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Voiced by: Bill Farmer (Hit the Road), Harvey Atkin (Cartoon), David Nowlin (Telltale Series, Poker Night 2)
"You crack me up, little buddy!"Sam is one-half of the titular Freelance Police and is depicted as a six-foot tall anthropomorphic dog in a Film Noir-styled suit and fedora. He tends to come off as more level-headed and less violent than his partner Max, but not by much. He's passionate about justice, heavy weaponry, and bluegrass; and, to a lesser extent, popsicles, although he's self-conscious about his weight. He retains a mostly laid-back personality, except for his enthusiasm for his warped sense of justice. Max is usually the only thing keeping him from taking his "job" too seriously.Although most of the time he acts like a human in a dog costume, Sam sometimes behaves like a dog, sticking his head out the window, whining, growling, or enjoying dog treats. He was born March 3rd, presumably sometime in the 1970's, and has been best friends with Max ever since they were children. Since then, they'be been inseparable, living and working together. He wields a Hand Cannon revolver, which he's quick to use, despite having terrible aim, or the fact he doesn't know what the word "aim" even means.
- Adorkable: Many fans (albeit mostly girls) see him this way.
- Ambiguously Gay: Sam has never actually shown interest in girls in the game series. In fact, he even looked thoroughly disgusted when Girl Stinky kissed him in "Beyond the Alley of the Dolls." Additionally, in "The Penal Zone," when you find a wedding ring, you can use it on Max and he'll imagine proposing to him. Sam decides not to do it, but you can also use it on an obviously male gorilla guard and he'll actually get through most of the proposal before being shot down.
- Anti-Hero: Type IV.
- Barefoot Cartoon Animal: Yep. He wears no shoes at all.
- Bear Hug: When he's feeling affectionate towards Max, he will pull him into one.
- Berserk Button: Several, including calling him McGruff, calling him fat, trying to give him pink bellies, or trying to harm Max. The latter being his biggest one.
- He nearly shoots a kid who calls him fat despite said kid being his past self.
- Beware the Nice Ones: Sam can be pretty scary when someone presses one of his Berserk Buttons. Max is usually the only one who can calm him down. Between the laid back giant dog with a sweet tooth and the cheerfully violent hyperkinetic rabbit-thing, it's telling that the latter is the Morality Chain.
- In Episode 303 of the Telltale Games series, "They Stole Max's Brain!", we learn Sam doesn't look too kindly on people who steal his best friend's brain. It not only presses one of his Berserk Buttons in an epic way, but also means Max is not here to calm him down. On the plus side, we get to see Sam parody gritty film-noir detectives (such as Flint Paper).
- Big, Friendly Dog: Meets all three criteria on average, but definitely not all three all the time. Also, kind of touchy about the "big" part.
- Catch Phrase: Several, including:
- Despair Event Horizon: In 305, Losing Max for real. He is completely silent and wanders aimlessly through the city, hugging himself and looking like he's going to cry.
- Expospeak Gag: Sam will nearly always say something elaborate and overly erudite as opposed to simple. Amusingly complicated phrases, sometimes having Max lampshade it, are the cornerstone of his wordplay.
- Expansion Pack Past: Occasionally he will remember when he did some sort of job after getting out High School and before become Freelance Police. For example, he was a Circus Acrobat, a Cranny Plumber and... a Monkey.
- He also apparently went to stewardess school, which is why he always offers people warm towels or pillows, particularly during interrogations.
- Extreme Omnivore: Max is just a regular junk-food hoarding Big Eater, but Sam is definitely one of these. Just listen to one of his pizza orders.
- Fan Nickname: After his Dirty Harry style makeover in episode 303, Sam became Noir Sam. It's starting to verge on Memetic Mutation.
- Finger Gun: His favorite gesture when he is not actually holding a gun.
- Furry Reminder: When he finds a chocolate bar in Max's inventory in 305, he remarks that Max had been trying to poison him. Thankfully, he's been eating enough fudge bars to build up an immunity to chocolate.
- Guest Fighter: One of the opposing players in Poker Night 2.
- Hand Cannon Revolver
- Hates Being Touched: The only person that he lets touch him is Max.
- Heartbroken Badass: Noir Sam from They Stole Max's Brain! is basically a parody of this: He's not only imitating resident badass Flint Paper, he also has an option in the interrogation wheel to go into random "Noir" Speeches, which is basically Angst.
- Heroic B.S.O.D.: 305's ending credits are nothing but him walking alone through the city towards the harbor, a stunned expression on his face as the Lonely Piano Piece does its thing.
- Heroic Comedic Sociopath: However, compared to Max, he can pass for normal. The games make him even milder, due to his position as the Player Character. He still counts, though, as someone who cheerfully inflicts pain and suffering for mild amusement, or simply because it's the most convenient way to deal with a problem.
- Hollywood Tone-Deaf: He howls his songs.
- I Call It "Vera": His Hand Cannon Betsy.
- Immune to Mind Control: In the games by Telltale Games, Sam has a hypnosis-blocking device built into his hat from Episode 2 on.
- Jerk Ass: Even though he and Max are best friends, he seems to abuse him quite often when rushing for the phone or just out of the blue. But who knows, Max probably enjoys it. He also busted the tail light on some random and unfortunate driver's car, pulled him over and fined him $10,000 for driving with a broken tail light that Sam caused.
- Jerk with a Heart of Gold: He does still try to help others intentionally, even if it doesn't benefit him at times.
- Late to the Punchline: It takes Sam absurdly long to get Superball's "As a medium, I'm more of an extra small" joke, but when he does, he cracks up.
- My Greatest Failure: Sam is unable to save Max.
- Nice Hat: His trademark Fedora is so slim, it sits on top of his head. Sometime between episode one and two of the first season he managed to fit an anti-hypnosis device (a coat hanger on top of a colander) in it. It's his buy-in item in Poker Night 2, and Team Fortress 2 fans can win it for their very own, where it's called the "Bloodhound." It's wearable by both Sniper and Spy.
- Only Sane Man: Although he's really not that sane, he comes off as this compared to the rest of the cast.
- Psycho Electro: Well, not him. Past Sam, an alternate-timeline Sam created in "Chariots of the Dogs". According to Past Max, he became a monster and was destroyed, much like what happened to Max in "The City That Dares Not Sleep". However, instead of psychic powers, he had monstrous electromagnetic powers.
- Replacement Goldfish: According to Past Max, Past Sam was killed in an incident mirroring Max's death in "The City That Dares Not Sleep", prompting Past Max to time travel in order to team up with Sam.
- Roaring Rampage of Revenge: Sam goes nuclear in "They Stole Max's Brain!" after discovering the titular event, and tears across New York in a barely-coherent hurricane of interrogation until he finds out that his partner's okay. Then he immediately cools down again.
- Sesquipedalian Loquaciousness: Sam is fond of using big words, often to the annoyance of Max.
- Sophisticated as HellMaximus: Why can't people just all get along, Sammeth?Sammeth: Because most people are *bleep*'d, Maximus.
Sammun-Mak What is a "laser light show?"Sam: ...Actually, I kind of forget, but I'm pretty sure they're bitchin'.
- The Nicknamer: Lou the Bowling Ball, Steamy the Boiler, Donkey Wrong for Skun-ka'pe, and so forth.
- The Straight Man: This becomes a plot point in one episode where a villain specifically wants a straight man to help out with his plan, and Sam is the perfect kind of easy-to-manipulate character who just does what he's told.
- Sweet Tooth: He's constantly shown with popsicles or ice cream, and is literally unable to resist Fudgie Freeze ice cream bars. This becomes a puzzle in "Beyond the Alley of the Dolls".
- Trigger Happy: Not quite as willing to indulge in gratuitous violence as Max, but just barely.
Voiced by: Nick Jameson (Hit the Road), Rob Tinkler (Cartoon), Andrew Chaikin(1st episode of Telltale Series), William Kasten (rest of the Telltale Series, Poker Night at the Inventory), Dave Boat (Poker Night 2)
"DEATH FROM ABOVE!"Max is a "hyperkinetic rabbity thing" and the second half of the Freelance Police. Unhinged, uninhibited and near psychotic, Max enjoys violence and tends to prefer the aggressive way of solving problems. Still, he has a sharp mind and an observational nature, and it's apparent that his seemingly short attention span is not because of his inability to focus (although that is there), but instead because he grows bored easily and always wants to try new experiences.Although he seems to have a heartless personality, he seems to genuinely care about his few friends; he strongly believes in protecting Sam and can be pretty possessive over their status as partners and best friends. He dislikes long stories and rambling anecdotes, and occasionally ask Sam or other characters not to use certain words, such as "ensue" or "acumen."He was born July 10, presumably sometime in the 1970's, and is about the same age as Sam. For unknown reasons, he has a metal plate in his skull, and in the third season, he develops Psychic Powers. He wields a Luger pistol; but since he's naked, other characters frequently ask him where he keeps it, to which he responds "none of your damn business."
- Afraid of Needles: This is only ever mentioned once, but in one of the comics, Max is trying to get a tattoo. When he realizes that the process involves needles, he begins to scream until he actually passes out from fear.
- Ambiguously Gay: Max "doesn't like girls," wishes Sam would stop "looking so damn tasty," constantly attacks Sam (apparently confusing violence with affection,) and confused Sam picking up an engagement ring from the street with a proposal.
- Of course, after you tinker with time in Chariot of the Dogs, he loses the "doesn't like girls" part of his personality, especially lusting for Momma Bosco. This actually sticks in the third season.
- In 'They Stole Max's Brain!', at the planetarium Max can talk with General Skun-ka'pe, who claims that according to his scans, Max doesn't like girls despite having expressed a desire to find women. It seems that he really isn't supposed to be attracted to the opposite sex, but he is now due to the aforementioned time tinkering.
- In 'Beyond the Alley of the Dolls,' he refers to the Sam clones as "sexually provocative" and "dashing." Except for Sam himself, who insists that they're rakishly handsome brutes, everyone else just calls them portly or half-naked. So...
- Again, in 304, they learn that Bosco had to become a male stripper to pay off his debts to the casino in Vegas. Sam says "Ew," while Max says "Interesting." To add to the ambiguity, Max has an expression somewhere between interest and "Oookay, that's weird...."
- Anti-Hero: Type V
- Ass Shove: Presumably, where he keeps his gun.
- Attack of the 50-Foot Whatever: Max occasionally sputters out that he wants to do this. And in The City That Dares Not Sleep, he does... but then he's not really himself.
- Attention Deficit... Ooh, Shiny!: "Quick, let's get out of here before Sam gets distract - ooh, switches!"
- Ax-Crazy: A somewhat benign example.
- Berserk Button: Don't call Max short.
- Even more so, never claim to be Sam's best friend. Demon Peeper's never learned, seeing as how Max killed him in about ten seconds when he claimed that.
- Max has numerous other minor buttons based on his ever-shifting mental state, including being compared to his father and having "Walk Like An Egyptian" quoted at him.
- He also developed a severe hatred of Banang after the Sam kept the gag going too long, going to great lengths to avoid it being mentioned again. He goes absolutely crazy when it actually does get mentioned.
- British Brevity: Max likes British Serials, because their short run appeals to his attention span.
- Cool Gun: His Luger.
- Cloud Cuckoo Lander: Max's grip on reality is shaky at best. It's more pronounced in the cartoons, where his inclination to disembowel had to be reined in, but even when he's allowed to be violent, he is (as Sam puts it in the very first episode of the Telltale games) "an unfathomable well of something".
- Cuteness Proximity: When he and Sam meet Baby Jimmy Hoffa in "Moai Better Blues," he's reduced to a pile of mush, squealing things like "He's just adorable!" and "I can't believe how perfect he is!"
- Designated Victim: Not to a ridiculous degree, but since Sam is the player character in the games, it's usually Max who ends up getting captured, killed, or his brain stolen.
- It's ironic, since he's obviously the more powerful of the two of them. He's the president, high priest, and king of three different civilizations, and as of season 3, has increasingly powerful psychic powers. There's a point in 304 where you can read Sam's mind, and find that he's privately worrying to himself that Max won't want a partner anymore, now that he's so strong. Yet he's still perfectly happy to follow Sam around and do what he says.
- Ditzy Genius: Max has memorized pi to a thousand decimal places, but can't remember how to open the closet.
- Drives Like Crazy: Both Sam and Max don't pay any attention to the rules of the road, but Max is considerably worse than Sam.
- Everyone Has Standards: In Poker Night at the Inventory, the Heavy's story makes even Max gape; or during Max's conversation with Tycho about what happened during "Chariots of the Dogs.""...are you asking me if I ever shtupped Momma Bosco?!"
- The Gift: His psychic powers in season 3.
- Grand Theft Me: In "They Stole Max's Brain," Sam puts Sammun-Mak's brain in Max's body because Sal was going to throw it out if he didn't start moving around, fully intending to remove it once they got Max's brain back. Things don't exactly work out, though, and Sammun-Mak ends up completely hijacking the body, and, um, kind of uses his powers to rewrite reality and make him the god-king of the entire planet. Whoops.
- Guest Fighter: One of the opposing players in Poker Night at the Inventory.
- Hammerspace: One of the possible places the completely naked Max could be storing his gun. This has been left intentionally mysterious, but during a brief body swap in Night of the Raving Dead, Sam's first comment (in Max's body) was "So that's where you keep your gun!", which implies Max has the gun somewhere on his person, raising another possibility.
- Heroic Sacrifice: In 305, The Narrator promises to stay behind and get Max back to normal in five minutes - but they only have four minutes before the last Maimtron is fired. For once, there is no magical Deus ex Machina to help them at the last minute, so when Max's powers finally overwhelm him and he's on the verge of actually exploding, he teleports away to Skun-ka'pe's ship to save the city.
- Heroic Comedic Sociopath
- Hidden Depths: Max is apparently writing a poignant Inuit coming-of-age novel. Except he loses a chapter each time he has to make room for anything else in his brain, such as memorizing a new phone number.
So we probably aren't going to see it. Ever.Never mind!
- Hive Mind: Word of God states that Max's delusions are caused by being part of one, and sharing memories and thoughts with a thousand other Max's in a thousand other worlds.
- Although they might have been making it up to appease fans who thought 305's ending was a cop-out because Past Max won't be the same as the Original Max. If this is true, then Past Max will still know everything the Original Max did.
- There's quite a bit of evidence to suggest the hive mind's existence actually in-game though, one of the most specific examples being the Mole Cultist's prophecy from 301, which includes the lines that Max will "merge with the collective unconscious to become one with infinity." So while there are hints of it, until if/when it's explained more explicitly in Season 4, your mileage still may vary on whether or not you take Telltale's word for it
- I'm Taking Her Home with Me!: Despite his sociopathic personality, Max has a fondness for cute things; when he sees something he likes, he will occasionally ask Sam if he can keep it.
- Immune to Mind Control: In the games by Telltale Games, Max can't be hypnotized due to a metal plate in his head.
- Insistent Terminology: Whenever someone tries to describe Max physically, he'll often respond with "I'm a lagomorph." Which technically just means he's a member of the order Lagomorpha, which covers all species of rabbits, hares, and pikas.
- Killer Rabbit: Quite literally.
- Let's Get Dangerous!: For all his sociopathy, Max's mayhem is usually limited to extremely poor decision-making and offscreen beatings. But in episode 205, Demon Peepers makes the horrible mistake of claiming to be Sam's real partner and best friend, and Max literally rips him apart.
- Like You Would Really Do It: We're told from the very beginning that if Max overuses his powers, his head will most likely catch fire and he will explode. That is exactly what happens, and now he's Killed Off for Real.
- Living Weapon: Sometimes Sam will practically grab him and use him in the literal sense. In Hit the Road he's part of the inventory.
- The Magic Was Inside You All Along: For once, played completely straight in 304's finale.
- Mood-Swinger: Max can go from calm to completely ballistic in about .05 seconds.
- Morality Chain: Sam actually has a pretty violent temper, and he only really keeps it under control for Max's sake. As soon as he's out of the picture, Sam can totally snap. Max actually seems to have some awareness of this and will use his influence to either soothe or goad Sam when he loses his temper.
- Never Got to Say Goodbye: Sam and Max never get a chance to say farewell to each other before 305's finale, because Max never returns to normal after all. All they get is one last wave.
- Nightmare Fuel Station Attendant: "ENJOYING THE RIDE, SAM?"
- No Mouth: When his mouth is closed, usually because he's surprised or contemplative, it completely disappears.
- Pet the Dog: No, not Sam; but in 305, the player bears witness to the first and last truly unselfish act Max has ever performed during the "Save Sybil" scene.
- Power Glows: Once Dr. Norrington unlocks Max's full psychic potential we see this come into play.
- Power Born of Madness: According to Papierwaite, the only people on this dimensional plane with The Gift are the insane, the simple, or the defective. Max basically fits into all of these categories.
- President Evil: Max gets elected President of the United States in the first season, and it sticks. He moves the Oval Office to his office and enacts various dangerous laws.
- Psycho Supporter: Of Hugh Bliss. He's also a huge fan of Flint Paper, and once explicitly states that what he respects about him is the fact that he's really insane. He even writes Fan Fiction about him.
- Puppy-Dog Eyes: Part of his Wounded Gazelle Gambit. Doesn't work that well, though, since his brown eyes more resemble those of a shark than a puppy.
- Replacement Goldfish: After Max's death in 305's finale, Sam attempts to clone him from his DNA to replace him. He fails. Soon after, though, Sam meets Past Max from "Chariots of the Dogs" and decides that that's good enough for him.
- Ripple Effect-Proof Memory: Max was not affected by Sammun-Mak's changing of history presumably due to having the Gift.
- Slasher Smile
- Stylistic Suck: Max apparently dreams of being a writer, and has hundreds of ideas for novels. But none of them are very...good.
- Temporal Paradox: Despite his death at the end of Season 3, his past self quickly appears from the time traveling elevator to fill his recently deceased future self's place, allowing for more adventures.
- Toilet Humor: His trademark armpit farts.
- Wasn't That Fun?: Expect Max to invoke some variation of this after any death-defying escapade.
- Weirdness MagnetMax: Alien ships love to abduct me. Is it my fault that I look so probe-able?
- Wouldn't Hurt a Child: Max actually seems to really like kids, even though they're obviously terrified of him. Even just having him wave to them reduces them to tears. In 305, when Sybil goes into labor, he instinctively manages to regain enough control of himself to order everyone the hell out so that she can give birth safely. This is what ultimately proves to The Narrator that yes, he's capable of being selfless and is worth living. This is despite the fact that he was minutes away from exploding and if they'd stayed a little longer, they could have saved him.
- Your Head A-Splode
Supporting Characters (All Versions)
"If anything happens, I'll deny I ever knew you."Sam and Max's most frequent employer, in spite of never having been seen in person. All he has to do is call (or send drum signals, or subspace hails), and any task that's too big, too small or too weird for the regular authorities to handle will soon be taken care of. This when he's not berating the duo for the large amounts of property damage, bloodshed, and general mayhem they're prone to causing. Apparently, he hails from British Columbia.
- The Faceless: So far, a signed picture of his chest has been his only on-screen appearance.
- The Voice: Pretty much, although his voice has never been heard in the cartoon or games. The closest we've come is a word balloon in the comic.
Voiced by: Tony Pope (Hit the Road), Peter Barto (Telltale Series)
"Flint Paper is insane. I really respect that."Sharing the office next door to Sam and Max, Flint Paper is more your gritty, hard boiled old school sort of private detective. And when we say old school, we mean Good Old Fisticuffs, lots of gunfire, and pounding on thugs until they squeal. Most of his adventures happen off screen and he's mostly noticed when the sounds of violence leak in from next door but he does occasionally end up helping the Freelance Police and is someone you want on your side in a fight (and not just because the alternative is ending up in a world of pain).
- Hardboiled Detective: He generally functions as a parody of this, preferring to resolve most of his problems with with violence and only being able to think in Private Eye Monologues.
- Hero of Another Story: He is always seen investigating another case, although there is some professional overlap with Sam and Max in season 2 and season 3 where they investigate the same case in a few episodes. As a result of being busy, he is only sometimes helpful even though he really seems to like Sam and Max just fine.Sam: I don't think Flint's taking us seriously, Max.
Max: If I were as cool as him, I wouldn't take us seriously, either.
- Jack Bauer Interrogation Technique: He even gives classes about it!
- Memetic Badass: In-universe example. Sam goes to him for advice on being a private eye, Max writes Fan Fiction about him, and he's well-known for being able to kill anything.
- Metaphorgotten: Speaks and thinks in convoluted noir-tinged metaphors which often end up in...uncomfortably explicit places. And they usually involve hobos, for some reason.
- Nigh Invulnerable: His character description states flat-out that he cannot be killed, though a briefly glimpsed (and quickly averted) Bad Future in "The Penal Zone" does show him taking a hatchet to the back of the head. In episode 305, during a fight with Skun-ka'pe's clone ape army, he takes a knife to the back of his shoulder. He quickly pulls it out without any indication of bleeding or pain. That could be considered a Shout-Out because Flint was often seen with a knife in his shoulder in the comics. He's probably used to it.
- Private Detective: Of a more traditional sort than Sam & Max, although he engages in plenty of weird cases and gratuitous violence.
- Private Eye Monologue: Apparently, he can only think in these.
- Slasher Smile: Dons a real scary one when leading an arrested Grandpa Stinky to the Pit of Contrition for his supposed heresy against Sammun-Mak.
- Weaksauce Weakness: He is deathly allergic to peanuts. So far, no one has been able to successfully exploit it (although Girl Stinky tried once in The Penal Zone).
Supporting Characters (Animated Series)
Many characters in the animated series were directly adapted from the comics; this section is for characters exclusive to the cartoon.
Darla "The Geek" Gugenheek
Voiced by: Tracey Moore
Added to the series as an Affirmative Action Girl, Darla the Geek, or just "The Geek", is a Child Prodigy Gadgeteer Genius who lives and works below Sam and Max's office building in the "Sub-basement of Solitude". She is the provider of many wonderful toys to Sam and Max, when she's not yelling at them for busting up her lab... again.
- Child Prodigy: So much so that the President and the head of the United Nations call on her to stop the hole in the ozone layer and an asteroid crashing into earth.
- Gadgeteer Genius: Is very intelligent and is able to make wonderful toys for Sam and Max, from Giant Mechas to a speedboat to even a drill to the Center of the Earth.
- Gender Flip: Darla was originally supposed to be a guy.
- Insistent Terminology: She hates being called by her full name.
- Little Miss Snarker: Unlike Sam and Max, she is a lot snarkier and has a drier sense of humor compared to he friends.
- Teen Genius: Only a pre-teen and yet is able to be seen as an equal by Sam and Max, and they love her for her insane genius.
- Tomboy: Given that she was originally gonna be a boy in the concept, it seems she still has a tomboyish personality still as she has no problem with doing dangerous stuff and enjoys the violence as much as Sam and Max.
Voiced by: Patrick McKenna
THE FRIEND FOR LIFE!Ahem. Lorne is an obsessed fan of Sam and Max, alternately eager to come to the "rescue" as much as stage his own drama so he can play Distressed Dude and make Sam and Max need to rescue him. The Freelance Police are a bit split about him: Sam tries to be sympathetic, Max is just plain creeped out.
- Ascended Fanboy: Got a few good points after he kidnapped a villain and nearly killed them.
- Ink-Suit Actor: Bears a strong resemblance to Pat McKenna's best-known character, Harold Green.
- Karma Houdini: In his first appearance, anyway.
- Loony Fan: Idolizes Sam and Max to the point of being a...
- Psycho Supporter: He sets up a Death Course for Sam and Max to conquer and fakes his kidnapping so he can be "saved" by them. Of course, Sam and Max being who they are, that just finally earns him a few points in their good books.
- Motor Mouth: To the point that Max wants to avoid him as much as possible. He is also very persistent about being their friend.
- Stalker Shrine: was later converted into a fan site that made it so they wouldn't bug them ever again.
Supporting Characters (Telltale Games)
Voiced by: Joey Kamen"Hey guys, it's me, Bosco!"Bosco is the owner of Bosco's Inconvenience store and the the Freelance Police's usual go to guy for information or (very overpriced) gadgets. He's cripplingly paranoid of whoever walks in, and in most cases has every right to be.
- Adam Smith Hates Your Guts: Every time Sam and Max try to buy a gadget from him, he comes up with some outrageous price, and his prices get higher each episode. By the end, he lampshades how Sam and Max still come to him.
- Amazing Technicolor Population: He's pale violet for some reason. This gets pointed out, too.
- Ascended Extra: He was first mentioned in Sam and Max Hit the Road and his store could be seen in the background, before becoming a major character in the first two seasons of the Telltale series 13 years later.
- Bunny-Ears Lawyer: He may be a paranoid wacko who sells you "inventions" of dubious quality for exorbitant sums of money, but the gadgets he sells you always do exactly what you need them to.
- Catchphrase: Three of 'em:
- "Hey guys, it's me, Bosco!" when revealing his identity.
- "It'll work, trust me!" regarding his crummy invention of the week.
- "They're onto/after me!" when ranting about the latest conspiracy.
- Conspiracy Theorist: Subverted in that even though most of his theories end up being right, he's still portrayed as a complete idiot who is terrible with money, hides behind unconvincing disguises, and doesn't seem to realize that all of his conspiracies could be solved in a day if he'd just give Sam and Max the items already.
- Crazy-Prepared: For all imagined threats under the sun.
- Dumbass Has a Point: Once the duo finally protests the escalating prices of his inventions at the 100-trillion-dollar mark in Season 1, Bosco shoots right back that all he does is make up the most ridiculous price he can think of, and each time they keep paying it.
- Gadgeteer Genius: While the ones he sells to others are very rudimentary and border on outright scams (a bottle of vodka labeled "Truth Serum", for instance), he is capable of crafting advanced security systems that can do everything from stop shoplifters to fend off nuclear attacks. Too bad he keeps those for himself.
- Only One Name: Unlike most other characters, it is questioned as to whether this is a first name or a last name. (If an exclamation by his mother is to be believed, though, it may be that his first name is Roscoe).
- Paper-Thin Disguise: His preferred way to hide from his enemies.
- Poor Communication Kills: His severe paranoia stems from his own mother unknowingly and relentlessly hounding him for accidentally messing up her store before he was born, due to a time travel mishap. He goes a little bit crazier when he finds this out.
- Properly Paranoid: His conspiracy theories get more contrived every episode—and they're always correct.
- Put on a Bus: He went to Las Vegas with Buster Blaster in Season 3.
- Shoplift and Die: More like "Shoplift and Get Bonked By a Boxing Glove", courtesy of BTADS (Bosco Tech Anti-Delivery System). He even integrated his anti-missile satellite defense system into BTADS.
Voiced by: Cathleen RiddleyBosco's Sassy Momma, Momma Bosco is an even greater Mad Scientist than her son, without the extreme paranoia. She is killed in the present by an explosion and became a ghost, but Sam and Max go back to the 1970s to meet her alive self. In the past, she is a lot more abrasive, but by season 3 she has mellowed out.
- Back from the Dead: By possessing a somewhat perfect clone of her.
- Bald Women: After being resurrected through a clone. To be fair, this isn't so surprising when you consider that 1% of the DNA used happened to be from Bosco himself to patch up her DNA, which just so happened to reflect his lack of hair and part of his attitude.
- Funny Afro: Only loses it when she is originally brought back from the dead. Later regrows it though.
- Gadgeteer Genius: Makes a child-making device, hundreds of cloning machines, and a portal to another dimension.
- Straw Feminist: Is very annoyed when they consider that she is an 'independent' woman and doesn't need a man to have a child. However, she ends up falling for Max of all people.
- Techno Babble: A never-ending fountain of this in Season 3. Eventually, she confesses that she's just making it all up as she goes.
- They Call Me Mister Tibbs: She insists on the salutation Dr. after earning her PhD.
- Took a Level in Kindness: Being dead must have mellowed her, to the point of being one of the most helpful characters in Season 3.
Voiced by: Amy ProvenzanoSybil is a very multi-talented woman. So talented that she has mastered many jobs, able to fill out five roles of a seven person team. She's also the wife of the Lincoln Monument.
- Longest Pregnancy Ever: Justified, as she's carrying some sort of human-golem hybrid in her. That sounds like it would take longer to develop. That doesn't change the fact that she's in her fifth trimester.
- New Job as the Plot Demands: Provides the page image. She rarely holds the same job twice, and they get more outlandish each episode.
- Only Sane Man: For a little while, she appears to be the only rational, although a little scatterbrained, character in the series. Then she falls in love with and marries the Lincoln Memorial.
- Pregnant Badass: In the Season 3 finale.
- Punny Name: It appears to be a play on the term "civil pandemic".
- Put on a Bus: She's still on her honeymoon in Season 3. But she returned in time for the finale.
Philo Pennyworth / Mr. Featherly
Voiced by: David BoyllA trained Shakespearean chicken actor.
- Classically Trained Extra: Mild example. He's obviously doing roles far beneath his talent but doesn't seem all that bothered about it. Once Midtown Cowboys becomes a smash hit in Germany, he's actually quite happy with it.
- Fake American: He talks with an English accent, but drops it for his Midtown Cowboys character.
- I Am Not Spock/I Am Not Leonard Nimoy: He gets annoyed when people mistake him for his sitcom character. Eventually, he legally changes it to Mr. Featherly to cash in on Midtown Cowboys foreign popularity and is now irritated whenever someone calls him Philo Pennyworth.
- Live Item: In Chariot of the Dogs.
- Money, Dear Boy: The reason he's fine with starring in such an awful sitcom, especially once it finds a huge audience overseas. He's not selling out his principles for money... He's selling them out for a SHITLOAD of money!
Voiced by: Dianne NolaThe cranky, short-tempered director of W.A.R.P. studios. She despises Myra Stump for hypnotizing almost all of her cast and crew, forcing her to take whatever talent she can get to keep the rest of the studio running.
- Everyone Calls Him "Barkeep": No name is ever mentioned. She's just "The Director."
- Offscreen Teleportation: She can appear in every room just before you enter, but refuses to tell how that's possible. Industry secret.
- Prima Donna Director: Subverted, surprisingly. The Director is cranky and short-tempered, but mostly because of the extreme stress of running an entire TV studio with only a skeleton crew. She's actually pretty patient with Sam and Max, even when they're actively trying to annoy her, and will do as many takes as are needed without blowing her top.
- Product Placement: She's a huge fan of the revenue they bring in, and works them into the Midtown Cowboys script no matter how inappropriate or bizarre they might be.
Voiced by: Brendan Q. FergusonThe Bug is exactly what he sounds like. A listening device, able to mimic the voice of anyone he hears and remember entire conversations.
- Drill Sergeant Nasty: A somewhat ineffectual one, thanks to his stature.
- Chuck Cunningham Syndrome: Unlike most of the other characters that disappeared at the beginning of Season 3, there's no reason given on why he wasn't included, implied or otherwise.
- The Informant: Well, he is a bug...
- Literal Surveillance Bug: He's a talking cockroach that listens to and flawlessly repeats whatever he hears. That's as literal as it gets.
- Live Item:
- Shell-Shocked Veteran:
Voiced by: Tim TalbotHarry is a hilariously antisocial moleman, and seeming chew toy of fate.
- Becoming the Mask: After disguising himself as the don of the Toy Mafia for a sting operation, he settles into the role so much he actually ''becomes'' don of the Toy Mafia.
- Butt-Monkey: Consistent among every single appearance. Almost no puzzles featuring him will have him get out of it without something problematic in return. "The Penal Zone", for example, features him complaining about never getting a winning lottery ticket, meaning that the solution is giving him a "vacation" card from General Skun-ka'pe's ship, which leads to a facility where Molemen are sweated for fuel, with the lottery card being the winning one, which he gave away for the vacation card.
- Don't Fear the Reaper: Had a brief stint as Death.
- Early-Bird Cameo: He can be seen on a poster in Brady Culture's Home for Former Child Stars in "Culture Shock" before he properly appears two episodes later.
- Fantastic Racism: He has a deep and intense hatred of zombies, due to their habit of breaking knick-knacks.
- The Mole: Quite literally in "The Moles, the Mob, and the Meatball".
- Smug Snake: During his very brief stint as the head of the Toy Mafia.
Voiced by: Peter BartoSuperball is a secret service agent, and Max's vice president. Although he keeps a bored tone to his voice, he's capable of matching Sam and Max's snarky antics
- Awesome Mc Cool Name: Although "Superball" is initially implied to be a code name, we later learn that there's a Mrs. Superball and a Superball Junior. Becomes even more awesome in the German translation, where his name is "Agent Superblocko."
- Cool Shades: "These sunglasses aren't cheap."
- Creepy Monotone: The dude's not fazed by anything, though he claims otherwise.
- Hidden Depths: Apparently he has a really good singing voice, as shown in The War Song
- Manly Tears: Subverted. After the failed attempt to clone Max following his death, he declares that he "can't do this." and bursts out sobbing
- Mysterious Past: If you use the Nutrition Specs on him, Sam says that he's comprised of "20% mysterious, and 80% sheer awesome.""Hmm, that's down 10% from last season."
- Not So Stoic: Max's death is too much, even for him, and causes him to run away while crying uncontrollably.
- Older Than They Look: Looked exactly the same age way back in The '60s when he started the job. When asked, he Hand Waves it as "clean living". Superball gives the Hand Wave in response to Sam's assertion that he looks as young as he does due to time travel.
- Psychic Block Defense: "I am afraid that the contents of my mind are classified, sirs."
- Ripple Effect-Proof Memory: Along with Dr. Norrington, the Molemen, Max, and the organization he works for, he did not have his memory affected by the Sammun-Mak incident.
- Single Tear: He sheds one in a vision of the future, but if it ended up happening, we missed it [[Noodle Incident(along with whatever truly beautiful or tragic thing provoked it)]].
- That Makes Me Feel Angry: Because he rarely actually emotes.Superball: (Complete monotone) That makes me extremely alarmed.Max: Get a hold of yourself, man. We can't think with all your hysterics.
The Giant Stone Head of Abe Lincoln
Voiced by: Roger L JacksonThe remains of the Lincoln Memorial, animated by hydraulic motors with the purpose of running for president. It Makes Sense in Context. After losing to Max in the election, he went on a rampage through the US and was blown up by a nuclear warhead, leaving only his disembodied head. He later marries Sybil Pandemik, whom he met when Sam arranged a date between the two of them to scandalize him and lower his ratings in the aforementioned election.
- Golem/Humongous Mecha: Seems to be a mix of the two; he is made of marble and very towering in height, but it sounds like his body has robotic parts to help him move around.
- Heel–Face Turn: Started as an enemy of Sam and Max, later reforms when they help him get with Sybil.
- Losing Your Head: Is resulted to a head when he got blown up by a missile. Got his body back in Season 3.
- Put on a Bus: He's still on his honeymoon with Sybil in Season 3, though he comes back in the last episode to lead the Maimtrons' charge against the rampaging monster.
The Computer Obsolescence Prevention Society (C.O.P.S.)
Voiced by: Jared Emerson-JohnsonThe C.O.P.S. are a support group for outdated electronics, introduced in Season One Episode Five, Reality 2.0. The four founding members are Bob Bell, a telephone who talks like a smarmy phone-tree narrator; Curt 286, an old desktop computer with a monotone voice; Chippy, a Pong machine who communicates in digitized blips and bleeps; and Bluster Blaster, an old arcade machine with No Indoor Voice. They run a number of dubious businesses in Season 2, and in Season 3 they get a new member, an old printer/scanner named Carol, and offer the services of their "Crimetron" to Sam and Max.
- Berserk Button: WE HATE BAGPIPES!. They also don't like the Torture-Me-Elmer toy that much, and their first challenge to Sam and Max is to run over and shoot as many of the masochistic dolls as possible.
- The Bus Came Back: Buster Blaster came back from his trip to Las Vegas, though without Bosco, in "Beyond the Alley of the Dolls". He's gone again by "The City That Dares Not Sleep", having run off with Carol.
- For Inconvenience, Press "1": Played with at times with Bob.
- Fun with Acronyms: This leads to a little confusion when Sybil first mentions them.
- Heroic Comedic Sociopath: Bluster Blaster.
- I Want My Beloved to Be Happy: Carol leaves the C.O.P.S to run away with Bluster Blaster, but Curt claims that he's fine with this as long as she's happy.
- Large Ham: Especially Bluster Blaster."I AM BECOME DEATH!!"
- Luke, You Are My Father: It turns out Sam created Bluster Blaster.
- Machine Monotone: Curt 286.
- No Indoor Voice: Bluster Blaster, for the most part. He temporarily gets a quiet Simpleton Voice due to an accident just before "Night of the Raving Dead", but he's back to his usual noisy self by season 3.
- Noodle Incident: Towards the end of season three, reading Bluster Blaster's future shows him, apparently, enthusiastically drifting through space. We're given no clue as to why.
- Put on a Bus: In Season 3, Bluster Blaster is on a road trip with Bosco to Las Vegas.
- Quip to Black: Curt gets his by the boatload in 305.
- The Speechless: Supposedly Carol, but it's equally possible she's just a regular, non-sentient machine and the C.O.P.S. are just delusional.
- Token Girl: Carol—or so the C.O.P.S. claim. "She" never speaks or displays any signs of sentience, so there might just be a weird case of Cargo Ship.
- Tropaholics Anonymous: They're a quartet of old computers that spend most of their time trying to get past how old they are.
- The Unintelligible: Chippy.
- We Want Our Jerk Back: Bluster Blaster, after his "accident" in Night of the Raving Dead.
- What the Hell, Hero?:invoked They're horrified in episode 303, when Sam threatens Carol at gunpoint. They've gotten over it by their next scene, though.Bob: Audiences across the country agree: you're a monster, Sam!Curt: What have you become?
Voiced by: Vegas E. TripOriginally The Unseen fry cook at Stinky's Diner until season 3, Sal is a human sized cockroach with a laid back personality. Has the notable achievement of being the only person in the entire series who could be described as friendly, kind, considerate, nice, or completely sane.
- Butt-Monkey: Double-Subverted; even Max is incapable of making fun of him, given how nice and simple he is; but every puzzle solution which involves Sal will somehow inflict physical damage on him.
- Gentle Giant: Despite being a giant cockroach, he's actually a skilled chef and a very nice guy Makes it a Tear Jerker when he dies from poisioning
- Heroic Sacrifice: Undergoes death by radiation poisoning to save the city.
- Nice Guy: As mentioned above, Sal really is a good guy to know. Even Max doesn't have the heart to make fun of him via Psychic Ventriloquism.
- Starcrossed Lovers: Has been carrying on an affair with Girl Stinky, which is genuine on his side.
Voiced by: Melissa HutchisonStinky's granddaughter, and perhaps the laziest creature within a five block radius of the Freelance Police office. Sam and Max suspect she murdered Grandpa Stinky and stole his diner, but don't do anything about it. She tries various half-assed ways of making money in season 2 before Grandpa Stinky reclaims his diner. By season 3 she and Grandpa run the diner together, but argue over how to run it.
- Brilliant, but Lazy: She's lazy as hell, but she manages to come up with a decent plan to get rid of Grandpa Stinky in "The City That Dares Not Sleep". She would've gotten away with it too, if it weren't for Sam. Not to mention the various secret tunnels she's installed in the diner, which, again, weren't noticed until Sam got to them.
- She's also the only non-supernatural being who will notice if Max tries to use mind-reading on her (besides Sam, of course).
- Consummate Liar: Getting a word of truth out of her is a never-ending war. Most of the cast gives up by the start of season 3.
- Golem: Created with a cake. An evil cake, made from an entree, dessert, and side...and an appetizer (What do you mean it's not heinous?). Or maybe not, if Flint's projector-and-fog-machine theory is actually correct.
- Hesitation Equals Dishonesty: Subverted, actually.
- Implausible Hair Color: The only human we've seen with an unusual hair color (seafoam green). A hint at her (possible) supernatural origin.
- The Munchausen: In Season 2, she tells all sorts of outlandish lies about her adventures with various celebrities.
- Obviously Evil: Everyone knows she's planning to kill Stinky to get his diner, which she denies (poorly), but nobody cares.
- Our Mermaids Are Different: As something of an Untwist in 305. She wears a tiara, she has a seashell necklace, she has a sea star on the back of her ponytail, she has an Implausible Hair Color, she has a fish on her apron to make up for the signature tails associated with mermaids, and she can go by Stinky and be followed around by flies because those are fish things.
- Red Herring: A very... er... fishy lady.
- The Slacker: Never seems to actually run her diner, and spends almost all of Season 3 texting. Most puzzles involving Stinky involve trying to work around her lies, her laziness, or both.
- Starcrossed Lovers: It looks like that between her and Sal, but she dumps him when Skun-Ka'pe provides a better opportunity to kill Grandpa Stinky. That, and Sal had just been eaten by Max.
Voiced by: Roger L. JacksonThe owner of the local diner, self-professed Social Darwinist and overall a rather grouchy man.
- Back from the Dead: As of Episode 205.
- Badass Grandpa: Though he's probably not a match for Memetic Badass Flint Paper, he's capable of taking on an army of Samulacra with a knife and surviving.
- Father Neptune: Looks and acts like a man who has been out to sea at times, and even acts as a sort of tough guy.
- "Freaky Friday" Flip: With one of Skun-ka'pe's mooks in 305. And after all's said and done, he doesn't get his body back.
- Greed: Most of his plans in Season 3 involve making a fortune with his evil recipes.
- The Insomniac: As of the end of Season 3, he hasn't slept in 1096 days.
- Lethal Chef: He is being one on purpose, in an attempt to weed out "inferior" people that can't handle his awful food, thus creating a master race.
- Let's Get Dangerous!: "Looks like it's time to boil the haggis!"
- No Celebrities Were Harmed: Looks and sounds quite a bit like Sean Connery.
- Social Darwinist: Wants to create a master race who can survive his toxic recipes.
- Tattooed Crook: The tattoo on his forearm spells "Satang" in Nordic runes.
Voiced by: Joey CamenJimmy Two Teeth is a rat that lives in Sam and Max's office. Though he's often stealing things and otherwise living up to the reputation of his species, he does it to support his family. This doesn't stop him from being rather despicable or annoying.
- Catch Phrase: "Beat it."
- The Informant: Well, he is a rat.
- Hidden Depths: He is a petty criminal, but he's doing it to support his son Timmy. When he isn't involved in some scheme, he lobbies for affordable healthcare for the aged and underprivileged (as shown in "Abe Lincoln Must Die!")
- Morality Pet: Jimmy is incredibly rude to everyone—except his son Timmy and his wife Mary. He's a total softie around them.
- Put on a Bus: It's implied in season 3 that he's living it up on the money Max paid him for spreading the bubonic plague.
- Red Boxing Gloves: Eventually confiscated by Max.
- You Dirty Rat!: While has a few soft spots, Jimmy is a thoroughly unpleasant petty crook.
Voiced by: Joey CamenJimmy Two-Teeth's son. He suffered from Tourette syndrome, leading Jimmy to gather money through criminal activities and boxing.
- Back from the Dead: Is killed and revived by Sam and Max in "What's New, Beelzebub?".
- Hollywood Tourette's: He's afflicted with "Terminal Tourette's Syndrome", which causes him to "curse" uncontrollably and prevents him from writing anything other than Symbol Swearing.
- Littlest Cancer Patient: Timmy somehow manages to make Hollywood Tourette's seem like a serious affliction
- Sir Swears-a-Lot: Subverted; once uncensored, his vocabulary is PG-rated at worst.
Voiced by: Roger L. JacksonThe ruler of Hell himself, until the Soda Poppers took it over, at least.
- Affably Evil: He's more professional than he seems.
- Big Red Devil
- Deal with the Devil: Actually manages to pull one of these on Sam, but it doesn't last long.
- The Devil Is a Loser: In episode 205, he is actually just a middle-level manager in Hell under the Soda Poppers. When he gets fired, he ends up homeless and cleaning windshields for spare change.
- Punch-Clock Villain: You can hardly call him an antagonist. In fact, you actually have to help him at one point.
The Narrator / Max's Super-ego
Voiced by: Andrew ChaikinIn The Devil's Playhouse, the series gains an actual, visible narrator. With not a hint of color on his person excluding the rose on his chest, he shows up at the beginning and ending (and sometimes the middle) of every episode at his grayscale desk in a black room, to remark on the story's progression at every major turning point.
- Actor Allusion: Mentions beat-boxing as one of the finer things in life.
- Affably Evil
- And I Must Scream: His backstory. Max doesn't so much personify pure id as completely ignore his superego, which leads to the Narrator feeling neglected and frustrated. Eventually, he grows so tired of being ignored and having no way to express himself that he decides to make it all end - in a fantastic psychic explosion (that will destroy the whole eastern United States), created by pushing Max's mind as far as it can go.
- Big Bad: Of the whole Season 3, it turns out.
- Collector of the Strange
- The Conscience: Literally. Subverted in that he's initially out to kill Max for always ignoring him.
- Deliberately Monochrome: As part of Season 3's Twilight Zone-esque theme. If you really think about it though, it also works a bit in its own right. He's Max's super-ego, one of the most firmly practical and logic-driven parts of the brain... i.e., "seeing the world in black and white."
- It apparently applies to his room in general: When Sam walks in on him in The City That Dares Not Sleep, he also turns black and white except for his tie, which turns red. He only goes back to normal when leaving the room.
- Despair Event Horizon: Goes through this before the events of the season due to never being recognized or listened to, driving him to enact his plan to kill Max, and by extension himself, along with most of the Northeastern US.
- Disproportionate Retribution: He's tired of getting ignored, so he's going to kill Max by pushing his mind to its limits and making him actually explode. Then again, considering he's Max's conscience, and Max is, well... See And I Must Scream and Despair Event Horizon.
- Driven to Suicide: His master plan is to finally free himself of the burden of being Max's unappreciated, unused superego by having Max overwork his brain until he can go out in a fantastic psychic explosion that will destroy the eastern United States.
- He changes his mind when he realizes that Max is capable of selflessness, but still gets his previous wish in the end.
- Fourth-Wall Observer: While some other characters have this trait to a degree, he is the one who speaks the most directly to the audience. He even keeps addressing them after the reveal.
- Ghost in the Machine: He's the sentient manifestation of Max's superego (conscience), who lives inside his brain. And no, his existence has not been an easy one...
- Heel–Face Turn: May be a subversion or a Heel–Face Door-Slam depending on whether-or-not Max actually exploded at the end.
- Interactive Narrator: Subverted. He actually does exist within Sam & Max's universe, since he's really Max's super-ego and lives inside his brain, but continues to narrate somewhat and address the audience beyond the fourth wall even after this is revealed.
- Large Ham: Anybody can just narrate a story. This guy throws so much charismatic flair into it that he'd put Rod Serling and Alfred Hitchcock to shame.
- No Respect Guy: He's spent God knows how many years trying to guide Max into controlling his most primal urges, appreciate the finer things in life, and act selfless as well as socially acceptable. Of course, it's all in vain, and he is never recognized for his efforts.
- Sarcasm Mode: If told he's lying about his role in the events of the season, he proceeds to spin an absolutely hilarious yarn about being an angel or some such. He then makes it even funnier by saying that's ridiculous and that his being the manifestation of the super-ego of a talking rabbit who has psychic powers is a simpler and more believable explanation. It doubles as a huge Take That! to the fans who were insistent that he was some mighty benevolent force acting to help Sam and Max.
- Something About a Rose: The only bit of color on his person is a single red rose.
- Woobie, Destroyer of Worlds: While not always a particularly popular opinion, definitely a possible and existing one, due to his And I Must Scream backstory. note
Sameth and Maximus
Voiced by: David Nowlin (Sameth), William Kasten (Maximus)Sam and Max's great-grandfathers from the 1910s. They win a trip to Egypt and are tasked with retrieving the Devil's Toybox for Mr. Papierwaite. They succeed, fight off Papierwaite's betrayal, and get killed by a passing curse in their basement, where Sam and Max find them years later.
- Fingerless Gloves: Maximus. The Hobo Gloves version.
- Generation Xerox
- Identical Great Grandfathers
- Nice Hat: Sameth's Bowler Hat. Maximus also would've had a Newsie Cap, but it was removed since it kept clipping through his ears. You can still see it on the concept art that appears on the transition cards for the episode though.
- The Slacker: Unlike their Great Grandsons, who apparently have a job, they don't seem to do anything more than sneak into theaters and steal ketchup bags from restaurants.
The Mole CultistsThe remains of the molemen. The molemen were the ones who deposed Lord Sammun-Mak years ago and guarded the Devil's Toybox. Millennia later, the last of the molemen (Nefertiti, her father, her mother, and her grandfather) emigrated to New York when the box was stolen by Sameth and Maximus, where they once again gained the Devil's Toybox. A century later, the last cultists guard the toy box when Sam and Max find it.
- Generation Xerox: All the molemen look the same except for whatever they are wearing.
- Identical Grandson: Either Harry is over a hundred years old, or one of his ancestors has the exact same voice as him.
- La Résistance: To Lord Sammun-Mak's reign.
- Never Mess with Granny: Nefertiti lives to modern day and helps take down Sammun-Mak.
- Ripple Effect-Proof Memory: Were unaffected by Sammun-Mak's changing of history due to their Molemen heritage.
Voiced by: Chuck KourouklisA disembodied voice that gives advice to Max when he is trapped as a brain. He wants to return home and is more than happy to work with Sam and Max to do that.
- Anti-Villain: He has mellowed into this by the time we meet him, and seeks to preserve the real world rather than destroy it.
- Big Bad: Subverted. Though his actions in the backstory drive the plot of the season and the story seems to set him up as one, he never serves as an antagonist and actually helps Sam and Max.
- Celebrity Impersonator: He sounds remarkably like Tony Jay. Perhaps justified, since this is the type of role he often takes. Considering what he is, it could be a Shout-Out to Jay's role in Legacy of Kain.
- Deadpan Snarker: Occasionally. Mostly towards Papierwaite and his near constant whining from Episode 4 on."Walk it off, Princess."
- Did We Just Have Tea with Cthulhu?: He's surprisingly suave and personable... for an Elder God.
- Eldritch Abomination: A very washed-up one though.
- Evil Is Not a Toy: He was the creator of the Toys of Power, and stresses several times that they need to be destroyed in order to preserve the boundaries between the real world and the Dark Dimension.
- I Was Quite a Looker: He claims this if you examine a certain object in Papierwaite's office while he's present.
- Large Ham: By way of Purple Prose.
- Retired Badass: He once ruled the entire universe and savored the taste of human misery along with the other Elder Gods, but has since claimed age has mellowed him.
- Sesquipedalian Loquaciousness: To Max's chagrin.
- Stop Worshipping Me: He never wanted anyone to summon him. He was perfectly content being left alone in the Dark Dimension with the other Elder Gods, and now all he wants to do is to go back home. Papierwaite's awe-struck reverence seems to get on his nerves, too.Max: You look like something my non-existent cat coughed up!
Papierwaite: Curb your tongue, rabbit—
Yog-Soggoth: No, no, Papierwaite, the naked one is right! This debased form is but a pathetic shadow of my former glory!
- You Cannot Grasp the True Form: Or so he thinks. He states most humans go mad upon seeing him, but none of the characters who have been known to have seen him seem affected. He is significantly depowered, however, so that might be a factor.
Rogues Gallery (Telltale Games)
Voiced by: Brian SommerThe creator of "Eye-bo", which claims to be the art of amazing ocular exercises. The Big Bad of 101.
- Attention Whore: His plan was to hypnotize the world into worshiping him. Sam uses this to his advantage to defeat Brady.
- Big Bad Wannabe: At best, he managed to hypnotize three washed-up child stars to do graffiti, stuff a therapist into a closet, and fill a convenience store with free tapes. He didn't even make his "ocular exercises" on his own; Brady stole prototype hypnosis goggles from Hugh Bliss' gift shop on the moon.
- Evil Laugh: Needs practice at first. He gets better at it.
- Funny Afro: The Freelance Police keep it as a memento afterward.Max: He howled like a sick wallaby when I shaved it off him! Good times.
- Starter Villain: The first antagonist in the Freelance Police games, and the only one not directly working for Hugh Bliss or his organization in the Save the World arc.
Voiced by: Dorothy GallagherA popular talk-show host, who appears in 102: "Situation: Comedy!".
- Blah Blah Blah: She tends to drone on into this type of speech.
- No Celebrities Were Harmed: Think a white "Oprah Winfrey".
The Toy Mafia
Voiced by: Vegas E. Trip (Chuckles), David Boyll, Jared Emerson-JohnsonAn organized crime family whose members all appear to be wearing giant toy bear heads. They run Ted E. Bear's Mafia-Free Playland and Casino and the accompanying toy factory. Collectively, their only appearance is in Episode 103: "The Mole, the Mob, and the Meatball", but two of its members - Chuckles and Don Ted E. Bear himself - make appearances in later episodes.
- Blatant Lies: Mafia-Free Playland and Casino! Bring the whole family!
- Creepy Monotone: The card dealer. "Wanna play cards?"
- Paper-Thin Disguise: The enterprise as a whole to the point of parody.
Voiced by: David BoyllThe founder of Prismatology, a self-help guide/cult, Hugh Bliss is a friendly but very creepy albino guru. Max likes him, Sam doesn't. Eventually revealed to be a sentient collection of bacteria that live off of happy thoughts that want to make the entire Earth happy whether they want to or not. Later shows up in season 2.
- Affably Evil
- Big Bad: Of Season 1
- Camp Gay: Well, gay as in happy, at the very least. But between the high-pitched voice and the enthusiasm for unicorns (he's the only one who seems willing to rub Sam's unicorn) and rainbows, the only thing close to ambiguous about this is that he isn't human.
- Catch Phrase: "Hi, I'm Hugh Bliss!" *wiggles fingers in an arc*
- Captain Obvious Reveal: Parodied. He's Roy G. Biv, the mastermind behind the events of season 1. You can tell immediately that the rainbow-themed Hugh is Roy G. Biv's real identity since the name stands for the seven colors of the rainbow. The joke around this comes in the episode after it's revealed, where Sam quickly figures out the connection... but through exceedingly complex Insane Troll Logic, and it's treated a big revelation.
- Church of Happyology: His book is titled Emetics, and true to the meaning of the word and the beliefs espoused within, the cover depicts someone happily vomiting a rainbow.
- Easily Forgiven: Inverted in that it's HE who easily forgives Sam and Max. In 205, when he is encountered in hell, he refuses to talk to them at first, until you select the "I'm sorry" dialogue option. Afterward, he'll chat away like nothing ever happened.
- Even Evil Has Standards: Found the contents of Max's mind to be unspeakably depraved.
- Evil Albino
- Giggling Villain
- Nightmare Fuel Station Attendant: He's just creepy, and not just about his worrying levels of happiness, either. In Abe Lincoln Must Die!, using The Bug on him results in him monologuing... Only for him to say he knew they were listening the whole time. That's not even getting into the fact that he's the Big Bad of Season One and a colony of sentient germs.)
- Punny Name
- The Worm That Walks: Turns out, he's a colony of germs.
Voiced by: Carter ColemanA cheating card player, first appearing in "The Mole, the Mob, and the Meatball". Sam and Max tie him up and interrogate him, then leave him in their closet and forget about him. His subsequent appearance in their closet becomes a Running Gag.
- And I Must Scream: See, after every episode, Sam and Max would put an artifact from the last episode into their closet. After the third episode, they put Leonard in the closet, tied up with his mouth taped shut. It's implied that he's been living in that closet for months! Max also makes an off-hand comment that he remembers to feed Leonard regularly... with spiders. Eventually he dies, but just ends up in an identical closet, the same predicament, in Hell. Luckily for him, he shared his personal hell with Sam who, out of pity, releases him... with his mouth still taped shut. Evidently, Telltale felt sorry for him and decided to finally release him.
- Disproportionate Retribution: Why aren't there more fans who sympathize with Leonard? Because he stole a sandwich!
- Even Bad Men Love Their Mamas: Sam and Max break his spirit doing the interrogation by telling "yo momma" jokes.
- The Informant: but only once.
- Reused Character Design: He is basically Boris Krinkle from Telltale Texas Hold'em, but with a handlebar mustache. It is even lampshaded a couple of times.
- Younger Than They Look: The carbon-dater in Lincoln Must Die says he's actually only 19, and apparently he looks so much older because of a life of hard gambling.
Shambling Corporate PresenceA demon who debuted in "Reality 2.0", but doesn't make its first visual appearance until "Ice Station Santa".
- The Slacker: Spends all his time in Hell playing Minesweeper instead of working.
- The Unintelligible: It's only able to speak by saying Blarg.
Voiced by: William KastenThe villain of "Night of the Raving Dead". Jurgen is a vampire who is building an army of zombies from his nightclub in Stuttgart. Sam and Max stop him and he is sent to Hell. In season 3 we learn how he became a vampire, thanks to Sameth and Maximus.
- Ambiguously Gay: Max calls him "fruity" in Night of the Raving Dead, and probably for a reason.
- Agent Peacock: He apparently beats Sam and Max in a fight, and throws Sameth and Maximus out of his train room while still human.
- Catch Phrase: "Yeeees?"
- Evil Redhead
- Jerk With A Heart Of Jerk: Think he might have been a decent person before he became a vampire? Guess again. 302 reveals he was always a nasty guy.
- Gratuitous German: While not present in his first appearance in 203, in 303, this trope is in play. Justified in that he's a native of Stuttgart and this was when he was much younger and probably still learning how to speak English.
- Goth: No longer so in 305, in which he is once again wearing the attire he wore in 302, stating that "Goth was so three years ago", and that early 1900s fashion is the new style to go.
- Older Than They Look: True, this trope is in effect by default by being a vampire, but when he was still a mortal, he spent 50 years stuck on an ancient Egyptian wall as part of a curse and didn't age a single day when Sameth and Maximus free him. So he would be, chronologically speaking, around 70 to 80 years old when he became a vampire, but still with the body of a 20-something.
- Our Vampires Are Different
- Popularity Power: A literal example. He gains power by following trends and gaining the approval of his followers.
- Sassy Secretary: Like all of the other villains that dies in seasons 1 and 2, we see him working for Hell. He's forced to work as the secretary in Hell's foyer and act as Satan's assistant. He's understandably unhappy with Sam and Max for putting him into this situation.
- Sissy Villain
- Smug Snake: A scheming bad guy, but never impressive.
- Vampires Are Sex Gods: He's even more "tragically sexy" to Nefertiti after he's turned.
The Soda Poppers
Voiced by: Doug Boyd (Specs), Peter Barto (Peepers), Michael Barrett (Whizzer)A group of three brothers, Specs, Peepers, and Whizzer, who were the former child stars of the popular Show With In A Show The Soda Poppers. In the first episode, they get sucked into Brady Culture's hypnosis scheme. They then appear throughout the series, usually in very annoying ways.
- Big Bad Triumvirate: of Season 2.
- Catch Phrases:Specs: You made me mess up!
Peepers: I can see you!
Whizzer: Time out for number one!
- The Chew Toy: All three often wind up at the end of some form of comic abuse by Sam and Max in each episode they appear in, even before the two start getting annoyed by the trio. This doesn't end even after it's revealed they've been evil the whole time.
- Evil Costume Switch: Peepers and Whizzer's costume change simply consists of their regular costumes recolored in black with some flame decals added. Specs, however, shows up wearing an SM-style mask and pair of pants in black leather with decorative spikes and criticizes his brothers for their lack of imagination.
- Former Child Stars
- From Nobody to Nightmare: Go from being the unwitting pawns of Brady Culture, the villain in episode 1 of Season 1 to the leaders of Hell and the Big Bad Triumvirate of Season 2. They even have Brady and Hugh Bliss, the latter the Big Bad of Season 1, under their thumb.
- Men on Fire: After falling into a lava pit, they swear to meet Sam and Max again, only to be burned alive by the volcanic lava transported at the end of Moai Better Blues.
- Neat Freak: Specs.
- Older Than They Look: They are forty-somethings who look like eight years old.
- However, if you look closely at their faces during conversations, you can clearly see they all have five o'clock shadows. Whizzer also has a bad case of male pattern baldness as well.
- Potty Emergency: Whizzer's shtick.
- Sibling Rivalry: When they get into politics, it escalates into Civil War.
- Start of Darkness: Consisted of beating Brady Culture to death shortly after the first episode.
- Unfortunate Names: One quest in episode 205 involves finding out that Peepers's real name is Dick Peacock.
Voiced by: Roger L. JacksonThe first Big Bad of Season 3, Skun-ka'pe comes to Earth looking for the Toys of Power so he can take over the galaxy. Not the main villain, but he shows up enough times to be a really big pain in the ass. Has a really good talent for getting gullible people to help him, but also has many spots of gullibility of his own, particularly where the aforementioned Toys are concerned.
- All There in the Manual: Sam & Max Secret Origins: Skun'kape details his childhood and career prior to the third Season, revealing his motivations and real name (Arthur J. Thompson).
- Arc Villain: Of "The Penal Zone".
- Bad Liar: Makes a pathetically token attempt to hide his true intentions in his first appearance.
- Big Bad Duumvirate: Forms an alliance with Papierwaite to gather all the Toys of Power within the Devil's Toybox, using a combination of his technology and Papierwaite's magic. Breaking this compact is the only way to move forward in the episode.
- Cold Ham: Frequently speaks in a low, subdued manner, rarely ever yelling unless particularly aggravated. He also makes a number of grandiose movements and gestures.
- Freudian Excuse: His childhood, as shown in Sam & Max Secret Origins: Skun'kape, really kind of sucked.
- From Nobody to Nightmare: He was originally just an oft-bullied child with an interest in comic books, but after getting fired from his job at a factory, got a wire from one of the machines stuck in his head, which made him psychic and allowed him to take over his home planet with relative ease.
- Obviously Evil: As Max says, he makes his appearance on Earth in a giant warship shaped liked his own head, with laser-beam eyes. It's not hard to connect the dots from there.
- Screw This, I'm Out of Here!: After everything he gets put through in The Devil's Playhouse, the only thought on his mind is getting as far away from Earth as he possibly can. Unfortunately, Max had other ideas...
- Suspiciously Specific Denial: Ties into Bad Liar.Skun-ka'pe: On every planet I visit, all of the local mole people are invited to ride my fantastic gamma beam to a wonderful off-world vacation they'll never forget! (beat) ...I don't kill them.
- Villain Decay: While the main villain and a serious threat for the first episode of Season 3, by Beyond the Alley of the Dolls he has been reduced to whimpering in a corner in Stinky's Diner and is quickly taken out by the Sam clones early on in the episode.
Monsieur Anton Papierwaite
Voiced by: Andrew ChaikainThe second Big Bad of season 3, Papierwaite is the one who gave Sameth and Maximus the task of getting the Devil's Toybox so he can summon his master Yog-Soggoth. He survives to the present day, where he teams up with Skun-ka'pe to gain the Toys of Power again.
- Arc Villain: Of "The Tomb of Sammun-mak".
- Badass Bookworm: Papierwaite is... kind of dorky.
- Heel–Face Turn: In "Beyond the Alley of The Dolls", it's revealed that he's been trying to destroy the Devil's Toybox since his defeat in "The Tomb of Sammun-mak".
- Evil Is Hammy: He's not the hammiest character by a long shot, but just listen to him talk about the Dark Dimensioooon!
Papierwaite: If that monkey dares touch my tapestry, he shall feel my hot, explosive wrath!Max: Yeah, just keep your hot wrath off my jar. Takes forever to clean.
- The others are never particularly impressed.
- Humanoid Abomination: Sort of. Doctor Norrington AKA Yog-Soggoth is apparently merged with Papierwaite's body after his defeat at the end of The Tomb of Sammun-Mak.
- Motor Mouth: If you get him started on one of his favorite subjects, especially Yog-Soggoth, he just will not stop. Even Yog-Soggoth himself gets fed up with him.
The Pharaoh Sammun-Mak
Voiced by: Nikki RappThe original finder of the Devil's Toybox, Sammun-Mak used them to take over ancient Egypt, only to be deposed by the molemen and have his brain put in a jar. In "They Stole Max's Brain" the pharaoh borrows Max's empty head and acts as a substitute Max for Sam.
- Arc Villain: Of "They Stole Max's Brain".
- Attention Deficit... Ooh, Shiny!
- "Attention everyone! From this point forward, those little things at the end of your shoe laces, ag...lets? Yes! Aglets are hereby decreed to be the most horrible things in all the world!"
- "Attention everyone! This is Sammun-Mak, Lord of all Creation! Forget what we said before! From now on, toasters are officially the most horrid, beastly things in the whole wide world! And if you see a toaster, and you want to make us happy, break it into tiny little bits!"
- "Greetings, everyone! This is Sammun-Mak the Divine speaking! From this day forward, toasters are the most exalted things in all the universe, ranking just below yours truly on the awesome-meter! Just thought you should know."
- This all happens within ten minutes.
- When back in The City That Dares Not Sleep on Skun'ka-pe's flagship, he is having trouble controlling his thoughts enough, having to tell Sam to stop talking about a certain thing to keep himself from diverting his attention towards said object. Sam still manages to eventually outsmart him by saying "Rabbit Season".
- Bratty Half-Pint: It takes about three minutes for his squeaky-voiced arrogance to get annoying. Very very annoying.
- Family-Unfriendly Death: He's ultimately defeated (for the second time) when Max tricks Sam into literally stabbing him in the face with the brain screw. His brain survives, though. Only to be blown up a week later by Giant Max's explosion
- Finders Rulers: A variation. He only became Pharaoh because he had the Gift, and, using the Toys, altered reality so that he was in a position of power. He does the exact same thing a thousand years later.
- 100% Adoration Rating: Due to brainwashing. Actually, it's more like 99%, since the mole people and Max were immune.
- Not So Different: He is very similar to Max: Egotistical, enamored with violence, detached from reality, and a short attention span. All he has on Max is a larger vocabulary and a justified god complex.
- Sixth Ranger Traitor: It looks like Sammun-Mak is slated to become a protagonist or at least a sidekick, given that he is in control of Max's body for a little while. Then he catches sight of the gradually-filling Devil's Toybox, and things go way south from there.
Clone Master/Charlie Ho-Tep
Voiced by: Roger L. JacksonThe Big Bad of "Beyond the Alley of the Dolls", Charlie Ho-Tep is one of the Toys of Power, the one that enables ventriloquism. He was played with by Junior, the first owner of the Toys of Power, for one hour before being discarded. In the present, he brainwashes Sal and Girl Stinky and uses Mamma Bosco's cloning technology to create the Samulacra so he can find the Toys of Power.
- Actually Pretty Funny: When Max uses Psychic Ventriloquism on the Statue of Liberty, he'll admit it's "funny stuff", although he says he's an anarchist.
- Arc Villain: Of "Beyond the Alley of the Dolls".
- Berserk Button: Do not mention that Junior never loved Charlie. He'll drop everything he's doing just to rub you out.
- Chekhov's Gunman: What seemed to be just a psychic toy item turns out to be one of the game's major antagonists.
- Climax Boss: The fourth episode, in general, clarifies most of the backstory of the Devil's Toybox, the game's Plot Device. His defeat is caused by the box being destroyed.
- Creepy Doll: He was this even before The Reveal.
- Demonic Dummy: It's a toy that belongs to an ancient Eldritch Abomination.
- Hive Queen: To the Doggelgangers.
- Punny Name: Almost sounds like Nyarlathotep.
- The Dog Was the Mastermind: Who could have guessed that the mastermind behind the clones was actually Charlie Ho-Tep, or that an item used by Max was actually sentient the whole time?
Samulacra (or Doggelgangers)
Voiced by: David NowlinClones of Sam created in a massive cloning chamber to find the Devil's Toybox. Basically, zombies, they're naked except for gold short-shorts, and can only say "toys".
- Doppelgänger: To Sam. Due to cloning.
- Fan Disservice: Naked except for golden shorts. Sam's rather embarrassed about this.
- Kick the Dog: The aforementioned beloved Plushie Clone is the second victim of Monster Max's rampage.
- Nightmare Fuel Station Attendant: They are Giant Barely Talking Half Naked and overweight Humanoid Dogs who chant "TOYS! TOYS!" at once and have one set mind.
- In canon to Skun-ka'pe: After Sam beats him almost to death at the end of They Stole Max's Brain the sole sight of an army of the same person reduces him to a whimpering ape in one of the corners of Stinky's.
- What Do You Mean It's Not Heinous?: One of them swipes Sam's Hat.