Master Billy Quizboy

This is a list of main and recurring fictional characters from ''The Venture Bros.'', a comic science fiction television series aired on Adult Swim from 2003 to 2018.

Overview

Team Venture

Team Venture consists of the central characters in the show; they previously resided in a fortified compound in Colorado Springs which also served as the headquarters for their company, "Venture Industries." Following the destruction of the compound in Season Six and Dr. Venture's inheritance of his brother's fortune, they relocate to the Ventech Tower at Columbus Circle in Manhattan.

Dr. Rusty Venture

Dr. Thaddeus "Rusty" Venture (voiced by James Urbaniak): Dean and Hank's father, head of Venture Industries, and clone-brother of The Monarch. He is a capable scientist and inventor, but his greed, lack of formal education, and insistence on cutting corners result in his attempts at technological innovation failing, causing chaos for him, his family, friends, and sometimes the world at large. Although the money he earns is sufficient to support him and his family, it fails to satisfy his greed and his aspirations to match his father's wealth and success. While he cares for his sons, his father's abusive and negligent parenting influences the way he treats them, sometimes showing as much indifference to them as his father did to him. In Season 7, it is revealed that Dr. Venture is not the original, but rather a clone of the first Rusty Venture, who died in the past.

Brock Samson

Brock Fitzgerald Samson (voiced by Patrick Warburton): Born in Omaha, Nebraska, to a single mother, Brock is a hypermasculine one-half Swedish, one-quarter Polish, one-quarter Winnebago "murder machine" who serves as a bodyguard to the Venture family. He attended the same university as Dr. Venture until he was expelled for accidentally killing one of his football team's teammates. Despite holding a license to kill, Brock eschews guns and instead favors a Ka-Bar fighting knife as his signature weapon. He grapples with his role in the world and his purpose, guided by a personal code of ethics concerning innocents and whom he will eliminate if they pose a threat to himself or the Ventures. Brock owns an orange 1969 Dodge Hemi Charger named "Adrianne," frequently seen driving or shirtlessly washing at the Venture compound. Following the explosion of the car carrying Henchman 24, H.E.L.P.eR.'s head was briefly embedded in Brock's chest, leading to 24's death; the head was later removed and replaced with a metal plate.

Hank Venture

Henry Allen "Hank" Venture (voiced by Christopher McCulloch): Hank, the elder fraternal twin with blond hair, is a teenage boy and one half of the titular duo. He emerges as the more extroverted and adventurous of the pair, drawn to action and thrill-seeking, often envisioning himself as a vigilante superhero. In season 4, he exhibits increased rebelliousness following Brock's departure, even losing his virginity to an older woman who happens to be his best friend's mother. After briefly affiliating with former Henchman 21's rendition of S.P.H.I.N.X., Hank acquires the power suit of former S.P.H.I.N.X. member The Countess, donning it until it is stolen and destroyed. This incident leads to Hank undergoing physical therapy due to muscle atrophy. In season 6, he opts out of college and takes on a job as a delivery boy at a pizzeria. Additionally, he embarks on a romantic relationship with Sirena Ong, the daughter of his father's current Guild-assigned villain, Wide Wale. In season 7, Hank slips into a coma after discovering Sirena's infidelity with Dean but eventually recovers.

Dean Venture

Dean Venture (voiced by Michael Sinterniklaas): As a teenage boy and one half of the eponymous pair, Dean is the younger fraternal twin with red hair. Despite being more timid than Hank, he exhibits signs of greater emotional maturity. Dean garners more favor from their father, who grooms him to succeed as the heir to Venture Industries. Like his brother, Dean has faced death over a dozen times, only to be replaced by an exact clone each time, devoid of memories of his demise. Following a breakup with Triana and the revelation of his clone status, Dean adopts a more emo persona, donning a black "speedsuit" and relocating from his childhood bedroom, displaying reluctance to join family adventures. However, Hank's optimism and familial support pull him out of his emotional slump. In season 6, Dean enrolls at the fictional Stuyvestant University in New York, excelling as a philosophy student and befriending Brown Widow, his roommate. In season 7, he engages in an affair with Hank's girlfriend, Sirena Ong, but later regrets his actions.

H.E.L.P.eR.

H.E.L.P.eR. (voiced by Christopher McCulloch; credited as "Soul-Bot"): H.E.L.P.eR., short for Humanoid Electronic Lab Partner Robot, serves as the Venture family's helper robot, communicating through electronic beeps. Despite his sensitivity, the Ventures often regard him as an old appliance or pet. Throughout their adventures, H.E.L.P.eR. frequently gets smashed to pieces but miraculously appears repaired by the next episode.

Sergeant Hatred

Sergeant Hatred, also known as Courtney Robert Haine, is voiced by Brendon Small in season 2 and Christopher McCulloch from season 3 onward. He serves as Brock's former supervisor in the O.S.I., the husband of Native American villainess Princess Tinyfeet, and the Venture family's bodyguard. He is a large, muscular man with a giant red 'H' tattooed on his face, often seen wearing military fatigues. Despite being a convicted child molester for having slept with a 17-year-old, he is liked and respected throughout the supervillain community for his unfailing politeness and generosity; certain episodes also reveal that he knows his sexual attraction to teenagers is wrong, and tries to keep it in check using medication and electroshock therapy. He is known for his caring nature beneath his battle-hardened exterior.

Dermott Fictel

Dermott Fictel (voiced by Doc Hammer): An obnoxious teenager who first appears in "The Buddy System"; he was hinted to be the son of Brock Samson. Dermott is a compulsive liar and frequently interjects wild, and often clearly false, claims about his abilities and past deeds into unrelated conversations. He is Hank's best friend and occasionally visits the Venture compound from the nearby trailer park where he and his "mother" live. In "Everybody Comes to Hank's", Hank sleeps with Nikki Fictel (voiced by Kate McKinnon), whom Dermott knows as his older sister, but is actually his mother. His real father is also revealed to be Rusty, making him Hank and Dean's half-brother. He stays behind when the Venture family moves to New York and later joins the OSI, being accepted as an operative despite his lack of training, thanks to a good word put in for him by Dr. Venture.

Venture acquaintances

Dr. Jonas Venture Jr.

Dr. Jonas Venture Jr., also known as J.J. (voiced by James Urbaniak): Dr. Venture's deformed twin, who was absorbed by Rusty in the womb and surgically freed from Rusty's body after being mistaken for a tumor. Although he has the body of an infant, he has an adult appearance and seems to have inherited his father's brilliance. He is scientifically astute, hard-working, attractive to women, and a multi-billionaire CEO of a profitable corporation. However, his worship of his father causes the original Team Venture to dislike him greatly, as he ignores their importance to his father's life, business, and legacy. JJ dies in "All This and Gargantua-2" when he sacrifices himself to prevent his space station, Gargantua-2, from harming people, when it self-destructs due to sabotage from The Investors. In his will, he bequeaths his fortune, the New York City Headquarters, and technology patents to his brother.

Triana Orpheus

Triana Orpheus (voiced by Lisa Hammer): Dr. Orpheus's 17-year-old quasi-goth daughter. She has purple hair and is fairly friendly with the Venture twins. She and Dean become close until they have a major fight and fall out after she chooses to date another boy named Raven over Dean. In season four, it is revealed that she has inherited her father's abilities when she encounters her father's mystical mentor, who purposely took up residence in her closet because of her power.

Pete White

Pete White (voiced by Christopher McCulloch): An albino computer scientist and co-founder of Conjectural Technologies. He attended college with Venture, Samson, Baron Ünderbheit, and The Monarch, where he hosted a new wave radio show called "The White Room". After earning a doctorate in computer science, White and Billy Quizboy collaborated on a Jeopardy-style game show called "QuizBoys", with Pete as the host and Billy as a contestant. However, they were fired for cheating and rigging the shows in their favor. Despite a brief falling out, Pete eventually reunited with Billy. They took up residence in a trailer near the Venture Compound. Like Venture and Quizboy, White is skilled and knowledgeable in super science and technology but tends to be lazy and half-hearted in his efforts. In season six, after Dr. Venture inherits his brother's company and fortune, Pete and Billy move to New York City with the Venture family. There, they become leading scientists for Dr. Venture, assisting him in inventing breakthrough technology to sell through Ventech.

Billy Quizboy

William Whalen, a.k.a. Master Billy Quizboy (voiced by Doc Hammer): Self-proclaimed "boy genius" Billy Whalen is an adult with a speech impediment and growth hormone deficiency. Despite suffering from hydrocephalus, his intellect remains unaffected. He gained recognition as a contestant on the game show Quizboys, hosted by Pete White. When White cheated on his behalf, they were both disqualified from the show, and Billy's winnings were seized by the SEC. Seeking employment, White and Billy approached Dr. Venture, but were rejected. Later, in a misunderstanding, Billy lost a hand and an eye in a dogfight. Subsequently, he was recruited by Brock Samson and Hunter Gathers, who equipped him with a mechanical hand and camera eye for undercover work. While spying on Professor Hamilton Fantomas, Billy suffered an accident that led to the creation of Phantom Limb and the loss of his left eye once again. Despite lacking formal education, he became a medical doctor, neurogeneticist, and co-founder of Conjectural Technologies. He briefly joined the Order of the Triad after performing brain surgery on the Outrider. In season 5, his old nemesis Augustus St. Cloud became his and White's designated arch-enemy. In Season 6, he and Peter relocate to New York City with the Venture family to assist Dr. Venture in developing breakthrough technology for the Ventech brand.

The Pirate Captain

The Pirate Captain (voiced by Christopher McCulloch): The leader of the "ghost pirates" in "Ghosts of the Sargasso". Following his initial encounter with the Venture family, he took up residence on the X-2 after facing challenges finding employment. When Jonas Jr. acquired the ship, he hired the captain, who has only been addressed as "The Captain" thus far. He lived with Jonas Jr. on Spider Skull Island, assuming roles such as butler, caretaker, and right-hand man. The Captain consistently refers to Jonas as "Chairman". Subsequently, after J.J.'s demise, he becomes an employee of Dr. Venture upon inheriting J.J.'s New York City business.

Bobbi St. Simone

Bobbi St. Simone (voiced by Jane Lynch): Bobbi St. Simone is the proprietor of a sanctuary for cybernetic animals. In the 1960s, she was an actress in a bikini movie who had an affair with Jonas Venture, who also bestowed upon her invisibility powers. Following the failure of her film, Jonas coerced her to work for the O.S.I. as a mole within The Guild of Calamitous Intent. She later assumed the identity of Madame Majeure after falling in love with and marrying Force Majeure. However, she fled with her daughter Debbie after Force Majeure was murdered by The Sovereign. Bobbi struck a deal with Dr. Venture to transfer her powers to her daughter, implying that this was in exchange for Debbie's eggs, making her Hank and Dean's biological grandmother.

The Order of the Triad

Dr. Byron Orpheus

Dr. Byron Orpheus (voiced by Steven Rattazzi): A necromancer who rents a portion of the Venture Compound and is friendly with Dr. Venture. Along with Brock, he is one of the few associates of Dr. Venture who displays competence and morals, although his pomposity tends to detract from his abilities. His speech is filled with overly dramatic phrases, delivered in a theatrically grandiose voice with emphasis on mundane topics, usually accompanied by ominous trumpet-laden music. After witnessing Dr. Venture's various enemies, he develops a fervent desire for a nemesis of his own and is later given the opportunity when the Guild approves his request for one in the season 2 episode "Fallen Arches", holding a series of interviews for the position. He is fiercely protective of Hank and Dean Venture, after being responsible for their "death" at the end of Season 1, only to find out the truth about the boys in Season 2. He is the father of Triana Orpheus, who lived with him on the Venture Compound until she moved in with Orpheus's ex-wife after breaking up with Dean Venture. By season 7, it appears that he and the Order of the Triad move to New York City in order to be closer to The Ventures.

Jefferson Twilight

Jefferson Twilight (voiced by Charles Parnell): An old friend of Dr. Orpheus, Jefferson Twilight is a dhampir who fights Blaculas (black vampires) for a living, wielding two swords. He suffers from diabetes and low blood sugar, leading him to crave sugared liquids. His left eye is discolored, functioning as a magical Blacula tracker he calls the "Blood Eye." The episode "What Goes Down Must Come Up" reveals much of his backstory, including that his mother was taken by marauding Blaculas when he was ten and he was a tank commander in the USMC. Initially upset about lacking a magical ability, it is discovered that he has the ability to act as a bridge between worlds, something that once saved his friends.

The Alchemist

The Alchemist (voiced by Dana Snyder): Another old friend of Dr. Orpheus, The Alchemist is on a quest for the philosopher's stone and a cure for AIDS. Unlike Twilight and Orpheus, he appears less serious about his endeavors and prefers mixing business with pleasure. However, his true stance on the Triad was revealed in the episode " Showdown at Cremation Creek", where he expressed a commitment to balancing the universe rather than engaging in constant battles against supervillains. He is openly gay and a fan of Jimmy Buffett. He shares a friendship with Hank, seeing similarities between them. Sometimes referred to as "Al," it's unclear if this is his real name or simply a nickname. He harbors a strong dislike for the internet after discovering his former boyfriend's infidelity on MySpace. In "Everybody Comes to Hank's," it's revealed he was previously in a relationship with Shore Leave, but the latter erased his memory of it due to The Alchemist's perceived clinginess. In "OSI Love You," he and Shore Leave share an amorous video chat, suggesting they reconciled.

Original Team Venture

* Dr. Jonas Venture Sr. (voiced by Paul Boocock): Deceased father of Dr. Rusty Venture, Jonas Junior, and as of season 7, it is revealed that he is also The Monarch's father. He was the foremost super scientist and adventurer of his time, creating what is now known as Venture Industries and leading the original Team Venture. Despite his public image as a brilliant scientist and superhero, Jonas was revealed to be a manipulative, sociopathic womanizer with questionable morals and ethics, considered by the Guild to have been a greater villain than any of those he fought. He appeared to view Rusty as an unplanned and unwanted birth, often ignoring his son's existence in favor of drinking, partying, and pursuing sexual encounters. When he did acknowledge Rusty, he subjected him to years of emotional manipulation and abuse. Season 7 revealed his most egregious act, which would define the history of the entire series. He blackmailed his best friend Blue Morpho with a sex tape showing him cheating on his wife, forcing Morpho to do his dirty work for him. This involved coercing Morpho's sidekick, Kano, into joining Team Venture and impregnating Morpho's wife under the guise of "assisting" with their infertility issues. Morpho's wife gave birth to a baby fathered by Jonas, who would later grow up to be The Monarch. When Morpho died in a plane crash, Jonas transferred his brain into a robot body, naming him Venturion, an act that disgusted and horrified the original Team Venture. When Venturion malfunctioned and attacked Rusty Venture, Kano fatally disabled it, and Jonas disposed of its remains. Venturion's body was captured by Dr. Zinn and the Guild of Calamitous Intent, who reprogrammed him into a villain called "Vendata." He later confronts and kills Jonas by ejecting him into space. Team Venture recovered his remains and embedded them in the ProBLEM device on the station, keeping him in stasis until he could be saved. Years later, his son JJ found the ProBLEM after Gargantua-1 crashed on Earth. Unaware of its contents, he placed it in the lobby of Ventech headquarters as an art piece, inadvertently wiring it into the building's security and technology. Despite his physical demise, his brain remained alive and used the building's connection to upload his consciousness, haunting Dr. Venture and his family. Through the building's Wi-Fi, he reveals his true purpose for Venturion/Vendata to Rusty and the original Team Venture: to transfer his consciousness into Vendata's brain, using the robot as a temporary vessel until Rusty could clone him a new body. This plan was thwarted by Vendata/Blue Morpho, who destroyed the ProBLEM machine in a virtual reality fight with Jonas, presumably resulting in the demise of both.
* The Action Man, whose real name is Rodney (voiced by Christopher McCulloch): A retired American supersoldier with flatulence problems and "plastic knees" that hinder his movements. He married Major Tom's widow, Jeannie, after Tom's tragic accident. Like Jonas, he wasn't well trained with children and was hinted to have had some bad moments with young Rusty. He had a habit of waking up Rusty Venture back in the old days by placing an unloaded gun against the sleeping boy's head and pulling the trigger, then saying, "Not today, Rusty". According to Rose, Rodney was a womanizer and a junkie, both of which he denied, claiming it was all in the past and never cheated on Jeannie, which is most likely a lie. "Action Man" is also the name of Hasbro's original 12 Inch GI Joe figures, released outside the United States. The Action Man moved to a retirement community in Boca Raton, Florida, where he is alone following the death of Jeannie. He briefly had Dr. Entmann as a roommate, only to accidentally crush him with his rocking chair while Dr. Entmann was in a shrunken-down state. He later dates fellow retired superhero, and Billy Quizboy's mother, Rose, and moves in with Colonel Gentleman.
* Colonel Horace Gentleman (voiced by Christopher McCulloch impersonating Sean Connery): A retired member of the original Team Venture and later ersatz leader of the reformed Team Venture. He is a Scottish gentleman and adventurer in the vein of Allan Quatermain and James Bond. The influence is apparent in the similarity of his voice to that of Sean Connery, who has played both characters in movies. He dresses in an old-fashioned British suit, complete with cane and fedora. It is briefly implied that he is a pederast, and this was later confirmed by the creators. In the second season, Hank and Dean find him apparently dead of unspecified causes; however, it is revealed in " Now Museum-Now You Don't" that he was merely in a diabetic coma and is still alive. He is an ethnic/gender chauvinist, and has a penchant for writing out random lists in his notebook. He briefly bears a grudge against Rusty Venture for breaking the heart of his stepdaughter, Dr. Quymn, for whom he has retained some affection. Col. Gentleman lives in Tangier, it formerly being a haven for the world's elite and greatest intellectuals, but in recent years he has realized that he is the only one left, and is dejected that Kiki has broken up with him for the last time. At the end of season 5, he realizes that there is no reason for him to stay in Tangier anymore and moves back to the United States, becoming the Action Man's new roommate.
* Kano (voiced by Christopher McCulloch): A retired member of the original Team Venture, Kano is a master of martial arts and an accomplished pilot, likely inspired by the Green Hornet's assistant, Kato. In earlier episodes, he never speaks and communicates only through origami and sparse gestures; however, this is attributed to a vow of silence he took, revealed in the episode "ORB". This vow was made when he took a great man from the world, which Brock believed to be Jonas Venture Sr. As described by Col. Gentleman, his hands are "powerful enough to crush a boulder, yet delicate enough to crush a butterfly." Although not a villain, his silent demeanor, fighting skills, and brute strength correspond with the bodyguard/henchman archetype found in many works of fiction, with particular similarities to Oddjob. In addition to his skill in fighting and origami, Kano also appears to be a capable aircraft pilot. Kano has also displayed the ability to breathe fire in the episode " Now Museum-Now You Don't". On the DVD commentary, it is revealed that his name originates from "Volcano". Season 7 revealed that Kano was originally the bodyguard of the Blue Morpho, The Monarch's father. Kano was forced into the original Team Venture away from the Blue Morpho after Jonas had blackmailed Morpho. When Jonas resurrected the Blue Morpho as the cyborg Venturion after his death in a plane crash, Venturion malfunctioned and attacked Rusty, forcing Kano to snap his neck. According to the other members of the original team, Kano never spoke again after this event, thus "the great man" whom Kano killed before taking his vow of silence.
* Otto Aquarius (voiced by T. Ryder Smith): A retired member of the original Team Venture, Otto Aquarius is an exiled son of Atlantis. He is half-human and half-Atlantean, granting him a greatly extended life-span and the power to communicate telepathically with sea creatures. Most recently, he has converted to either the Church of Jesus Christ of Latter-day Saints (according to the special features section of the Season 1 DVD) or the Jehovah's Witnesses (according to Christopher McCulloch's blog), though his bizarre appearance often sabotages his attempts at evangelism. Due to his newfound faith, he is now a pacifist, which seems to confirm that he is a Jehovah's Witness.
* Dr. Entmann (voiced by Stephen DeStefano): A tiny man left abandoned in a nuclear fallout shelter, Dr. Entmann was previously a heroic figure known as Humongeloid, standing at 15 feet tall, flabby, and curly-haired. Brock Samson discovers Dr. Entmann in a disused and abandoned lab below the Venture Compound, where he had been trapped for some 30 years since an experiment to shrink him went disastrously wrong. Dr. Entmann moves in with Action Man but is later accidentally killed when Action Man crushes him.
* Swifty (voiced by Brendon Small): An African-American boxer and former bodyguard to Dr. Jonas Venture. In flashbacks, Swifty is shown using a pair of jet-powered boots. Currently, he suffers from dementia due to years of boxing and works as a janitor on Spider-Skull Island.
* Hector (voiced by Brendon Small): A Hispanic boy and childhood friend of Rusty Venture. Seen in a flashback, he used an Aztec calendar to prevent an arrow from injuring Jonas Venture. Hector then joined the original Team Venture as Rusty's companion. However, as revealed in "Powerless in the Face of Death", in the present day, Rusty has no recollection of Hector or their adventures together. Hector reveals that he has been living in a part of the Venture compound closed off by Rusty years prior, unaware that it had been closed or that Jonas Venture had died, at which point Rusty unceremoniously evicts him. Hector appears to be the proxy of Hadji from Jonny Quest in the original Team Venture.
* Ook Ook: A caveman-like member of the team. In the present day, Ook Ook's body is encased inside a block of ice for unknown reasons.

O.S.I.

The Office of Secret Intelligence is a branch of the United States government that handles supervillain activity, both combating groups of supervillains or assisting super scientists and superheroes with their Guild of Calamitous Intent-assigned archenemies. A pastiche of G.I. Joe and S.H.I.E.L.D., in the 1980s they fought against the supervillain organization S.P.H.I.N.X. in the Pyramid Wars, during which the original S.P.H.I.N.X. was defeated. The O.S.I. operates from a hovering base based on the helicarrier and seems to answer to a division known as the Misters who are the go-between with the "Secret President."
* General Timothy Treister (voiced by Toby Huss): Commander of the O.S.I., he's a tough, no-nonsense, highly energetic military man. He is first mentioned in "Mid-Life Chrysalis", but first appears in person in "The Family That Slays Together, Stays Together"; after Brock Samson goes on the run from the hit put on him by Molotov Cocktease, Treister leads the effort to find and debrief Samson. He later shows up to help coordinate between the O.S.I., S.P.H.I.N.X., the Guild of Calamitous Intent, the Revenge Society, and the Peril Partnership during Zeus and Zero's rampage across the world's sidekicks. Finally, in "Operation P.R.O.M.", Treister reveals he is dying of testicular cancer, but has been fooled by Mister Doe and Mister Cardholder into thinking he has been turned into a Hulk after experimental gamma ray chemotherapy. After finally meeting with Col. Gathers, revealing he has discovered Doe and Cardholder are Guild double agents, he entrusts O.S.I. back to Gathers and shoots himself off into space in order to have his cancer cured by "alien technology". Treister reappears in "All this and Gargantua-2", where his frozen body is taken aboard the titular ship and upon being awoken believes that Billy and JJ are aliens and goes on a rampage after misinterpreting them as being hostile. He and JJ sacrifice themselves to stop Gargantua-2's self-destruction from hurting anyone, during which it is revealed that, as a result of the solar radiation his body was subjected to while he was in space, Treister actually is a Hulk-like creature.
* Mister Doe and Mister Cardholder (voiced by Doc Hammer and Christopher McCulloch, respectively): Two Mister-level agents of O.S.I. They first appear in "The Lepidopterists" to assist Dr. Jonas Venture Jr. in his fight against his newly assigned archenemy The Monarch, as they plan on capturing The Monarch for killing so many previous archenemies. They regularly appear as assistants to General Treister and are even made to guard the Venture family during "Blood of the Father, Heart of Steel" before Sgt. Hatred is assigned to them. In "Operation P.R.O.M.", they reveal to Col. Gathers that they are Guild moles sent to trick Treister into thinking he has been turned into a Hulk, to prove to the President that Treister should be removed from his position and they should take his place. Their plan is foiled when Treister reveals to Gathers that he has discovered that they are moles and that Mile High has been working for him as well.
* Gen. Hunter Gathers (voiced by Christopher McCulloch): Brock's former mentor from when he was in training for the O.S.I. Gathers has since gone into hiding after undergoing sex reassignment surgery (SRS), taking a job as a dancer at Night 'N Ales, a strip club. The character is modeled on Hunter S. Thompson, and his name is a play on the term hunter-gatherer. Other than Brock, Gathers was the only O.S.I. agent who believed the Guild was still in existence in the late eighties, as seen in "The Invisible Hand of Fate". Despite being extraordinarily eccentric, he seems to sincerely care about his job and defending his country. He also taught Brock the strict rule of never killing women or children, as that differentiated them from the "baddies". This is something he used to his advantage when he went rogue from the O.S.I., who then sent Brock to kill him. He is apparently a member of Molotov Cocktease's "Black Hearts" assassination guild, as shown in the scene following the end credits of " The Family That Slays Together, Stays Together (Part II)". However, despite the SRS, he still has the same face and voice as before, including a perpetual five o'clock shadow. The sex reassignment and apparent betrayal of the O.S.I. were revealed in the Season 4 opener to have been an elaborate ruse to infiltrate the Black Hearts; when Gathers and Samson were captured by Sphinx agents, Gathers revealed himself as an undercover Sphinx officer. In Pinstripes & Poltergeists, it is revealed that Gathers and other members of the O.S.I., disgusted with its ineffectual bureaucracy, eventually quit the O.S.I. and took S.P.H.I.N.X's name and equipment to form an organization capable of covertly and effectively combating super-powered villains against whom the O.S.I is powerless. S.P.H.I.N.X. seeks to terminate villains who do not abide by the rules of organized villainy mandated by institutions like the Guild of Calamitous Intent. Hunter surrenders command of S.P.H.I.N.X. to 21 after he is promoted to O.S.I.'s General.
* Shore Leave/Holy Diver (voiced by Doc Hammer): A former O.S.I. agent fired for violating O.S.I.'s don't ask, don't tell policy. Shore Leave had joined Hunter Gathers in S.P.H.I.N.X.. In Pinstripes & Poltergeists, it is revealed that he and Mile High faked being a couple as well as their conversion to religious fanaticism, for their cover. He started flirting with the Alchemist in the last episode of the 4th season and ended up making out with him. It is also revealed in "Everybody Comes To Hank's" that he and the Alchemist were briefly in a sexual relationship, but Shore Leave broke it off and wiped the Alchemist's memory when he became too "possessive" and dumped his boyfriend to move in with Shore Leave.
* Mile High/Sky Pilot (voiced by Christopher McCulloch): A former O.S.I. agent fired for violating O.S.I.'s don't ask, don't tell policy. He had joined Hunter Gathers in Sphinx. In the episode Pinstripes & Poltergeists, it is revealed that he and Shore Leave faked being a couple as well as their conversion to religious fanaticism for their cover. His name is a reference to the mile high club, as well as to the 1968 song " Sky Pilot" by Eric Burdon & The Animals. In the season finale " Operation: P.R.O.M." it is revealed he was a double-agent working for the O.S.I..
* Dr. Vulcano (voiced by Brendon Small): The surgeon who performs sex reassignment surgery on Hunter Gathers in "Assassinanny 911". Later, he is seen assisting the Nazis in their creation of the dog containing Hitler's soul and removing H.E.L.P.eR's head from Brock's chest in "Blood of the Father, Heart of Steel", where he is also revealed to be a member of S.P.H.I.N.X. under Hunter Gathers' command. In "O.S.I. Love You", Dr. Vulcano is seen to have been recruited into O.S.I.
* Headshot (voiced by Bill Hader): O.S.I.'s top marksman, who worked on the mission to capture Monstroso and Molotov Cocktease. He is in a relationship with Amber. In a moment of infidelity, he attempts to examine who he believes to be the captive Molotov Cocktease, only to discover Amber in her place. More shocking to him is the truth about Amber's hair color. It is heavily implied that Headshot accidentally shot and killed the head of the Guild, The Sovereign, while the latter was escaping in eagle form. It was later confirmed that the Sovereign had died, but it is unknown whether Headshot's action gained any acknowledgment.
* Amber Gold (voiced by Paget Brewster): A female operative of O.S.I. She is tasked with examining Molotov Cocktease in captivity. When she believes that the Nozzle has detected a foreign object in Molotov's eyepatch, she momentarily takes her eyes off Molotov, allowing Molotov to escape her restraints and disguise herself as Amber using Amber's platinum blonde wig to cover her own shorter natural blonde hair. Amber is in a relationship with Headshot, although their relationship becomes strained when he discovers her blonde hair is a wig and feels she is hiding other things from him. Additionally, she is having an affair with Brock Samson.
* Afterburner (voiced by Doc Hammer): A ninja operative of O.S.I. who wears a complete bodysuit similar to Snake Eyes from G.I. Joe, to hide his horribly disfiguring burn scars.
* Shuttle Cock: An O.S.I. operative themed after an astronaut who wields a badminton racket as a weapon. He is a double-agent killed by Molotov Cocktease.
* Slap Chop: An O.S.I. martial artist operative resembling Iron Fist from comics and Vince Offer, known for pitching the "Slap Chop" kitchen utensil on infomercials. He is a double-agent killed by Molotov Cocktease.
* Bum Rush: An O.S.I. operative themed after a homeless beggar, who stores his weapons in a shopping cart. He is a double-agent killed by Molotov Cocktease.
* Tank Top: An O.S.I. operative who wears an armored tank top with a tank cannon attached to it. He is a double-agent killed by Molotov Cocktease.
* Snoopy (voiced by John Hodgman): A meek O.S.I. operative who works on the bridge and assists General Gathers.

Archvillains and henchmen

The Guild of Calamitous Intent

The Guild of Calamitous Intent is the primary antagonist in the series. It functions as an organization of supervillains, akin to a trade union, offering benefits such as health insurance and establishing rules and conduct standards among its members and their adversaries, primarily superheroes and super-scientists. Serving as a stabilizing force in the world of supervillainy, the Guild prevents unchecked chaos by organizing its members into a cohesive force and restricting their actions to Guild-approved targets, thereby curbing total destruction, murder, and mayhem. Initially led by the enigmatic figure known as "The Sovereign" and the Council of Thirteen, the current iteration of the Guild suggests a refuge for missing or presumed deceased rock stars. In Season 6, most of the Council of 13 is eliminated by The Sovereign to solidify control and confront the supernatural supervillain group, The Investors. Following The Sovereign's accidental demise at the hands of O.S.I., surviving members, including Dr. Mrs. The Monarch, Dr. Phineas Phage, Dr. Z, Red Mantle, and Dragoon, under Dr. Henry Killinger's guidance, form a new Council of 13, with assistance from the surviving Revenge Society members, after Killinger eradicates the Investors to restore balance between O.S.I. and the Guild. Although Killinger declines the Sovereign role, he bestows control of the Guild to the council. Season six introduces the New York branch of the Guild, comprising the organization's most dangerous supervillains. Notably, the original Guild charter does not stipulate a specific number of council members, and members cannot actively engage in arching their enemies.

The current iteration of the Guild was reportedly established around 1959 by Phantom Limb's grandfather. However, its roots extend back to the late Victorian era, when it operated as a heroic organization under the leadership of Colonel Lloyd Venture, Rusty Venture's grandfather. This earlier incarnation was devoted to safeguarding an enigmatic artifact known as the "ORB." A schism within the organization arose over differing views on the ORB's purpose. Fantomas founded the Guild of Calamitous Intent in 1910, advocating for using the ORB to dominate mankind, while Lloyd established the modern version of the OSI, aiming to utilize the ORB for the betterment of humanity.

The Monarch

The Monarch voiced by Christopher McCulloch (voiced by Marx St. Cloud for the pilot): Dr. Venture's self-styled nemesis, whose real name is Malcom Fitzcarraldo. He is obsessed with monarch butterflies, which he claims raised him as a child after he survived the plane wreck that killed his parents. While attending State University, he began arching Dr. Venture, though the reasons remain unrevealed (though possibly due to mocking his affinity for butterflies and suspecting him of being a " closet case"). He later worked for various villains and served as Phantom Limb's Shadowman 9 until becoming The Monarch and winning over Dr. Girlfriend. Despite frequently portraying himself as Dr. Venture's nemesis, their rivalry exists solely in The Monarch's imagination. In reality, Dr. Venture sees him more as a nuisance than a genuine threat, even entrusting his sons to The Monarch's care due to his incompetence. He is also Captain Sunshine's unofficial arch-enemy, demonstrating greater ruthlessness by killing Wonder Boy III and sending the hero his charred corpse. The Monarch eventually lost his arching privileges against Rusty after being discovered as an unsanctioned Guild villain. However, he regained the right to arch Rusty by invoking the Guild's "prior escalation" clause. In season one's finale, he was wrongfully convicted of murder and imprisoned due to framing by Phantom Limb. After escaping in season two, he rebuilds his criminal enterprise, reuniting with Dr. Girlfriend and eventually marrying her. By the third season, they reside in Phantom Limb's former mansion in the gated community of Malice. In season five, The Monarch's Cocoon ship, home, and henchmen are destroyed by Sgt. Hatred, leading him, his wife, and Henchman 21 to relocate to The Monarch's abandoned childhood home in Newark, New Jersey. Losing his cocoon and henchmen substantially lowers his Guild ranking, thereby revoking his rights to fight Dr. Venture. In "Faking Miracles," The Monarch discovers that his father was the Blue Morpho. Assuming his father's hero identity, he and Henchman 21 eliminate New York Guild members harassing Dr. Venture to advance on the waiting list. In season 7, it's hinted that The Monarch's mother had an affair with Jonas Venture, making him Dr. Venture's half-brother, a revelation that shocks him. In the film, Ben reveals that he and Dr. Venture are clones of the original Rusty Venture, with The Monarch having baboon DNA spliced in to counter premature alopecia, though it results in heightened aggression. He was given to Don Fitzcarraldo by Jonas Venture.

Henchman 21

Henchman 21/Gary Fischer, briefly known as S.P.H.I.N.X. Commander and occasionally as the Viceroy (voiced by Doc Hammer): A pop-culture geek who, at the series' outset, serves as a henchman for The Monarch, always alongside his closest friend Henchman 24. He authors "Flight of The Monarch," a tell-all that leads to The Monarch's incarceration. Following Henchman 24's demise, he undergoes intense combat training, emerging with enough strength and martial skill to challenge Brock Samson. Together, he and Samson defeat Monstroso, a common foe. Henchman 21 continues to converse with what he believes is Henchman 24's ghost, though Henchman 24's ghost suggests he may only exist in Henchman 21's mind (a notion both confirmed and refuted in Operation: P.R.O.M.), echoing Rudyard Kipling's "The Man Who Would Be King." In "Operation P.R.O.M.," 21 is invited to join S.P.H.I.N.X., an anti-unlicensed superhero team, where he finds camaraderie and begins to question his loyalty to The Monarch and villainy in general. Ultimately, he realizes villainy isn't his path and resigns from The Monarch's service. In "From the Ladle to the Grave: The Story of Shallow Gravy," a 2011 Venture Brothers special set after "Operation P.R.O.M.," he is interviewed wearing a S.P.H.I.N.X. uniform with his face obscured, going by the name Viceroy. Following "Operation P.R.O.M.," Gary assumes command of S.P.H.I.N.X., though it's short-lived as original S.P.H.I.N.X. members seize control, prompting O.S.I. to disband the organization. Gary resides in the Venture Compound's backyard after Dr. Venture and Sgt. Hatred destroy S.P.H.I.N.X.'s headquarters, mistakenly believing Gary planted bombs there (in reality planted by The Monarch and Dr. Mrs. The Monarch during an infiltration attempt). Later, adopting his "Viceroy" persona, he aids Hank and Dermott in a bank robbery to reach Teddy at Dunwitch Asylum. After assisting Hatred in rescuing Dr. Venture, he leads The Monarch's henchmen in overthrowing the moppets and decides to rejoin The Monarch, not out of loyalty or to the henchman lifestyle, but because The Monarch is his only remaining friend. By Season 7, 21 is The Monarch's sole henchman, aiding him in his role as the new Blue Morpho by eliminating Dr. Venture's enemies, though he struggles with guilt as he has never intentionally killed before. Attempting to stop the killings, he captures several archenemies, but one cannibalizes the others. In the season finale, the Guild offers Gary a chance to become a supervillain and leave The Monarch, but he declines, reaffirming his loyalty to his best friend and his desire to help him settle his grudge.

Henchman 24

Henchman 24 (voiced by Christopher McCulloch): A tall, thin man with a voice reminiscent of comic Ray Romano and described by 21 in the second season's first episode as resembling Jerry Seinfeld with a unibrow. He served as Shadowman 24 for Phantom Limb simultaneously with The Monarch's tenure as Shadowman 9. The Monarch promised to promote him to "number 2" in exchange for a favor, a pledge never fulfilled. Henchman 24's powder blue Nissan Stanza serves as the replacement Monarch Mobile after The Monarch's lair is destroyed, but it's promptly stolen by a fleeing prostitute. The Stanza mysteriously reappears in The Monarch's Cocoon garage, heavily damaged from the Cocoon's crash in the Grand Canyon. The Monarch remembers little about 24 besides his voice, likened to Ray Romano's. Formerly a factory worker, 24 confides in Dean that his ex-girlfriend married his father and he aspired to become a cabinet maker. He perishes in an explosion at the end of the season three finale. Throughout season 4, his skull appears as an object with whom #21 converses as before. In " Pinstripes & Poltergeists," #24 seemingly manifests as a ghost haunting #21 due to lack of alternative options. In "Operation: P.R.O.M.," it's revealed that #24 wasn't a ghost during season 4 but a figment of 21's grief-stricken imagination. 21's acknowledgment of this allows him to come to terms with 24's demise. Though he suspects foul play in 24's death, he accuses Tim Tom and Kevin, enabling The Monarch's henchmen to overthrow them.

Dr. Mrs. The Monarch

Dr. Mrs. The Monarch, ''née'', formerly known as Dr. Sheila Girlfriend (voiced by Doc Hammer): The wife and assistant to The Monarch. Throughout much of her tenure as The Monarch's second-in-command, she donned Jackie Kennedy's iconic short pink jacket and pillbox hat, echoing the former First Lady's style and accent, typical of Long Island. Her humorously deep voice stems from a past smoking addiction, satirizing the former First Lady's lower-than-usual vocal pitch. Following The Sovereign's demise, Dr. Mrs. The Monarch rises to prominence within the Guild, placing strain on her marriage with The Monarch—especially when his authority to arch Dr. Venture is revoked due to his perceived low status in comparison to a Level 10 Protagonist like Venture. The Monarch believes his wife should expedite his ascent to a higher rank, whereas she prioritizes her role within the Guild, adhering strictly to protocol. Unlike her husband, Dr. Mrs. The Monarch often delineates between her villainous persona and her true self, frequently addressing herself by her birth name, Sheila, and maintaining amicable relationships and collaborations with certain protagonists and their allies when necessary.

Tim-Tom and Kevin

Tim-Tom and Kevin (voiced by Christopher McCulloch and Doc Hammer, respectively): Achondroplastic dwarves who previously served as Dr. Girlfriend's assistants during her solo career as Lady Au Pair. Despite their surly, foul-mouthed, and seemingly psychotic behavior—readily engaging in ferocious attacks with their matching stilettos with minimal provocation—they maintain a respectful demeanor toward Dr. Girlfriend. However, in her absence, their demeanor shifts markedly, revealing a more aggressive and unstable disposition. Although typically intimidating towards others, they exhibited fear when confronted and threatened by The Monarch, particularly when his wife was not present—an occurrence that underscored the only instance they displayed vulnerability. Despite their tendency to bully others, they developed a modicum of respect for 21 following his transformation into General 21.

They are presumed to have perished in the destruction of the Cocoon, orchestrated by Sergeant Hatred.

Watch and Ward

Watch and Ward (voiced by Christopher McCulloch and Doc Hammer, respectively): As the communications and operations liaisons for the Guild of Calamitous Intent, Watch and Ward are responsible for interacting with prospective protagonists and antagonists to facilitate appropriate arching assistance. Watch is characterized by a tactical eyepatch covering his left eye and a bald appearance, while Ward sports an eyepatch over his right eye, with hair protruding from beneath his cowl. The duo frequently engage in arguments, often drawing inspiration from real-life conversations between McCulloch and Hammer, such as Ward's irritation when Watch consumes his juice box.

Dr. Henry Killinger

Dr. Henry Killinger (voiced by Christopher McCulloch): A highly skilled businessman and negotiator, Dr. Henry Killinger demonstrates a profound understanding of legal matters, particularly tax law. While he possesses magical abilities, the precise nature and scope of his powers remain ambiguous. Some characters struggle to comprehend him when he speaks due to his complex manner of communication.

Dr. Killinger's notable appearances involve spontaneously offering his services as a strategist, business consultant, and motivational coach to main characters, free of charge, in the episodes " I Know Why The Caged Bird Kills" and "The Doctor Is Sin". In both instances, his intervention leads to a significant improvement in the efficiency of his clients' endeavors. Despite his status as a supervillain capable of ruthlessly dispatching adversaries, Dr. Killinger also exhibits the capacity for forming genuine friendships and performing acts of kindness. He fosters an avuncular relationship with the Venture boys in "The Doctor Is Sin", to the extent that they affectionately refer to him as "Uncle Henry".

The Sovereign

The Sovereign (voiced by Christopher McCulloch, with an impersonation of David Bowie by James Urbaniak): A mysterious figure who leads the Guild of Calamitous Intent, The Sovereign primarily communicates through telescreens, which distort his face and voice. While he would frequently appear as David Bowie, when departing, The Sovereign would often change into eagle form and fly away, suggesting that perhaps Bowie possessed magical abilities. However, in "O.S.I. Love You", Monstroso reveals that The Sovereign was in actuality a "down-on-his-luck shapeshifter" who had met the real Bowie in 1972, and had adopted his likeness in public ever since. This detail had been hidden even from high-ranking Guild operatives — after learning of the deception, Watch and Ward are dismayed to realize that their signed albums are worthless forgeries.

In "All this and Gargantua-2", The Sovereign orchestrates the murder of most Council of 13 members and engineers the destruction of Gargantua-2 as part of a larger plan to eliminate the Investors. This greatly alarms the "old guard" of the Guild (i.e. the oldest remaining members of the Council), causing them to contact the O.S.I. in the hopes of stopping him. In exchange for immunity, the Guild members reveal the location of his secret lair; the long-time bitter enemies then team up for an all-out assault. As the Guild and O.S.I. close in on it, The Sovereign activates its self-destruct and flies away. He then meets his demise while in eagle form, having accidentally been shot by Headshot after the boat he is aboard experiences turbulence from the explosion.

Force Majeure

Force Majeure: The original sovereign of the Guild of Calamitous Intent, Force Majeure was an elemental villain and the archenemy of Jonas Venture. He met his demise at the hands of the shape-shifter who later assumed the role of The Sovereign. He was married to Madame Majeure and is hinted to be the biological grandfather of the Venture Brothers.

=Iggy Pop

=
Iggy Pop (impersonated by Christopher McCulloch): An American rock musician and one of the Sovereign's henchmen. He possesses the ability to create spheres of energy that explode upon his command, "Pop." Despite betraying the Sovereign in favor of Phantom Limb, he meets his demise at the hands of the Sovereign for his treachery.

=Klaus Nomi

=
Klaus Nomi (impersonated by Christopher McCulloch): A German singer and one of the Sovereign's henchmen. He possesses the ability to sing in a hypersonic voice, and his bowtie can function as a projectile. Despite betraying the Sovereign in favor of Phantom Limb, he meets his demise at the hands of the Sovereign for his treachery.

=Eon

=
Eon: The Sovereign's new bodyguard, bearing a striking resemblance to longtime Bowie collaborator Brian Eno.

Monstroso

Monstroso (voiced by Christopher McCulloch) is both a lawyer with the Mammoth Corporation and a supervillain licensed with the Guild of Calamitous Intent. His size is enormous, with a lap sufficient for Dr. Girlfriend and a brace of four additional revelers. Monstroso is prosperous enough to have employed the bulk of The Monarch's men while he was in prison, no doubt due to his lawyer and supervillain vocations. In "The Silent Partners", Monstroso has the Investors kidnap Billy Quizboy, and it is revealed that he is dying of heart failure and requires a transplant from King Gorilla. Billy was chosen because of his skills, and the Investors would return the favor by forging documents signed by Billy to "officially" give him credentials to be legally recognized as a doctor and "immortality" for his recognized fame as a great surgeon because the surgery is so difficult. Billy completes the transplant, and in the post-credits scene, Monstroso appears to be recovering from his surgery, although he appears to be unaware that he is no longer on his boat but actually at the Sphinx headquarters on the Venture compound. However, in "Operation: P.R.O.M.", Monstroso is rescued by Molotov, and it is revealed that he and Molotov are in a romantic relationship. After the limousine, in which he is being rescued by Molotov, falls off a cliff, Brock finds it in the season 5 premiere and finds Monstroso's "body" was a fake, with no trace of Molotov. He and Molotov are eventually captured by O.S.I. in "O.S.I. Love You", but he is killed by the Investors after he reveals too many guild secrets to Brock.

Torrid

Torrid (voiced by Christopher McCulloch) is the archenemy of the Order of the Triad. He is first assigned as their archenemy in "Fallen Arches" when he kidnaps Triana Orpheus to the Torrid Zone. He possesses fire-based powers. In "Showdown at Cremation Creek", he steals the All-Seeing Orb, prompting The Alchemist and Jefferson Twilight to question the utility of having an archenemy. Torrid's final appearance is when he attempts to open a portal to the Second World, unwittingly getting sucked into it and then summoning an elder god that the Triad are unable to defeat, leaving Orpheus' protege, the Outrider, to save them all.

Truckules

Truckules (voiced by Christopher McCulloch) is a supervillain with themes of both trucks and Hercules. He was formerly Number One for Dr. Mrs. The Monarch, from whom she learned how to hotwire any vehicle. His upper body resembles that of Optimus Prime's, and is so wide that when he attends The Monarch's wedding, he requests two seats.

The Intangible Fancy

The Intangible Fancy (voiced by Christopher McCulloch) is a supervillain with the ability to become intangible. He attends Dr. Venture's yard sale to make a purchase but becomes embroiled in the ensuing fight. Later, he is questioned by the Council of 13 after attempting to smuggle contraband.

The Investors

The Investors (Caecius: voiced by Doc Hammer; Skiron: voiced by John Hodgman; Lips: voiced by T. Ryder Smith) are a mysterious group of supervillains introduced in "Pinstripes & Poltergeists" as members of the Guild aligned with Monstroso. They possess seemingly omnipotent abilities, capable of granting the dreams and wishes of individuals through "contracts," albeit at a steep price. Despite being sought after by both O.S.I. and the reformed S.P.H.I.N.X., they evade capture.

In "O.S.I. Love You," they disguise themselves as O.S.I. Mister level operatives, including Mister Frost (voiced by Christopher McCulloch), Mister Sample (voiced by Dana Snyder), and Mister Yourname (voiced by Brendon Small), the latter of whom has not undergone proper induction. Their goal is to interrogate individuals regarding the whereabouts of Monstroso and Molotov Cocktease. During Brock's interrogation, they kill Monstroso, successfully deceiving General Gathers until the real Mister operatives arrive.

During the opening of Gargantua-2, they aim to "collect" what they offered to JJ Venture by destroying the station. Concurrently, The Sovereign plans to attack the station to eliminate the Investors before they demand their due from him. With assistance from Phantom Limb, they sabotage the station, escape The Sovereign, and confront Dr. Henry Killinger on Meteor Majeure, where they perish in battle.

Augustus St. Cloud

Augustus St. Cloud (voiced by Christopher McCulloch, originally James Urbaniak) is the affluent former rival of Billy from their quiz show days, both being collectors of sci-fi and Rusty Venture memorabilia. He initially appears at Dr. Venture's tag sale, enduring Baron Ünderbheit's attacks due to The Monarch's intervention. Later, he joins the ranks of supervillains, despite not being an official Guild member yet.

After making a substantial donation to the Guild's Widows and Orphans charity, he gains induction into the Guild and the privilege to choose from a pool of archnemeses. He insists on selecting Billy Quizboy, and Watch and Ward comply after another generous donation. St. Cloud's feud with Billy escalates when they must retrieve items he purchased from Dr. Venture to fund the Palaemon Project, uncovering St. Cloud's Asian albino henchman, "Pi Wai." Despite refusing to consume $1 worth of pennies, the exact value Billy outbid St. Cloud in an eBay auction years earlier, Billy triumphs over St. Cloud in a trivia contest once again. He reclaims Venture's hovercraft, essential for handling the Palaemon Project mutants, and H.E.L.P.er, who had been sold to St. Cloud.

St. Cloud is recognized by his short and stout stature, deadpan voice, round dark glasses, and assortment of ginger pageboy-style wigs. His immense wealth and somewhat petulant demeanor lead him to employ monetary persuasion or acquisitions to achieve his objectives.

The Council of Thirteen

The governing body of the Guild of Calamitous Intent consists of the following known members:

Council of the Sovereign

*Councilman 1: Vendata (voiced by Doc Hammer): A cyborg created by Dr. Jonas Venture Sr. to house the consciousness and memories of human beings, specifically his friend Blue Morpho, who perished in a plane crash. Originally dubbed "Venturion," he malfunctioned and attempted to strangle young Rusty, prompting his destruction by Kano. This event profoundly affected both characters: Rusty experiences recurring nightmares, while Kano, devastated by the necessity of killing his former partner, swore eternal silence. Dr. Z salvaged Vendata's remains, reprogramming him into a supervillain named "Vendata." As a villain, he was part of a gang of young supervillains who attempted an unauthorized arch of Jonas aboard Gargantua-1. During a confrontation with Jonas, Vendata deliberately opened the station's bay doors, leading to the Movie Night Massacre. The Sovereign seemingly rewarded him by granting him the top seat on the council. O.S.I. orchestrated a sting operation, with Ghost Robot acting as an informant to extract information on the Council of Thirteen from Vendata, but Brock Samson severely damaged Ghost Robot. This attack triggers Vendata's recall of his original memories as the Blue Morpho. He confronts Jonas at Ventech Tower in New York City, assuming his Blue Morpho identity. Jonas, via the ProBLEM machine, reveals his intention to use Vendata/Venturion as a temporary vessel for his consciousness while Rusty clones a new body for Jonas, erasing Blue Morpho's consciousness and memories in the process. Their confrontation leads to their apparent demise when their virtual selves destroy their physical bodies inside the ProBLEM machine.
*Councilman 2: Wild Fop (voiced by Christopher McCulloch): A Restoration-themed supervillain introduced in an informational video provided to Dr. Orpheus upon his approval as a supervillain. He meets his demise when attacked by his dogs in "All This and Gargantua 2".
*Councilman 3: Red Mantle (voiced by Doc Hammer): A magic-wielding supervillain with elemental powers, who is accompanied by Dragoon, attached to his neck. Together, they are referred to as "Red Dragoon" in season 6. Red Mantle is implied to be an elderly version of Buddy Holly, abducted by the Guild decades earlier.
*Councilman 4: Boggles, the Clue Clown: A clown-themed supervillain and former nemesis of Captain Sunshine. He is a fusion of the Joker and the Riddler, with Dragoon describing his jokes as tedious and his riddles as obvious. Boggles is discovered deceased from a heart attack, possibly linked to his identity being exposed to Brock by Monstroso. He is replaced by Dr. Phineas Phage.
**Dr. Phineas Phage (voiced by Bill Hader in season 4, James Adomian in seasons 5, 6, and 7): A cybernetic villain with a bacteriophage theme who leads a group of henchmen known as the "Pro-Teens." He debuts in "Pomp & Circuitry" as the Guild-appointed archenemy to Richard Impossible. Encountering Phantom Limb's altercation with Professor Impossible, Phage is assaulted by the fleeing villain but survives to notify the Guild. He makes a cameo appearance in "Any Which Way But Zeus," among the other villains and heroes whose followers were abducted. Following Boggles the Clue Clown's funeral in the season 5 episode "Bot Seeks Bot," Phage is appointed by the Sovereign as the new Councilman #4. To secure this position, he memorizes the entire book of Guild law for his exam but is ultimately outsmarted by Dr. Mrs. The Monarch in a debate on the subject. In "All This and Gargantua 2," he is one of the only Council members to survive, escaping with Dr. Mrs. The Monarch but eventually parting ways with her after leaving Guild headquarters. Upon the Guild's reformation, Phage is reinstated as a Councilman. However, he is absent from the current council members in "The Terminus Mandate," and it is later revealed that he is in a coma in "The Saphrax Protocol" due to injuries sustained when his cybernetic body caused a malfunction in the teleporter he was using.
*Councilman 5: Dr. Z: See below.
*Councilman 6: Monseñor (voiced by Larry Murphy): A priest and villain with a ''lucha libre'' theme. He delivers Boggles' eulogy at his funeral but is later killed by poison gas in "All This and Gargantua 2".
*Councilman 7: Don Hell (voiced by Christopher McCulloch): A magic-wielding supervillain who owns a nightclub for other supervillains called Don Hell's. Upon discovering Dr. Venture and Billy Quizboy in his establishment, he attempts to entertain his patrons by torturing them until Dr. Mrs. The Monarch reveals it violates Guild bylaws to harm another member's archenemy without approval. Loosely based on real-life New York City club promoter Don Hill, he meets his demise by drinking acid in "All This and Gargantua 2".
*Councilman 8: Dragoon (voiced by Christopher McCulloch): A dragoon-themed supervillain whose head has been sewn onto the body of Red Mantle. He is highly critical of fellow supervillains and believes all magic is abominable. Dragoon is gradually losing his faculties, mistakenly believing himself to be from the 16th century and confusing real events with those from ''Wacky Races''. Implied to be an elderly Big Bopper, abducted by the Guild decades earlier.
*Councilman 9: Steppenwolf (voiced by Christopher McCulloch): A werewolf-themed supervillain. He owns a car similar to that owned by the family in ''The Munsters''. Killed by a car bomb in "All This and Gargantua 2".
*Councilman 10: An insect-themed armored supervillain who was killed by a car bomb in "All This and Gargantua 2". ''The Art of the Venture Bros'' book mentions that the creators never settled on a name for this character but the name Omocha Bug may have been used in an early script.
*Councilman 11: Mommy Longlegs (voiced by Paget Brewster): The only currently female member of the Council of Thirteen, she does not attend the congratulatory party for Phage as her grandchildren are coming to town for the weekend. Her silhouette resembles that of background character Mommy Longlegs, a spider-themed supervillainess, one among the many kidnapped by Zeus and Zero in "Any Which Way But Zeus". Killed by gunshots fired by a Guild murderbot while making her escape from the Sovereign's headquarters in "All This and Gargantua-2".
*Councilman 12: The Nerve (voiced by Christopher McCulloch): A supervillain who is a sentient nervous system with no body, floating in a transparent humanoid suit. Found dead in a dumpster in "All This and Gargantua 2".
*Councilman 13: The Sovereign

Wide Wale

Wide Wale (voiced by Hal Lublin): The leader of the New York branch of the Guild, he is brought in to help shore up support for the Guild and the council after the events of Gargantua-2. He agrees to join only if he is given the arching rights to Dr. Venture. His real name is Chester Ong, and he is the younger brother of Doctor Dugong, a scientist whom The Monarch seemingly killed. As a result of a laboratory accident, he has physical aspects of whales as part of his biology; these traits were inherited by his daughter Sirena. In Season 7, he forbids his daughter from seeing Hank Venture since he doesn't approve of him. He later captures The Monarch and tells him that he plans to kill him out of revenge for his brother's death. He also tasks Hank with killing him, but he refuses, and just when Wide Wale is about to do it, Dr. Mrs. The Monarch and Red Death appear with Dr. Dugong, who grew a new head, allowing him to survive The Monarch's attempt on his life before he went into hiding, provided by the OSI. Wide Wale is then faced with dealing with his daughter and brother, who are angry that he didn't tell them about Dugong. In "The Terminus Mandate," he resigns from his seat on the council, as he is unable to let go of his personal vendettas, though he remains an ally to them.

Red Death

Red Death (voiced by Clancy Brown): A skinless red supervillain similar to the Red Skull. Despite his terrifying visage and reputation, he is actually a kind and loving husband and father. However, when arching or in times of anger or other elevated emotion, he slips into an evil persona with no hesitation to kill. In Season 7, it is revealed that Red Death was a member of a gang of young Guild villains at the beginning of his career in the 1980s.

Original members

* Col. Lloyd Venture (August 24, 1800s - November 15, 1940) (voiced by Christopher McCulloch): Grandfather of Dr. Jonas Venture Sr., great-grandfather to Dr. Thaddeus "Rusty" Venture and Dr. Jonas Venture Jr., and great-great-grandfather to Hank and Dean. Col. Venture was the leader of the Guild, a group set up to protect the Orb from falling into the wrong hands.
* Eugen Sandow (voiced by Paul Boocock): Famed German bodybuilder who served as Col. Venture's O.S.I.-appointed bodyguard. In the flashbacks during the episode "Orb," he intimates in his phonograph diaries that he killed Col. Venture for attempting to discover the secrets of the Orb, the true purpose of O.S.I.'s watch over the Venture family. However, in "The Revenge Society," it is revealed that he only broke the Orb and both he and Col. Venture hid this from their descendants and later bodyguards.
* Aleister Crowley (voiced by Steven Rattazzi): Famed British occultist who sought to use the Orb for his own ends, believing that he had a right to it as the Orb's most recent owner. However, he was later forcibly ejected from the Guild's zeppelin for doing so.
* Fantômas (voiced by Christopher McCulloch): Famed French thief and ancestor of Phantom Limb who wants to use the Orb to rule the world. He is later kicked out of the Guild and forms his own Guild of Calamitous Intent by recruiting Buddy Holly and the Big Bopper, attempting to convince them that the sousaphone was an instrument that belonged in rock music.
* Oscar Wilde (voiced by James Urbaniak): Famed Irish poet who, upon Fantômas' suggestion to use the Orb for evil, denounces that the Guild should not be a "Guild of Calamitous Intent."
* Samuel Clemens (voiced by Paul Boocock): Famed American author and member of the original Guild who alerts fellow members that they are being chased by Nicola Tesla