Myra Brandish

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

Overview

Team Venture

Team Venture comprises the central characters in the show; they formerly lived in a fortified compound in Colorado Springs that doubled as the headquarters for the company, "Venture Industries". After the compound was destroyed in Season Six, and Dr. Venture inherits his brother's fortune, they relocate to the Ventech Tower, located 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 half-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, resulting in chaos for him, his family, friends, and sometimes the world at large. Although the money he earns is enough to support him and his family, it's also not enough to satisfy his greed and his ambitions to be as wealthy and successful as his father. While he cares for his sons, his father's abusive and negligent parenting influences the way he treats them, sometimes being as callous and indifferent to them as his father was to him.

Brock Samson

Brock Fitzgerald Samson (voiced by Patrick Warburton): A one-half Swedish, one-quarter Polish, one-quarter Winnebago "murder machine" who acts as a bodyguard to the Venture family and attended the same university as Dr. Venture. Although Brock possesses a license to kill, he refuses to use a gun and instead wields a Ka-Bar fighting knife as his signature weapon. He has shown signs of being somewhat conflicted with his place in the world and unsure about his purpose, and has a personal code of ethics regarding innocents and whom he will kill if they are a threat to him and or the Ventures. He owns an orange 1969 Dodge Hemi Charger named "Adrianne", which he is often seen driving or washing shirtless at the Venture compound''.''

Hank Venture

Henry Allen "Hank" Venture (voiced by Christopher McCulloch): A teenage boy, one half of the eponymous pair, a fraternal twin with blond hair. He is shown as the more outgoing and daring of the pair, and is more attracted to action and adventure, seeing himself as a vigilante superhero. In season 4, he became even more rebellious when Brock left, even going so far as to lose his virginity to an older woman who turns out to be the mother of his best friend. After briefly joining the former Henchman 21's version of S.P.H.I.N.X., Hank attained
the power suit of former S.P.H.I.N.X. member The Countess, which he wore until it was stolen and destroyed, leaving Hank in physical therapy for some time due to his atrophied muscles. In season 6, Hank decides to forgo college and gets a job at a pizzeria as a delivery boy. He also begins a relationship with Sirena Ong, the daughter of his father's current Guild-assigned villain, Wide Wale. In season 7, he falls into a coma after he discovers Sirena cheating on him with Dean, but recovers.

Dean Venture

Dean Venture (voiced by Michael Sinterniklaas): A teenage boy, one half of the eponymous pair, a fraternal twin with red hair. While timider than Hank, he shows signs of being less emotionally immature than his brother. Dean is more favored and liked than Hank by their father who grooms Dean to succeed him as the heir to Venture Industries. Like his brother, Dean has been killed over a dozen times, but each time he is replaced with an exact clone who has no memory of the death. After being dumped by Triana and discovering he is a clone, Dean became more of an emo, dressing in a black "speedsuit", moving out of his childhood bedroom, and becoming more unwilling to go with his family on adventures. However, Hank snaps him out of it by showing optimism and being a part of their family. In season 6, Dean begins attending the fictional Stuyvestant University in New York, where he thrives as a student of philosophy, and finds a friend with Brown Widow, his roommate. In season 7, he has an affair with Hank's girlfriend, Sirena Ong, but regrets doing so.

H.E.L.P.eR.

H.E.L.P.eR. (voiced by Christopher McCulloch; credited as "Soul-Bot"): An acronym for Humanoid Electronic Lab Partner Robot. The Venture family's personal helper robot, who communicates via electronic beeps. Though he is very sensitive, the Ventures often treat him like an old appliance or pet. The robot routinely gets smashed to pieces during the course of their adventures but seems to get repaired by the next show.

Sergeant Hatred

Sergeant Hatred AKA Courtney Robert Haine (voiced by Brendon Small in season 2 and Christopher McCulloch from season 3 onward): Brock's former supervisor in the O.S.I., 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 and wears 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 behind 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 greatly dislike him, 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 and testament, 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 falling out after she chooses to date another boy called 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 as a result of her power.

Pete White

Pete White (voiced by Christopher McCulloch): An albino computer scientist and co-founder of Conjectural Technologies. He went to college with Venture, Samson, Baron Ünderbheit, and The Monarch where he hosted a new wave radio show called "The White Room". After graduating with a doctorate in computer science, White and Billy Quizboy worked in tandem on a Jeopardy-style game show, called "QuizBoys" in which Pete hosted and Billy participated. After being caught cheating and rigging the shows in their favor, White and Quizboy were fired and left to find new lives. While the two had a short falling out, Pete eventually rejoined Billy. They found refuge in a trailer near the Venture Compound. Like Venture and Quizboy, White tends to be somewhat lazy and half-hearted in his efforts despite him being very well skilled and knowledgeable in superscience and technology. In Season Six after Dr. Venture inherits his brother's company and fortune, he and Billy move to New York City with the Venture family and become one of Dr. Venture's leading scientists, helping him invent breakthrough technology to sell through Ventech.

Billy Quizboy

William Whalen, a.k.a. Master Billy Quizboy (voiced by Doc Hammer): A self-proclaimed "boy genius," Billy Whalen is actually an adult with a speech impediment and growth hormone deficiency. He suffers from hydrocephalus, although his intellect seems to be unaffected by this condition. He starred as a contestant on the game show Quizboys hosted by Pete White. When White cheated for him, they were both kicked off the show and Billy's winnings were frozen by the SEC. White and Billy approached Dr. Venture looking to work for him but Rusty turned them both away. After this, White accidentally entered Billy into a dog fight, thinking it was an underground quiz match, Billy lost a hand and eye in the mix-up. Billy left White and was recruited by Brock Samson and Hunter Gathers, who provided him with a mechanical hand and camera eye. Brock and Hunter sent Billy undercover to spy on Professor Hamilton Fantomas and dig up dirt on the possible existence of the Guild of Calamitous Intent. Fantomas had Billy help with his experiment, but the experiment went wrong, Fantomas became Phantom Limb and Billy lost his left eye again. After a mind wipe, Brock smuggled Billy out of O.S.I. and left him with White. Despite not having a formal education and training, he became a medical doctor and neurogeneticist and co-founder of Conjectural Technologies. He also briefly joined the Order of the Triad in exchange for his performing brain surgery on the Outrider after claiming he should be paid for his endeavor. In season 5, Billy's old nemesis Augustus St. Cloud became his and White's designated arch-enemy, much to the duo's delight. In Season 6, he and Peter move with The Venture family to New York City to assist Dr. Venture with inventing breakthrough technology to sell under the Ventech brand.

The Pirate Captain

The Pirate Captain (voiced by Christopher McCulloch): The leader of the "ghost pirates" in "Ghosts of the Sargasso". After his initial encounter with the Venture family, he began living on the X-2 after having difficulties in finding a job. When Jonas Jr. acquired the ship, he hired the captain. He has not been referred to by any name or nickname other than "The Captain" so far. He resided with Jonas Jr. on Spider Skull Island and fulfilled the duties of a butler, caretaker, and right-hand man. The Captain always refers to Jonas as "Chairman". Later, after J.J.'s death, the Captain becomes an employee of Dr. Venture when he inherits J.J.'s business in New York City.

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 the only associate of Dr. Venture who displays any sort of 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 over a background of 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 she broke 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 dhampir friend of Dr. Orpheus, who fights Blaculas (black vampires) for a living and wields two swords. He suffers from diabetes and low blood sugar, leading him to thirst for sugared liquids. His left eye is discolored as it is 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.

The Alchemist

The Alchemist (voiced by Dana Snyder): Another old friend of Dr. Orpheus, who is searching for the philosopher's stone as well as a cure for AIDS. Unlike Twilight and Orpheus, it would seem that he is much less serious about his business and would rather mix business with pleasure; however, his true opinion on the Triad was revealed in the episode "Showdown at Cremation Creek", where he stated that he was more into helping the balance of the Universe than running around fighting one Super-Villain. It has been openly acknowledged that he is gay and a fan of Jimmy Buffett. He is also friends with Hank, as he feels the two of them are similar. He is sometimes referred to as "Al", but whether this is his real name or merely short for Alchemist is uncertain. He has an open hatred of the Internet due to finding out his previous boyfriend was cheating on him via MySpace. It is revealed in "Everybody Comes to Hank's" that he was previously in a relationship with Shore Leave, but that the latter erased his memory of it because The Alchemist had become too "clingy." In "OSI Love You", he and Shore Leave have an amorous video chat implying they got back together.

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 in the world of his time. He created what is now known as Venture Industries and led the original Team Venture. While his public reputation was of a brilliant scientist, adventurer, and superhero, in reality, Jonas was a manipulative, sociopathic womanizer of questionable morals and ethics and was considered by the Guild to have been a greater villain than any of those he fought. He seemed to have considered Rusty as an unplanned and unwanted birth, and as a result, he generally ignored his son's existence in favor of drinking, partying, and sex. When he did pay attention to Rusty, he also subjected him to years of emotional manipulation and abuse. Season 7 revealed his most egregious act that would define the history of the entire series. He blackmailed his best friend Blue Morpho with a sex tape of him cheating on his wife into doing his dirty work for him, forcing Morpho's sidekick, Kano, into Team Venture, and impregnating Morpho's wife under the guise of "assisting" with their infertility issues. Morpho's wife has a baby through Jonas who would later grow up to be The Monarch. When the Morpho was killed in a plane crash, Jonas transferred his brain into a robot body and called 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 which kept him in stasis until he could be saved. The ProBLEM was found by his son, JJ years later after the Gargantua-1 crashed on Earth. Unaware of what was inside it, he placed it in the lobby of Ventech headquarters as an art piece but was wired into the security and technology of the building. His brain, however, was still alive and thus used the connection to the building's security and technology to upload his consciousness to haunt Dr. Venture and his family. Through the building's wi-fi, he reveals to his son Rusty and the original Team Venture his real purpose for Venturion/Vendata: to transfer his consciousness into Vendata's brain and using the robot as a temporary vessel until Rusty cloned him a new body. This plan was foiled by Vendata/Blue Morpho who destroys the ProBLEM machine in a fight with Jonas in virtual reality, presumably killing them 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, in which he said "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 Jeanie, 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): 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, whom he has retained some affection for. 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): Retired member of the original Team Venture. He is a master of the martial arts and an accomplished pilot and was likely inspired by the Green Hornet's assistant Kato. In earlier episodes, he never speaks and only communicates by way of origami and sparse gestures; however this is attributed to a vow of silence he'd taken as revealed in the episode "ORB". The vow was made when he took a great man from the world, which Brock believed was Jonas Venture Sr. As Col. Gentleman described him, 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 all 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 an ability to breathe fire in the episode "Now Museum-Now You Don't". On the DVD commentary, it is revealed that this is where his name originates in that it is short for "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): Retired member of the original Team Venture. An exiled son of Atlantis, he is half-human and half-Atlantean, which grants 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 that was left abandoned in a nuclear fallout shelter. In his previous heroic incarnation he was 15 feet tall, flabby, and curly haired and went by the name Humongeloid. Brock Samson finds Dr. Entmann in a disused and abandoned lab below the Venture Compound, where he had been trapped for some 30 years, ever since an experiment to shrink him went disastrously wrong. Dr. Entmann moves in with Action Man, and is later killed when Action Man crushes him by accident.
* 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. He currently suffers from dementia from years of boxing and is employed 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 cave man-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 combatting 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 he and Mile High faked being a couple as well as their conversion to religious fanaticism, for their cover. He has 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 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". He later 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): Headshot is O.S.I.'s top marksman, who worked on the mission to capture Monstroso and Molotov Cocktease. He and Amber are in a relationship. 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. Although 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 left to examine Molotov Cocktease in captivity, and when believing that the Nozzle has detected a foreign object in her eyepatch, takes her eyes off Molotov, allowing Molotov to escape her constraints and disguise herself as Amber, using Amber's wig of platinum blonde hair that she uses to cover her own shorter natural blonde hair. She is in a relationship with Headshot, although it becomes strained when he discovers her blonde hair is a wig and feels she is hiding other things from him. She is also having an affair with Brock Samson.
* Afterburner (voiced by Doc Hammer): A ninja operative of O.S.I. who wears a complete bodysuit akin to Snake Eyes of G.I. Joe. Just like Snake Eyes, he wears the suit 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 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 keeps 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 that has a tank cannon on it. He is 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 are the primary antagonists in the series. They are an organization of supervillains that serves as a trade union for villains, providing benefits such as health insurance and sets the rules and standards of conduct between its members and their enemies who tend to be the superheroes and super-scientists of the world. The Guild acts as a stabilizing influence on the world of super-villainy, as without it they would be unchecked free agents with no rules restricting their behavior. The Guild not only serves to organize the world's supervillains into an organized force, but it also controls and limits the villains from total mass destruction, murder, and mayhem by restricting their attacks to Guild-approved targets. Early in the series, it was led by a mysterious figure known only as "The Sovereign", and a group of villains called the Council of Thirteen. The current incarnation of the Guild is implied to be a haven for missing and/or presumed deceased rock stars. In Season 6, most of the Council of 13 is killed by the Sovereign in order to consolidate his control over the Guild and as part of a plan to defeat the supernatural, supervillain group, The Investors. After The Sovereign is accidentally killed by O.S.I., the remaining survivors of The Sovereign's purges, Dr. Mrs. The Monarch, Dr. Phineas Phage, Dr. Z, Red Mantle, and Dragoon forges a new Council of 13, surviving Revenge Society members with help from Dr. Henry Killinger after he killed the Investors in order to restore the balance between the OSI and the Guild. He declined the role of Sovereign and left control of the Guild to the council. Season six introduces the New York branch of the Guild, which is made up of the most dangerous supervillains the organization has to offer. It is later revealed that the original Guild charter does not mandate that the Council must have exactly thirteen members, and members of the Council cannot be actively arching their enemies.

The current incarnation of the Guild was apparently founded around 1959 by Phantom Limb's grandfather, but its history can be traced back to the late Victorian era, where it was a heroic organization led by Colonel Lloyd Venture, Rusty Venture's grandfather, dedicated to the protection of an enigmatic sphere known as the "ORB". The Guild then split over how to use the ORB, with Fantomas founding the Guild of Calamitous Intent (who wanted to use the ORB to control mankind) in 1910 while Lloyd founded the modern version of the OSI (who wanted to use the ORB to help mankind).

The Monarch

The Monarch (voiced by Christopher McCulloch): 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 which killed his parents. He attended State University where he began arching Dr. Venture, but for reasons as yet unrevealed (though possible making fun of his love of butterflies and thinking he was a "closet case"). He then began working for a variety of villains, and was employed by Phantom Limb as Shadowman 9, until he became The Monarch and seduced Dr. Girlfriend. Though he frequently describes himself as Dr. Venture's nemesis, their rivalry resides completely in The Monarch's imagination. In reality, Dr. Venture considers him more a nuisance than a genuine threat, and is even fine with leaving his sons in The Monarch's care due to his general incompetence. He is also the unofficial arch-enemy of Captain Sunshine, to whom he is far more ruthless, even brutally killing Wonder Boy III and sending the hero his charred corpse. The Monarch eventually lost his privilege to Arch Rusty after it was discovered that he was not a Guild-sanctioned villain, and upon registering killed five heroes and super-scientists he had been assigned to before being given the job of Arching Rusty's brother, Jonas Jr. until The Monarch uses the Guild clause of "prior escalation" to be able to attack Rusty again. At the end of season one, he was convicted of murder and sentenced to prison after being framed by the Phantom Limb. In the second season, he escapes and begins to rebuild his criminal operation, reuniting with Dr. Girlfriend in the process and eventually marrying her. As of the third season, the two have moved into Phantom Limb's old mansion in a gated community called Malice. In the fifth season of Venture Brothers, there is a photo The Monarch finds while undercover at the Venture compound of him as a toddler playing with Rusty and accompanied by his parents and the Venture family, suggesting The Monarch and Rusty could have been childhood friends. At the end of season 5, his Cocoon ship, his home, and all his henchmen were destroyed by Sgt. Hatred, forcing The Monarch, his wife, and Henchman 21 to move into The Monarch's abandoned childhood home in Newark, New Jersey