and metabolism. He also has a twelve pack abdomen, and fourteen fingers and toes.
- Teleporters and Transporters: Is first briefly shown to have a teleportation power like the Twins, but prefers fighting physically.
- Ultimate Life Form: Seemingly so. Unfortunately for him, he's not entirely invulnerable and the Made of Plasticine rule still applies to him.
- The Voiceless: Never utters a word when he's alive, except for grunting a little when he saves the Twins. However, his constellation self does give the final spoken line of the episode.
- Younger Than They Look: Owing to him being a clone, he was technically a newborn but appeared to be a teenager and slightly younger than his genetic donors.
D.L. Diamond, aka Darryl "The Dying" Diamond
- Voiced by: M. Wartella
- Alliterative Name: Both his stage name of D.L. and his actual name, the latter revealed by Jared when he broadcasts his inmate file.
- Con Man: He manages to easily fool the Warden and all other inmates with his promises and charm.
- Church of Happyology: Runs a cult designed to get rid of "Negatons" in people's bodies, and speaks of the power of the Galactoids. Jared's willing to prove it a scam. Turns out, they're real.
- Gonk: With his makeup and wig on, he can pass for an average looking man. Without it, however? He's aging, bald, decrepit, and his face is basically falling apart.
- No Celebrities Were Harmed: Visually parodies "Diamond" David Lee Roth, as well as including elements of Klaus Nomi.
- Voiced by: Kamala Sankaram
- Black Bead Eyes: Sports these types of eyes, as with other small children depicted.
- Blood from the Mouth: The sign of her impending death that everyone remains clueless to.
- Cute Ghost Girl: Seen as this in two cameos in the second season.
- Hair Decorations: A butterfly hair clip (sometimes two of them).
- Incurable Cough of Death: Gets weaker throughout her appearance and displays this.
- Kill the Cutie: Showing that even children aren't spared within the jail, though for her, it was not through any carnage but her own terminal illness. That, and her death being hastened by the boxes crushing her.
- Littlest Cancer Patient: But nobody knows that she has the disease.
- Magic Skirt: Shown when Jailbot is taking her to the incinerator.
- Morality Pet: For most of the inmates, but especially Ash, who practically mothered her until her death in "Mr. Grumpy-Pants" and is seen playing with her ghost during the carnage in "Ghosts" (as well as in a cameo in "Mayhem Donor").
- The Quiet One: Speaks a grand total of 3 words onscreen before she croaks.
- Youthful Freckles: Sports these.
The Prison Mogul
- Voiced by: Chris McCulloch
- Abusive Parents: Every time he's been shown, he's either yelled at, ignored, or psychologically tortured little Warden.
- High-Class Glass: He sports a monocle, instead of glasses.
- Posthumous Character: What we know about this guy is all through flashbacks, photos, or Warden's own word.
- Shoot the Dog: Forced The Warden to kill a puppy with an axe, because he felt Warden being nice to it ruined its potential as a guard dog.
- Voiced by: Chris McCulloch
- Apathetic Citizens: Barely shows much reaction to his boss berating him, and when said boss dies, he simply congratulates and informs the child Warden that he'll now be taking his father's job.
- Our Zombies Are Different: Briefly appears in a cameo as one in the episode "Ghosts", and seems to be mutually frightened at the Warden falling in his grave.
- Posthumous Character: Only really seen in a flashback.
The Time Police
- Voiced by: Reggie Watts and Chris McCulloch ("Time-Police" note ), Chris McCulloch and Stephen Warbrick ("Oedipus Mess")
- Auto-Tune: Used for their sung dialogue in their "Oedipus Mess" cameo.
- No Celebrities Were Harmed: They were meant to parody the rock band Cheap Trick.
- Teleporters and Transporters: Are able to move between dimensions with the aid of their "time stick".
- Time Police: As to be expected of them.
The Time Court Judge
- Voiced by: Reggie Watts
- Brain in a Jar: Or rather, on top of a pedestal.
- The Faceless: Well, he is a brain, one with a mouth.
- The Judge: A non-human example.
- Judge, Jury, and Executioner: He declares the verdict and punishment of time criminals simply from knowing their thoughts. He might not kill them, but instead leaves them trapped and stranded in the time dimension for eternity.
- Sinister Silhouettes: He's cloaked in shadow and appears pitch black except for his mouth, although considering how the Time Court warps perception of color, he may just be that abstract outside of it.
The Stars N' Stripes
- Voiced by: Chris McCulloch ("Cook Out", "Rip Tide", The Commander, other misc. soldiers), Stephen Warbrick ("Blow Job"), Richard Mather ("Black Face"), Sally Donovan ("Peepers")
- Expy: They're all patterned after G.I. Joe characters in some way. Cook Out appears to be Blowtorch, Blow Job is modeled after Tripwire (with his name seeming to be a parody of Snow Job's), Black Face is the equivalent of Snake Eyes, and Rip Tide is Torpedo. Peepers' inspiration isn't as discernable or said, though he may be a (much younger) counterpart to Dial-Tone or Breaker.
- Eye Glasses: Peepers' glasses act as these, as do the camera lenses on his helmet.
- Kill It with Fire: Cook Out's specialty, to where he accidentally does kill their own commander with his carefree usage of the flamethrower.
- Punny Name: Their names are all puns on their specialties.
- Red Shirt: The rest of the army was decimated, and the remaining bunch don't fare so well either.
- Unfortunate Name: Said puns on the specialties lead to the camouflage expert being named "Black Face" (and being a black man, to boot) and the demolitions expert being named "Blow Job".
Mistress Kilda and Catastro
- Voiced by: Sally Donovan (Mistress Kilda), Unknown (Catastro)
- Artificial Limbs: Possibly in Mistress Kilda's case, as her right arm seems to be nothing but a gauntlet of spikes and three claws from the elbow down.
- The Baroness: Mistress Kilda. Fitting, considering her inspiration.
- Co-Dragons: To Lord Stingray
- Eerie Pale-Skinned Brunette: Kilda.
- Excessive Evil Eyeshadow: Kilda wears a bunch of black and maroon eyeshadow to go along with her dark getup.
- Expy: Of The Baroness and Destro, from G.I. Joe. Their source characters were also romantically involved.
- The Faceless: Catastro's face is concealed by a metal mask, which doesn't allow for the expressiveness that his basis had. We only really get to see his angry bulging eyes and a mouth of sharp teeth.
- Finger-Lickin' Evil: Kilda does this after gouging out Black Face's eyes with her claws.
- Satellite Character: Also act as this to Stingray. The little we know about them is detailed by him to the Warden, and they barely get to show much personality. The original intent was for them to have slightly bigger roles, but the limited airtime clashed with that.
- The Unintelligible: Catastro only grunts and growls in his brief appearance.
- What Happened to the Mouse?: Catastro kind of vanishes shortly before the bloodbath in "Lord Stingray Crash Party". However, a death might have been implied after the Warden and inmates threw the head of a statue through the wall. He's still nowhere to be seen at all through the rest of the sequence.
- Voiced by: Sally Donovan
- And I Must Scream: Winds up sealed inside her crystal, and is last seen being used as a piece of jewelry by Alice. She's set free and found by The Triplets during the climax of "The Superjail Inquisitor".
- Barbie Doll Anatomy: She's completele without detail. Justified as the censors wouldn't allow it.
- Boobs of Steel: As she took the form of the type of women that Jacknife fantasized about, she's greatly endowed.
- Femme Fatalons: The better to shred inmates apart with.
- Godiva Hair: Her hair acts this way in some scenes, even though she has nothing to show underneath.
- Multipurpose Tongue: Can stretch her tongue to reach into others' brains and probe their memories. But to other bystanders, it just looks like she's making out with her target.
- One Woman Army: Can rival Alice in her strength and brutality, to where the Warden considers making her a guard.
- Power Crystal: Gifted to her by her master. She can morph with it, as well as use it to completely disable the Twins' powers (to make their escape more difficult). It also can be used to entrap others, by shrinking and storing them inside. Not so lucky for her when she gets her own crystal's powers turned on her.
- The Unintelligible: Sort of. She has a fluent grasp of her own alien language, but her English is limited and broken to where she's mostly grunting and yelling, with the only intelligible lines being ones such as "Where twins?" and "You, leader?".
- Voluntary Shapeshifter: Appears as a blue blob of goop and tentacles in her base form, but soon takes on the form of a nude woman. Her hair is also shown to morph when Alice tries to rip it, with it turning into a bunch of angered snakes.
- Voiced by: Richard Mather
- Abusive Parents: Sends a highly-vicious and deadly pet on his youngest in an attempt to bring them back note , will flat-out abandon or neglect any children that can't impress him, encourages torture on his youngest in an attempt to have them "study". All with such a playful demeanor about it.
- Alien Blood: Green, following along the pattern of other aliens in the series.
- Aliens Speaking English: He's first heard speaking an odd alien language in "Hot Chick", but the rest of his appearances have him speak in English (likely for convenience and to not have to subtitle everything).
- Amazing Technicolor Population: Blue skin, pale blue sclerae and teeth.
- Creepy Monotone: Speaks in this, but a bit more higher and nasal compared to his children. Although in his first appearance, he also had an alien echo to his voice.
- Healing Factor: Seen when he's stabbed and torn open. Despite his initial shock and pain, he thinks little of it and just uses his power to heal back up.
- Large And In Charge: Quite large, certainly in charge. His overall height seems to depend on the layout artists and animators, though his double chin and the fact that his early design was an overweight humanoid man would seem to suggest that he's also on the heavy side.
- Spock Speak: Another way of easily identifying him as the Twins' father.
- Strong Family Resemblance: Played around with. The Twins have the same wavy blond hair as him, and have the same shape of nose. The Triplets avert this, being partly bald with straightened hair, as well as having no noses at all. But while all five of his children have more of a humanoid appearance, he's basically a giant floating blue ball with a head and wings. Regardless, they all share that Big Ol' Unibrow.
- Tentacle Rope: Used with a pair of tentacle arms, as well as a tentacle tail.
- Tuckerization: His name derives from Mike Lazzo, the vice president at Adult Swim.
- Unusual Ears: Long, twisted blue earlobes.
- Wings Do Nothing: They turn out to be too small for him to actually fly with, so they just flap and wave about.
- Your Size May Vary: Throughout his appearances in "The Trouble with Triples", the animators varied between depicting him as a gigantic creature, or simply only a few heads larger than his sons.
Prison Peedee/ Formerly: The Rat
- Voiced by: Dana Snyder
- Alliterative Name: Though usually just referred to as "Peedee", as well.
- Demonic Dummy: The show wants you to think he's this, revealing that he's simply Bird's puppet. After The Rat loses Gary's vocal cords, though, Peedee plays this trope straight.
- No Indoor Voice: Yells practically every line he speaks.
- Organ Autonomy: Is brought back to life and powered by Gary's disembodied vocal cords, after they're separated from The Rat.
- Tuckerization: His name is based off one of the producers', Peedee Shindell. He's also visually modeled after him, down to the haircut.
- Verbal Tic: Prone to calling people (Mostly Stingray) "Dumbass".
- Voiced by: Richard Mather
- Aliens Speaking English: As their brothers and father speak it, so do they.
- Big Brother Bully: Shown to be physically abusive to the Twins, as well as mocking them at any given opportunity.
- Bizarre Alien Biology: One Triplet is shown to vomit up a cluster of crystals. He proceeds to feed them to his brother, who sprays the liquified remains out through his (four) nipples.
- Creepy Monotone: To easily denote them as part of the family.
- Finishing Each Other's Sentences: They have this habit as well, although sometimes not all three of them speak or finish for the other.
- More Teeth than the Osmond Family: Their mouths are filled with a lot of very huge, sharp teeth.
- The Noseless: And rather jarring when put next to their father and brothers.
- Parental Favoritism: Ozzal spoils these three, and considers them to be his favorite children. Things change a little by the end of "The Trouble with Triples". Or did they?
- Power Crystals: Small red ones worn on their necks. They also apparently store crystals within their bodies.
- Reality Warper: They have the power of turning the content of tabloids into reality, up to and including the Apocalypse, as seen in "The Superjail Inquisitor".
- Rubber-Forehead Aliens: Look a little less "human" than their little brothers, what with their lack of noses and the red horn growths protruding from their skulls.
- Same-Sex Triplets: As their younger brothers are identical, so are they.
- Sibling Rivalry: With the Twins, to the point of "brood wars" being a custom among their species.
- Sibling Yin-Yang: The Triplets are brutal, physically strong, and goal-oriented (with their obsession of conquering). In contrast, the Twins don't care for "real work", are more laid-back, and rather physically weak (relying more on their powers). The Twins are also slender but with muscle tone, while the Triplets seem to lack any and are shown to be somewhat overweight.
- Single Minded Triplets: Work in tandem with each other on anything, whether it's beating the Twins up or figuring out a way of cheating.
- Stout Strength: Even if they are a bit overweight, their speed and strength are enough for them to give their younger brothers a brutal thrashing and no chance to fight back (though considering how intimidated the Twins get around them, it's also a question of if they'd even try to defend themselves).
- Spare Body Parts: They have at least seven fingers on each hand.
- Spock Speak: As with the rest of their family, although they do what they can to sound more sophisticated than their younger brothers.
- Teleporters and Transporters: They have the ability to teleport as well, but with a red aura as an opposite to the Twins' green one.