* CompleteMonster: [[PsychoForHire Miguel Bain]] stands in marked contrast to protagonist [[HitmanWithAHeart Robert Rath]]. While Rath has standards about [[AssholeVictim the sort of people]] he assassinates and [[NeverHurtAnInnocent abhors hurting innocents]], Bain has a penchant for indiscriminately slaughtering everyone who gets in his way. In the first mission we see him on, he kills the target and his bodyguards, then [[CopKiller kills several police officers]] to escape from custody. When Rath later traps him in the back of a car, Bain prepares to [[WouldHurtAChild snipe a nearby child]] to make Rath back down. During an exchange between a hacker named Electra and a group of Dutch clients who turn out to be Interpol agents, he blows away every agent and bystander he runs into and promises Electra that he'll personally cut out her heart. Rath saves Electra, but not before Bain kills Electra's two downstairs neighbours for no real reason. Bain eventually reaches an understanding with his anonymous employer to [[ContractOnTheHitman kill Rath himself]], whom he perceives as an irritating rival. Even when Rath offers Bain the opportunity to part ways peacefully at the end, he elects to kill both Rath and Electra instead. Having no regard for any life he takes, Bain became a [[ProfessionalKiller contract killer]] largely for glory and [[ForTheEvulz thrills]].
* MemeticMutation: The scene where Banderas's character [[http://knowyourmeme.com/memes/antonio-banderas-laptop-reaction checks his computer]] has become a popular reaction GIF in the discussions about gaming news.
** Depending on the route the director and actors involved take, the Balladeer can come off either as a pompous, smug, condescending prick who [[AssholeVictim got what was coming to him]], or simply as a naive WideEyedIdealist who's in ''way'' over his head. (If they take the former route, [[spoiler:the Balladeer being turned into Oswald]] comes off as karma. If they take the latter, it just comes off as ''tragic''.)
** Exactly how sympathetic the assassins are varies from production to production. (Czolgosz usually gets the most sympathy, though.)
** Is the Balladeer an annoying WideEyedIdealist who's hopelessly naive about the nature of the so-called "American Dream", who shouldn't judge the assassins so harshly and be so quick to dismiss them? Or is he just annoying because he's ''right''? As he points out in "Another National Anthem", ''none'' of the assassins actually got what they wanted in the end.
* CrossesTheLineTwice: The whole damn play.
* CryForTheDevil: The three ballads are used effectively in this way, but the one that seems to get the audience's sympathy most is "The Ballad of Czolgosz", where assassin Leon Czolgosz's motivations are stated clearly: he was a lonely man, who all throughout his life had lived in poverty and misery for reasons beyond his control, so he killed big business president Bill [=McKinley=] to "take control of his fate".
** And it's seriously a problem. "What a wonder is a gun! What a versatile inveeeeeention!" Do not see before working with first graders and/or getting on a plane.
** "How I Saved Roosevelt" is another one you don't want to sing in public - ''"Too cold for the stomach in Washington/I go down to Miami, kill Roosevelt!"''
** And, of course, you do ''not'' want to get caught singing, ''"C'mere and kill a President..."''
** Nor do you want to be caught going ''"Damn you Lincoln, you righteous whoooooooooore!"''
** ''Everybody's got the right to some sunshine/not the sun but maybe one of its beams...''
** The Ballad of Guiteau counts, too. ''Look on the bright side, look on the bright side...''
** ''In the USA you can work your way to the head of the line...''
* EvilIsSexy: "Johnny Booth was a handsome devil."
* GermansLoveDavidHasselhoff: Initially met a much better reception in the UK than the USA.
* NightmareFuel: The end of Lee Harvey Oswald's scene, when all the assassins surround him singing about how much they admire him while he loads his rifle and prepares to shoot Kennedy. The LyricalDissonance and the menacing sound of the melody make it especially creepy.
** If done with a strong cast of actors and direction, the whole play is nightmare-inducing because you sympathize with people who have seriously hurt/killed others because they didn't get what they wanted.
** When performed right, Zangara's parts of "How I Saved Roosevelt" can be terrifying.
** Depending on the direction, The Proprietor may pop up throughout the rest of the show, but he's only scripted for the opening scene, leading "Everybody's Got the Right".
** In the original production, Lee Harvey Oswald was this as well, though ever since the 2004 Broadway revival, it has become common practice to double him with The Balladeer. Still, the actor only acts as Oswald for that one scene. And what a scene it is!
** The Housewife who sings the main solo in "Something Just Broke".
** Emma Goldman is pretty memorable, too.
* StrawmanHasAPoint: The Balladeer may represent the American Dream [[AssholeVictim and be smug and condescending depending on which interpretation you watch]] but, as he points out during "Another National Anthem", shooting the Presidents didn't solve the Assassins' problems.
--> '''Ballader''': Yes, you made a little moment and you stirred a little mud / But it didn't fix the stomach and you've drunk your final Bud / And it didn't help the workers and it didn't heal the country / And it didn't make them listen / And they never said they're sorry."
** Although none of the assassins are what you can call role models (or even sane), Czolgosz's views on wealth disparity, Byck's complaints of political hypocrisy and Guiteau's "Look On The Bright Side" philosophy can all be relatable to the average audience member.