Characters / Spies are Forever

Heroes

Agent Curt Mega

Actor: Curt Mega

• Afraid of Blood: As Barb lampshades, this is a highly inconvenient phobia for a professional killer to have; Curt replies that it's only his own blood he's scared of, but being so freaked out you uncontrollably vomit when you see yourself bleeding is still a pretty big liability in his line of work.
• Agents Dating: Curt and Tatiana try this before very quickly deciding to just be friends. Curt and Owen in the past.
• Beard of Sorrow: Following the Russian Affair.
• Disappeared Dad: Curt's father died when he was young, and Mama Mega diagnoses his "Messiah complex" as the result of the lack of a strong male role model early in his childhood development.
• Drowning My Sorrows:
  Then I pour myself a drink
  And then another
  And another drink
  Until it does the trick
• Don't You Dare Pity Me!: A lot of his problems come from this attitude after his fall from grace.
• Eagle Land: Represents the classic American hero's attitude of overconfident individualism and callous indifference to rules. Lampshaded when he finds himself out-Ugly-Americaned by Richard Big while flirting with Tatiana at the casino.
• Forced Out of the Closet: Owen and Chimera's plan for a world free of spies and secrets would effectively out Curt and Owen. Curt uses this fact to try to stop Owen.
• Gadget Watches: Barb tries to get Curt to use his to photograph the documents and transmit them to her in the first scene. Curt refuses to do this, instead promising to hand them over directly when he escapes.
• Heartbroken Badass: Curt is frequently crippled in the field by memories of Owen.
• The Hero: A square-jawed all-American badass.
• Idiot Hero: Isn't much for book learning or for thinking his actions through before jumping in fists swinging. Owen snarks at him that he's prone to surrounding himself with teammates smarter than he is, and letting them take the fall for his mistakes.
• Incompatible Orientation: Barb has a planet-sized crush on him. Too bad he's gay.
• Jerk with a Heart of Gold: Acts like an asshole and a bully to the people around him most of the time, especially to the "nerds" in Barb's tech department. It turns out a lot of this is to try to protect himself from the pain that comes from getting too close to people.
• My Greatest Failure: His confidence in his own unstoppability was completely unshakable, until the day one of his fuckups cost Owen his life.
• Nice Job Breaking It, Hero: Does this multiple times throughout the story, including when his Cutting the Knot plan to reveal the threat to the Prince's life in public just drives the Nazis to assassinate him immediately.
• Rogue Agent: Curt's recklessness during the Russian Affair indirectly leads to Owen's death. He later on becomes an actual Rogue Agent when Cynthia directly orders him to back off of the Prussian Sloviskia affair and he refuses. The play ends with him permanently resigning from Cynthia's employ and becoming an independent actor with a personal crusade to destroy CHIMERA, with Barb remaining his mole in the US government.
• Scrap Heap Hero: Curt for four years after Owen's death. He drinks, grieves, and grows a Beard of Sorrow.
• Straight Gay: An all-American masculine badass who, it turns out, has never had any time for girls.
• Technician vs. Performer: He had this relationship with his partner Owen, being the more flamboyant and cocky one prone to "winging it" as opposed to making and sticking to a plan. Unfortunately, this tendency to recklessness and carelessness went too far one day and cost Owen his life.
• Trauma Button: Anything that reminds him of Owen is a major Trigger for him, giving him Flashback Echoes of Owen's death.
• Tuxedo and Martini: He's an American Expy of James Bond, although his initial cockiness and irresponsibility are flanderized almost to the point of being an Expy of Archer.

Tatiana Slozhno

Actor: Mary Kate Wiles

• Action Girl: She matches or outdoes Curt in general competence, and she's one of the very few people besides him who can take the Deadliest Man Alive in a fight.
• Agents Dating: Curt and Tatiana try this before very quickly deciding to just be friends.
• Better as Friends: After one Awkward Kiss, she and Curt decide this about their relationship. Curt's orientation makes this the only possible option.
• Connected All Along: Although Tatiana had never met Agent Curt Mega before the events of the show, she has apparently met his ex-partner Owen at some point... judging by her shocked "Owen?" when the Deadliest Man Alive reveals his true face.
• Double Agent: Unbeknownst to Cynthia and the rest of the American intelligence community, Tatiana has gone rogue against the KGB and is secretly working for the Nazis, thanks to the Nazis using their surveillance network to threaten her family.
• Emotionless Girl: She's extremely cold when Curt first meets her, her later warming up to him is all an act, and it's only after they're at his mom's safehouse that she genuinely opens up to him.
• Evil Redhead: Seems like one at first, but she's not so bad when you get to know her.
• Fake Russian: Played by American Mary Kate Wiles (which is already obvious to the audience because Wiles first appeared as the American-accented Chanteuse in the Action Prologue).
• Femme Fatale Spy: Comes off as a classic stereotype of one at first, although the "fatale" part is subverted.
• Forced into Evil: Tatiana has no personal love for the Soviet regime and takes no pleasure in deception or killing, but has had no choice about her career since childhood. She has only contempt and hatred for Baron von Nazi and the Deadliest Man Alive, but has been forced to become a Double Agent for them — at tremendous risk to her and her family's lives — thanks to their surveillance program.
• I Have Your Wife: Tatiana can't quit the spy game despite her desperate desire to because the bad guys are holding her family as leverage — first the KGB themselves (with her family trapped behind the Iron Curtain and with all the civil liberties one might expect in Khruschev's USSR), then Baron von Nazi via his surveillance program.
• Kicking Ass in All Her Finery: She's still in her evening gown from her night at the casino when she betrays Baron von Nazi to fight for Curt's survival, although most of the time this is subverted and she dresses in a practical jacket and pants when she's working.
• Mother Russia Makes You Strong: She makes a few comments along these lines, although it turns out the way Mother Russia made her strong was through trauma and abuse.
• Mysterious Woman: When she first shows up neither Curt nor the audience knows anything about her, other than the obvious fact that she's Russian and a spy.
• Resignations Not Accepted: Her whole problem is that as one of the KGB's special Tyke Bombs, this trope applies to her.
• The Stoic: Her ice breaking when she chooses to save Curt is a major piece of Character Development.
• Sensual Slavs: Very much played up at first, then downplayed after she and Curt decide they're Better as Friends.
• Tyke Bomb: Went through something similar to the Black Widow "Red Room" program, although unlike Black Widow she seems to have maintained her connection to her birth family. She's apparently been trained since she was four and deployed since she was thirteen.
• Vodka Drunkenski: She taunts the other members of the team about their inability to match her shot-for-shot when they go on their bender.

Barb Larvernor

Actor: Tessa Netting

• Butt-Monkey: The canon Q's frustration with how callously Bond treats his work is exaggerated here, with Curt wantonly wreaking havoc in Barb's lab, Cynthia making Barb live in a fishing boat nearby during Curt's mission (because they blew the whole budget on Curt's luxurious accommodations) and Curt being so inattentive during her briefings he keeps forgetting to wear the high-tech rocket shoes she made him because they don't match his outfit.
• Expy: She's a Composite Character of Q and Miss Moneypenny.
• Gadgeteer Genius: The smartest genius in a whole team of geniuses, all of whom are hard at work on various anachronistic science-fiction inventions. She herself intimates she may be on the cusp of inventing The Internet.
• Keet: Her small size, blonde hair and chirpy voice make her very much this trope (which is Tessa Netting's usual wheelhouse).
• Labcoat of Science and Medicine: Wears a lab coat the entire show except for one scene at the end.
• Mission Control
• Nerd Glasses
• The Smart Girl
• Voice with an Internet Connection: Talks Curt through his missions (not that he listens to her advice).

The Informant

Actor: Esther Fallick

• Beneath Notice: A big part of his "Master of Disguise" strategy is just repeatedly disguising himself as a waiter.
• Disguised in Drag: A pre-transition Esther Fallick does a memorably bad job of portraying a woman.
• Everyone Has Standards: His first encounter with Curt has him come off as the most bumbling, incompetent secret agent imaginable, and yet he points out in response to Curt's criticisms that he's never gotten his own partner killed.
• Expy: Of recurring James Bond character Felix Leiter, Bond's swaggering American contact from the CIA. (Note that this is arguably a case of a Decomposite Character, since Curt and Owen's original relationship mapped fairly well onto Leiter and Bond.)
• Loss of Identity: Has a hilariously melodramatic monologue about how his life of switching from identity to identity constantly has inflicted this psychological damage on him... even though each of those identities is nothing but a Wig, Dress, Accent.
• Master of Disguise: Claims to be one of these, all onstage evidence to the contrary. Then again, in-universe he really doesn't seem to get caught (and even Curt, who bashes him constantly for this, seems to repeatedly be unable to identify which of the waiters in an establishment is the one played by Esther Fallick).
• No Name Given: Despite the fact that he's one of the main characters and becomes part of The Team, he is never given a name, not even in the character lists.
• Overt Operative: He's even worse at not looking like a spy than a Tuxedo and Martini operative like Curt Mega.
• Paper-Thin Disguise: Despite his whole shtick being a Master of Disguise, in reality they're not much more than a Wig, Dress, Accent, especially the one that literally involves a wig and a dress.
• Porn Stache: The biggest thing that undermines his claim to being a Master of Disguise is that his highly distinctive mustache never comes off, even when he's being a woman.
• Sacrificial Lamb: Owen shoots him dead as he makes his escape, just as a final Kick the Dog to add to Curt's burden of guilt.

Director Cynthia Houston

Actor: Lauren Lopez

• '60s Hair: Lauren wears a very memorable wig to portray Cynthia's 1961 bob haircut.
• Cigarette of Anxiety: Seems to be the reason behind her chain-smoking habit, and she's very self-aware about how self-destructive it is. "I've been poisoning myself a little bit every day since 1939."
• Expy: Of the female version of M played by Judi Dench, who's appeared in all the James Bond films since Goldeneye. (Notable because that film, which introduced the idea of a female head of MI6, also introduces 006/Alec Trevelyan, the obvious inspiration for Owen.)
• Hypocritical Humor: Shows that she's shamelessly apolitical by chumming it up on the phone with both the loser and the winner of the recent 1960 presidential election.
• Iron Lady: The video that introduces her in the YouTube recording of the show outright calls her a "Boss B***h".
• Man of a Thousand Voices: A Bait-and-Switch joke. She tells us she's a gifted vocal impressionist, and does a mean impression of JFK while on the phone with Richard Nixon to try to cheer him up after the election, only to then end up on a phone call with the newly-elected JFK, where she likewise tries to mollify him by offering to do an impression... and then tells him she can only do one of people with a Boston accent.
• Pint-Sized Powerhouse: Lauren Lopez is fairly short even when in heels, but her character is BAD. ASS.
• Secret Test: She loves testing Agent Mega by springing deadly threats on him without warning and seeing how he reacts, without much thought for the collateral damage that might result.
• Sink or Swim Mentor: Literally a "Wear a bulletproof vest to every meeting with me or else die when I unexpectedly shoot you" mentor.
• Sir Swears-a-Lot: In a show where no one is particularly shy about dropping F-bombs, she still stands out. Her very first words (in the form of a written note) after the Time Skip are "Don't fuck this up or I'll kill you myself".

Mama Mega

Actor: Lauren Lopez

• Amazingly Embarrassing Parents: Curt predictably finds her to be this; heroic secret agent or no heroic secret agent, she's unhesitant about sharing embarrassing stories from his childhood.
• Hidden Depths: Her hobby of puttering around with arts and crafts apparently translates to being very skilled at forging official documents.
• Seinfeldian Conversation: In her old age she apparently finds it impossible to keep in mind that the future of the free world is at stake and has a higher priority than her issues with her broken fridge or her hopes that Curt will give her grandchildren.
• Shipper on Deck: Is extremely enthusiastic about the idea of Curt and Tatiana getting married, despite their protests.

Susan

Actor: Esther Fallick

• Decomposite Character: With Barb, of Miss Moneypenny. Barb is a Composite Character of Q and Moneypenny who obviously has taken Moneypenny's traits of being a cute blonde girl with a hopeless crush on the protagonist; the joke is that therefore Cynthia's secretary ends up being another Generic Guy played by Esther Fallick.
• Eat the Evidence: Eats the note that Curt says to give to Cynthia, and also Curt's clearance badge at the end.
• Extreme Doormat: Ends up taking a grenade for Curt and ambiguously dying of it (for no good reason, as one of Cynthia's abusive tests).
• Gender-Blender Name: His name is Susan, but he's a man. (This could be chalked up to it being a last name.)
• Secret Test: Cynthia calls to her secretary Susan for a cup of coffee, only for a man to suddenly burst into her office and attack her — only for her to reveal this was a test to see if Curt would intervene and, when he doesn't, has her address the man as "Susan" and dismiss him in disgust.

Villains

Dr Baron von Nazi

Actor: Brian Rosenthal

• Adolf Hitlarious: The real Hitler is, of course, long dead at this point, but lives on in the Baron's memory and as his hand puppet.
• Aristocrats Are Evil: And a more evil one than usual, since his noble family is apparently the "von Nazi" family.
• Big Bad Wannabe: It's painfully obvious from the first time we meet him that this guy is more of a clown than a threat, but we don't learn the details until his henchman the Deadliest Man Alive executes him the instant he gets the land deed from the Prussian Sloviskians.
• Camp Straight: A fan of flamboyant dance numbers, Von Nazi is nevertheless ambiguously straight. An interesting juxtaposition to the Straight Gay Curt and Owen.
• Consulting Mister Puppet: Talks to a hand puppet of his uncle Adolf Hitler whenever he needs to reassure himself and stroke his own ego.
• Damned by Faint Praise: Part of the joke with his character is he never really makes much of an attempt to defend the Nazis' genocidal racism in and of itself, instead just deflecting to the generally-agreed-upon good things that happened under Nazi rule (the Autobahn, Volkswagen cars, Fanta soda) to argue "Nazis Are Not So Bad".
• Expy: A very loose one of classic Bond villain Ernst Stavro Blofeld, being a self-proclaimed Diabolical Mastermind with a much more physically imposing Dragon (the DMA standing in for Emilio Largo), and the whole initial Excuse Plot with the bomb being highly reminiscent of Blofeld's first film appearance in Thunderball. Also one for Hugo Drax of Moonraker, the Bond villain known for being a former Nazi (although he only had this backstory in the original book).
  • He is also, of course, an obvious Expy of Will Ferrell as Franz Liebkind performing the lead role in Springtime for Hitler, in The Producers.
• Fourth Reich: As is common in a spy thriller, there's apparently a whole faction of Those Wacky Nazis who survived World War II with a huge amount of intact resources determined to establish a new fascist regime in another country. And they don't know they're just a figurehead being manipulated by The Man Behind the Man, the Deadliest Man Alive and CHIMERA.
• Morally Ambiguous Doctorate: He's Doctor Baron von Nazi, to you.
• No Name Given: Presumably "Doctor" and "Baron" are both titles, meaning his actual first name remains unknown throughout the show.
• N-Word Privileges: Many commenters have pointed out a huge factor in TCB getting away with this character is it's very well-known Brian Rosenthal, who plays him, is Jewish, as is director Corey Lubowich.
• Sissy Villain: He keeps glitter up his sleeve and does self indulgent musical numbers complete with back up dancer henchpeople. The homophobic elements of this trope are interestingly played with in that while the "manly" hero squares off against the sissy villain, Curt is textually gay, and Von Nazi is ambiguously straight.
• Spin-Offspring: Hitler famously didn't have any biological kids (at least, none that he acknowledged), so having a nephew take up his mantle is the next best thing. (Slightly Truth in Television, since Hitler had two nephews by his half-brother Alois Jr. in Real Life — one of whom, William, famously defected to the Allies while the other, Heinz, was a loyal Nazi who died in the Eastern Front in the war.)

• Villainous Underdog: Incredibly, he seems to see Germany as the real victim of World War II and the USSR and USA as the aggressors and oppressors, and just blithely refuses to acknowledge why no one agrees with his slogan "The Nazis are not so bad".

Deadliest Man Alive

Actor: Joe Walker

• Became Their Own Antithesis: As Owen Carvour, he was the professional, careful spy who tried to limit collateral damage and get the job done right. After he was embittered and transformed by his near-death experience, he turned that same analytical mind toward maximizing collateral damage and creating as much pain as he could for its own sake.
• Blood Knight: He enjoys violence for its own sake — indeed, it's the only thing that gives him pleasure — and he'll take any job that gives him the chance to hurt people. His motivations turn out to be somewhat more complicated than that when he turns out to be Owen, but the many women aged 14-22 he's murdered probably weren't necessary for the Evil Plan and are in fact a sign of just how lost he is to The Dark Side.
• Cast as a Mask: The DMA and Owen Carvour, played by Joey Richter, are one and the same, with Joe Walker cast as the DMA — acting against Joey Richter as Sergio! — to make it extra unlikely for the viewers to guess. Even with a Latex Perfection mask we just have to chalk up the DMA's extra fifty pounds of muscle to Owen's acting skills.
• Dramatic Gun Cock: He racks the slide on his semiautomatic as often as normal people check their watch.
• Dragon-in-Chief: It was always pretty obvious he was much more competent and dangerous than Baron von Nazi, but it's only after he casually executes his boss that it's confirmed he was always really in charge.
• Evil Brit: Of the Cockney variant. He's clearly meant to evoke a London Gangster from a Guy Ritchie movie, including his Only in It for the Money (and pleasure) ethos.
• Expy: Of many Bond villains, but his shtick of being a totally amoral hired killer makes him one of Francisco Scaramanga from The Man with the Golden Gun — who was, indeed, described in the trailer of that film as "the Most Dangerous Man Alive". After The Reveal it turns out he's an Expy of Janus, Alec Trevelyan's alter ego in Goldeneye.
• Fake Brit: American Joe Walker adopts a Cockney accent for the Deadliest Man Alive.
• He-Man Woman Hater: We don't see him being particularly violent toward women as opposed to men onstage, but Cynthia tells us he's a "sick fuck" who shows a preference for women among his 1,147 confirmed kills.
• Iconic Outfit: It's not immediately apparent because Joe Walker and Joey Richter look so different, and because the DMA's shirt is a tight muscle shirt and not a button-up, but his brown-shirt-black-pants outfit is the same color of clothes Owen Carvour was wearing when he died. As soon as Joey-as-the-DMA puts on Owen's signature blue jacket, it's obvious.
• Latex Perfection: When he reveals his true identity, Joe Walker does a terrifyingly good job of looking like he's about to peel the skin off of his skull before going behind a screen and switching places with Joey Richter carrying a rubber mask.
• Professional Killer: He has no particular loyalties and will work for anyone who will hire him, even someone as vile as Baron von Nazi, although it's less about the money than the chance to utilize his skills (as he says, he'd even do it for free!). This part turns out to be an act, and he has a very specific and very personal goal indeed.
• Red Baron: Played with in that its treated like his real name on occasion eg von Nazi calls him "Mr Deadliest Man" but Curt also remarks "I wonder what would earn a man that title." Justified in that a world famous criminal could hardly go by his real name, so probably Owen never gave his character a real name,to avoid getting caught (and just because it sounds cool).
• Secret Identity Vocal Shift: Just before he takes off his mask, we get an extremely disturbing moment of Joe Walker doing a perfectly accurate lip sync of Joey Richter as Owen saying "Personal history does have its benefits, Mega."
• Torture Technician: Curt only survives being ambushed in Tatiana's hotel room because he's absolutely determined to make Curt's death last as long as possible, as he lovingly details in the song "Torture Tango".
• Unknown Rival: The Deadliest Man Alive seems to have declared Agent Curt Mega his Arch-Enemy and made a personal goal of taking him down, much like Scaramanga's vendetta against 007 in The Man with the Golden Gun — which takes Curt off-guard, since the DMA's career started during his retirement and he's never even met him before. Or so he thinks.
• Walking Spoiler: His true identity is the big reveal of the play.
• World's Best Warrior: It's in his name. He's spent the past several years earning a reputation as an utterly ruthless hired gun who never fails a mission.
• Would Hurt a Child: Luckily there's no child characters onstage for him to be violent toward, but Cynthia tells us he's a "sick fuck" who shows a preference for women aged 14 to 22 among his 1,147 confirmed kills.
• You Have Failed Me: In keeping with his reputation, he's prone to casually murdering henchmen for even the mildest offenses, including murdering them for murdering each other in imitation of this habit of his.

Agent Owen Carvour

Actor: Joey Richter

• The Ace: He was Always Someone Better to Curt, and a constant object of admiration and comparison for him until Curt's carelessness killed him.
• Anti-Villain: Owen is revealed to be the primary villain, but he only became evil after Curt left him for dead. It's hard to deny that he has a legitimate grievance against the world of spycraft Curt represents, although the lengths to which he's taken it and the atrocities he's committed along the way make it hard to forgive him for any of it.
• Bash Brothers: Made a perfect team with Curt, before his death. Which is why he's become Curt's most dangerous enemy.
• Best Served Cold: He's spent four years under a fake identity concocting an elaborate Take Over the World scheme, and for all his highfalutin language about ushering in a new era, it's very clear his chief emotional motivation for all his crimes is vengeance against Curt for abandoning him.
• Big Bad: Revealed to be after killing Von Nazi and removing his mask.
• Diabolical Mastermind: The actual mastermind of this story.
• Does This Remind You of Anything?: Owen's fake torture of Curt while disguised as a Soviet agent in the Action Prologue comes off a lot like a sex game.
• Expy: Of Alec Trevelyan from Goldeneye. The ending also reveals he's one for Syndrome from The Incredibles, with a plan to replace all spies like Curt with technology specifically to destroy his legacy.
• Evil Brit: Covers both variants of this trope — he's a brutal Evil Cockney as the Deadliest Man Alive, while as himself he's a charming upper-class Diabolical Mastermind.
• Evil Gloating: In classic Bond villain style. He seems to have, in fact, done everything he's done for the past four years for the sole purpose of being able to deliver Curt a blistering Breaking Speech — and unlike many examples of this trope he's able to do so without giving the heroes an opportunity to stop him in the process, being, in fact, the Deadliest Man Alive.
• Fake Brit: American Joey Richter plays the upper class Brit Owen Carvour, who also adopts a Cockney accent when played by Joe Walker as the Deadliest Man Alive.
• A God Am I: He muses that once he owns all the secrets in the world, "I'll be God".
• I Am Very British: Speaks in a sophisticated RP accent, and everything he says has an air of detached wit and erudition.
• Iconic Outfit: After revealing his true identity, he puts on the blue jacket he was wearing in the Action Prologue over the DMA's brown muscle shirt and suddenly looks like "himself" again.
• It's Personal: His mad dream of putting the whole world under Sinister Surveillance isn't just For the Evulz — it's a deliberate attempt to take total revenge on Curt Mega by making a mockery out of everything he's devoted his life to.
• The Lost Lenore: His death wasn't just Curt's greatest failure — it left Curt permanently heartbroken from losing the only person he ever truly fell in love with.
• The Man Behind the Man: Everything that's happened has been orchestrated by him on behalf of his mysterious employers in CHIMERA, to achieve their mad dream of a global Sinister Surveillance dystopia.
• Master of Disguise: Owen fools several Russians including Oleg in the opening scene. His disguise as the Deadliest Man Alive is so convincing that he was played by a different actor.
• My Greatest Failure: His death shattered Agent Mega's confidence and destroyed his career, sending him into a years-long downward spiral from which now he's only barely beginning to recover. It didn't just shatter his confidence — it broke his heart.
• Only Mostly Dead: He did, in fact, survive the accident that Curt assumed had killed him. We don't know the details of what happened to him in his recovery, but apparently it was painful and traumatic enough that he considers it a death.
• Small Role, Big Impact: He dies in the Action Prologue, and only appears thereafter in Curt's brief PTSD Hallucinations, but his death is what triggered Curt's downward spiral and deprived the free world of two of their legendary super-spies, leading to the sorry state of the world today. This turns out to be false — Owen is the true identity of the Deadliest Man Alive and was the Big Bad this whole time.
• Technician vs. Performer: He had this relationship with his partner Curt, being the thoughtful one who made the plans and provided the common sense and background research to clean up after the mistakes caused by Curt's recklessness. After Curt's recklessness leaves him grievously wounded and Curt abandons him for dead, he decides to become an ultimate technician and devise a brutal new world order that will take power away from loose cannons like Curt permanently.
• That Man Is Dead: When Curt protests he watched Owen die, Owen calmly replies, "Part of me did."
• Torture Technician: Disguises himself as one and hilariously fakes "torturing" Curt in the Action Prologue to set up their ambush of Oleg. Played horribly straight when he tortures Curt as the Deadliest Man Alive in "Torture Tango", although we don't find out this was a Call-Back until after The Reveal.
• Walking Spoiler: The Reveal that Owen is the Deadliest Man Alive and that Owen and Curt were lovers is the main thing about this play everyone loves, and is why everyone who recommends it insists that you avoid all spoilers or online discussion before seeing it.

Sergio Santos

Actor: Joey Richter

• Arms Dealer: As he says, it's his job and he's good at it, despite his goofy mannerisms.
• Bunny-Ears Lawyer: He may not seem to take his work very seriously, but getting his hands on a suitcase nuke to sell on the black market is no mean feat, especially in the year 1961.
• Hen Pecked Husband: More frightened of ruining his anniversary dinner than getting shot.
• Lovable Rogue: An over-the-top version of this archetype, who doesn't seem to even register that people might consider his job evil or even dangerous.
• Pet the Dog: Asking for his the signature for his nephew is pretty cute, and almost makes you forget this guy makes a living selling deadly weapons to terrorists.
• Punch-Clock Villain: His verse of "Somebody's Gotta Do It" says he's only in his line of work because it's the best way he can find to support his family.
• Rambunctious Italian: A bit of a subverted trope here — he's absolutely not the stereotype of a grim, violent mafioso you might expect from an Arms Dealer, but the older comedy stereotype of a goofy gormless Funny Foreigner Italian.

Oleg

Actor: Brian Rosenthal

• Dirty Communists: Surprisingly enough for a Cold War spy story, he's the only named character who's a straight example of this trope in the whole play. (Tatiana turns out to be an apolitical Double Agent.)
• Goggles Do Nothing: Is wearing safety goggles for no obvious reason in the Action Prologue (possibly a gruesome implication he expects to be splashed with bodily fluids).
• Spare a Messenger: Is deliberately left alive by Curt and Owen so he can tell his superiors how badly the Soviets were screwed over by the US and UK in this operation.
• Starter Villain: Owen and Curt flawlessly working together to play him is our Establishing Character Moment for both characters.
• Torture Technician: Part of a duo of these threatening Agent Curt Mega in the first scene of the show — unfortunately, one of them turns to be a disguised Owen Carvour.

Other

Prince Feurgin

Actors: Various, notably the director Corey Lubowich in the filmed version available on Youtube

• Caligula's Horse: On one memorable night, the Prince was played by Lauren Lopez's chihuahua Diane.
• Descended Creator: Played in the recorded version of the play by Spies Are Forever director and co-writer Corey Lubowich.
• Interface Spoiler: We get just enough time to realize that all of the actors in the cast are already onstage when the Prince's arrival is announced and therefore he must be played by someone we haven't seen before, before The Reveal he's played by the director.
• Overly Long Name: The Prince of the New Democratic Republics of Old Socialist Prussian Sloviskia
• Pointy-Haired Boss: The NDROSPS is a monarchy where the hereditary sovereign still holds primary executive power... which really sucks for them, when said sovereign is an inbred moron.
• Revolving Door Casting: The Prince is a non-speaking Bit Character who was played by a different Special Guest every night of the production.
• Royal Inbreeding: If rumors are to be believed, a major reason he's so Royally Screwed Up is he's the product of several generations of Brother–Sister Incest.
• Royally Screwed Up: No one can get through a single sentence about him without dropping a new fact about how feckless, incompetent and repulsive he is.
• Self-Deprecation: The casting of the Prince is always an opportunity to have someone onstage it'd be funny to be roasted by the cast, including the director of the show himself.
• Sheltered Aristocrat: He barely seems aware of the world around him, much less the extreme danger he's in as one of the most hated heads of state in the world.
• The Voiceless: The Prince has no lines and doesn't audibly speak, instead idly putting his mouth on the microphone when asked to make a speech.

Richard Big

Actor: Joe Walker

• Everyone Has Standards: The final punchline of the casino scene is that, despite his crude and brash behavior, Curt's bad temper and willingness to resort to violence in a public place actually shocks and offends him so badly he tells him off for ruining everyone else's vacation experience and storms off in a huff.
• Everything is Big in Texas: He's a larger-than-life caricature of the idea of a "Texas oilman" millionaire.
• "Ugly American" Stereotype: A wildly exaggerated portrait of a pushy, rude, obnoxious Eagle Land Type 2 American.

Vanger Borschtit

Actor: Joey Richter

• Large Ham: As befits the NDROSPS's biggest (and, implicitly, only) TV and radio personality.
• '60s Hair: Has a very distinctive Beatles-style bowl cut.
• Stepford Smiler: Seems to be marginally more aware than his countrymen about how humiliating it is to be ruled by Prince Feurgin and to be gritting his teeth and smiling through the pain of this knowledge.

Vladimir Poopin

Actor: Brian Rosenthal

• Evil Counterpart: We don't get much evidence about how evil he is but he's obviously just the Dirty Communist version of Cynthia.
• No Celebrities Were Harmed: His name, demeanor and position as a high-ranking Soviet intelligence officer are all, of course, a reference to Vladimir Putin, although the real Putin was only nine years old at the time this story takes place.
• Toilet Humor: His name, of course, is an intentionally Incredibly Lame Pun.

Redheaded Singer

Actor: Mary Kate Wiles

• All-Knowing Singing Narrator: She's obviously a different person than Tatiana due to the American accent, and she's basically an homage to the many instances of The Chanteuse in a classic James Bond Action Prologue.

Prussian Diplomat

Actor: Joey Richter

• Sweet on Polly Oliver: Is introduced enthusiastically making out with the Informant in disguise as a woman, despite "her" highly visible mustache. Then fails to recognize the Informant the next day in disguise as the Royal Notary, despite still having the same mustache.

The Prime Minister

Actor: Lauren Lopez

• Horrible Judge of Character: "The Nazis, they're not so bad." "Stop it this instant! I've known these two men my whole life, why, Bertilus and I were school boys together. I'm proud to call them my countrymen." "I don't think we can elect another leader as wonderful as our blessed Prince Feurgin."

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