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* SadisticChoice: He forces Kurt to either fire an overweight woman who they think is pregnant, fire a handicapped man, or all three of them get fired.
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* CorruptCorporateExecutive: Flat-out tells Kurt he sees the company as nothing but his personal [=ATM=], and plans to maximize profit no matter who gets hurt.


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* KickTheDog: Forces Kurt to make a SadisticChoice in regards who to fire for petty (and illegal) reasons, then tells the whole office that it was all Kurt's idea.


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* PoliticallyIncorrectVillain: Wants to fire a wheelchair-using employee because he's creeped out by him (and so he can take his handicapped parking space), laughs about "[Bolivian] tribesmen get[ting] cancer" because of his business decisions, and uses homophobic insults on Kurt.
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* NiceGirl: Though she cheats on her husband, she is very kind to everyone she encounters.
* ReallyGetsAround: She regularly cheats on her husband, and is shown to be very easy to score with, as she gives Kurt a blowjob on their first night meeting each other and is later exiting the bathroom after Kurt with a mouthful of semen.
* UglyGuyHotWife: She is an extremely attractive woman, in contrast to her unattractive (both inside and out) husband.
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** In the midst of following Jones' half-assed advice, he gets in the midst of Harken murdering Pelitt and flees away running down a red light going 61 at a 25. He then makes up a horrendous lie he was drag racing.... in a Prius.

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** In the midst of following Jones' half-assed advice, he gets in the midst of Harken murdering Pelitt and flees away running down a red light going 61 at a 25.25 mph zone. He then makes up a horrendous lie he was drag racing.... in a Prius.



* OnlySaneMan: While not a genius himself, Nick seems far more level-headed than Kurt and Dale.

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* OnlySaneMan: While not a genius himself, Nick seems far slightly more level-headed than Kurt and Dale.

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-->'''Nick''': (''[[{{Beat}} after some thinking]]'') I don't win a lot..



* OnlySaneMan: Nick is the only one of the trio who doesn't seem to be an idiot, except for his moment of speeding away from Harken murdering Bobby and deliberately skipping a red light. In his defense, he was panicking.

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* OnlySaneMan: IdiotBall: Nick is constantly makes very poor decisions throughout the only one film.
** He kept letting his corrupt MeanBoss lie to him about an upcoming promotion never thinking given what a {{jerkass}} Harken is just lying to him.
** To get revenge on Harken, he then shells out thousands
of dollars to a total stranger (Jones) on the trio who doesn't seem to be an idiot, except for his moment promise that he's a hitman but really just a con man.
** In the midst
of speeding away from following Jones' half-assed advice, he gets in the midst of Harken murdering Bobby Pelitt and deliberately skipping flees away running down a red light. In his defense, light going 61 at a 25. He then makes up a horrendous lie he was panicking.drag racing.... in a Prius.
** When again following Jones' slightly more competent advice of trying to get a confession out of Harken for his murder and record it, he and Dale just follow Harken without bringing in Kurt who had the recording device as Kurt was busy receiving a blowjob from Harken's wife.
** Lastly when he gets a new boss Mr. Sherman to replace Harken, Nick can hear a hostage from Sherman's car trunk banging it and begging for freedom. Instead of pretending to hear nothing for his own safety, Nick just flat out points it out to Sherman who then [[DontMakeMeDestroyYou advises him to keep quiet]].
* OnlySaneMan: While not a genius himself, Nick seems far more level-headed than Kurt and Dale.
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* DepravedDentist: She raped Dale while he was unconscious during a dental procedure, aside from all the sexual harassment.

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* DepravedDentist: She raped Dale while he was unconscious during a dental procedure, aside from all the sexual harassment. She also has had her way with a countless amount of sedated patients.
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Anything That Moves is a disambiguation


* AnythingThatMoves: Julia has raped numerous dental patients, slept with gay men, is attracted to 14-year-old boys, and tells Dale that she's going to bed his wife Stacy while he is in a coma.
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* PoliticallyIncorrectVillain: She refers to Dale as a "faggot" for rejecting sex with her, implying a homophobic streak to her.



* {{Nepotism}}: Really look at what this guy does with his company, then just try to say with a straight face that this isn't how he got control of the company. You will find it physically impossible to do so.
%%* PsychopathicManchild: He's selfish, irresponsible, crass, throws homophobic slurs at Kurt, and doesn't give a shit about poisoning Bolivians.

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* {{Nepotism}}: Really look at what this guy does with his father's company, then just try to say with a straight face that this isn't how he got control of the company.it. You will find it physically impossible to do so.
%%* * PsychopathicManchild: He's selfish, irresponsible, crass, throws homophobic slurs at Kurt, and doesn't give a shit about poisoning Bolivians. Bolivians, all the while acting like a spoiled 12 year old (and 12 is being generous).
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* {{Nepotism}}: Really look at what this guy does with his company, then just try to say with a straight face that this isn't how he got control of the company. You will find it physically impossible to do so.
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-->'''Dubbed By''': Creator/BrunoChoel (European French)
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A Date With Rosie Palms is now an index.


* ADateWithRosiePalms: In the first movie, while engaging in (forced) phone sex with Dale. During the climatic chase, no less.

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* RichesToRags: He went from being a wealthy Lehman Brothers employee to hitting up his former classmates for spare change.



* DumbBlonde: She fails miserably to conceal any evidence she cheats on her husband.

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* DumbBlonde: She fails miserably to conceal conceals any evidence she cheats on her husband.
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* KarmaHoudini: Double subverted. She ends the first film being the only one of the three horrible bosses [[spoiler:neither in jail nor dead]], but [[spoiler:Dale is able to blackmail her]]. [[HappyEndingOverride Come the second film]] [[spoiler:she raped Dale when he was in a coma and had an sex with Dale's wife, an affair that she is very willing and able to continue.]]
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** He proceeds to screw over Nick despite the dude being a hardworking employee.

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** He proceeds to screw over Nick despite the dude being a hardworking employee.

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* FatalFlaw: His sociopathic behavior eventually drives him to commit a murder that gets him sent to jail.



* StupidEvil: Just walks up to an innocent man at his door and [[DisproportionateRetribution shoots the guy]] [[ADeadlyAffair believing he's his wife's lover]], likely thinking nobody was around to see or hear it (Nick was), or that it wasn't caught on a surveillance cam, and that no consequences would arise from it. Granted it was at night and the block was pretty empty, but you still never really know.

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* StupidEvil: Just For all his success, he makes a lot of idiotic decisions that bite him. Justified since he is a sociopath and is inclined to make impulsive and self-destructive decisions.
** He proceeds to screw over Nick despite the dude being a hardworking employee.
** He just
walks up to an innocent man at his door and [[DisproportionateRetribution shoots the guy]] [[ADeadlyAffair believing he's his wife's lover]], likely thinking nobody was around to see or hear it (Nick was), or that it wasn't caught on a surveillance cam, and that no consequences would arise from it. Granted it was at night and the block was pretty empty, but you still never really know.



* UngratefulBastard: To Dale, despite him saving his life.

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* UngratefulBastard: To Dale, despite him saving his life. Instead of being thankful, he just flies into a jealous rage and accuses his wife of having an affair with him. He also throws a fit over getting a nice surprise party.


* AwesomeMcCoolname: He named himself "Motherfucker Jones" as his real name is the same as another actor. Thing is that he got it after [[ComicallyMissingThePoint fucking up his mother... by stealing her wallet from her purse]].
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* AnythingThatMoves: Julia has raped numerous dental patients, slept with gay men, is attracted to 14-year-old boys, and tells Dale that she's going to bed his wife Stacy while he is in a coma.


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* BatmanGambit: In Horrible Bosses 2, Julia enters herself into a sex addicts rehab center. Not to actually get some help but so that she could find more people to sleep with.

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* DoubleStandardAbuseFemaleOnMale: ''Very'' much averted, as the movie plays it up for creep factor and Dale is very distressed by her treatment. On the other hand, Nick and Kurt both end up sleeping with her, and Nick actually ends up falling in love with her.


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* DepravedBisexual: As if committing sexual harassment (repeatedly), blackmail, and eventually rape on one of her male employees wasn't enough, she plans to seduce the guy's wife as well.


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* DoubleStandardAbuseFemaleOnMale: ''Very'' much averted, as the movie plays it up for creep factor and Dale is very distressed by her treatment. On the other hand, Nick and Kurt both end up sleeping with her, and Nick actually ends up falling in love with her.

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* TyrantTakesTheHelm: Almost immediately after becoming the boss, Bobby plans to lay people off and cut corners in their waste disposal operations, and he makes no secret that he hates the company and wants to gut it entirely.

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* TyrantTakesTheHelm: Almost immediately after becoming the boss, Bobby plans to lay people off and cut corners in their waste disposal operations, and he makes no secret that he hates the company and wants to gut it entirely.completely.



* HorribleJudgeOfCharacter: Leaving his "dipshit coke-head son" in charge of his company after his passing wasn't a good idea.

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* HorribleJudgeOfCharacter: Leaving his "dipshit coke-head "coke-head son" in charge of his company after his passing wasn't a good idea.



* {{Jerkass}}: Due to being the BigBad, of course.
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* NiceGuy: Dale is what happens when you take the standard sweet, innocent working girl who gets sexually harassed in movies like ''Film/NineToFive'', [[GenderFlip flip her gender]], and change ''absolutely nothing else''. He's not exactly effeminate, and he's definitely not camp, but he's still an unusual example of a straight male character carrying traditionally feminine virtues and flaws being portrayed quite positively ''high''. (Then again, he also has the [[BewareTheNiceOnes buried rage]] common in said common working girls...)


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* ThePornomancer: Dear god, yes.
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* JaywalkingWillRuinYourLife: Thanks to a drunken piss on an empty playground, Julia is the only dentist in town who will hire him.

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* JaywalkingWillRuinYourLife: Thanks to a drunken piss public bathroom break on an empty playground, Julia is the only dentist in town who will hire him.
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Badass Mustache and Badass Beard are being merged into Manly Facial Hair. Examples that don't fit or are zero-context are removed. To qualify for Manly Facial Hair, the facial hair must be associated with masculinity in some way. Please read the trope description before readding to make sure the example qualifies.


* BadassBeard: He finally lives up to the "badass" part [[spoiler:when he blackmails Julia at the very end of the first movie]].
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* OnlySaneMan: Nick is the only one of the trio who doesn't seem to be an idiot, except for his moment of speeding away from Harken murdering Bobby and deliberately skipping a red light.

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* OnlySaneMan: Nick is the only one of the trio who doesn't seem to be an idiot, except for his moment of speeding away from Harken murdering Bobby and deliberately skipping a red light. In his defense, he was panicking.
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* {{Expy}}: He's [[Film/SwimmingWithSharks Buddy Ackerman]] except PlayedForLaughs.


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* {{Expy}}: He is similar to [[Film/TropicThunder Les Grossman]] in appearance and personality.

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* DoubleStandardAbuseFemaleOnMale: ''Very'' much averted, as the movie plays it up for creep factor and Dale is very distressed by her treatment. Likewise, Nick and Kurt are just as put-off by her, too.

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* DoubleStandardAbuseFemaleOnMale: ''Very'' much averted, as the movie plays it up for creep factor and Dale is very distressed by her treatment. Likewise, On the other hand, Nick and Kurt are just as put-off by both end up sleeping with her, too.and Nick actually ends up falling in love with her.


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* EvenEvilHasStandards: She feels genuinely bad for ruining Dale's marriage in the second film and explains to Stacy what happened [[spoiler:while Dale is in a coma.]]


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* MeanBoss: He pretends to fire his housekeeper for not drying out his kitchen sink. Even though it was a joke, he still likes to mess with her in a mean-spirited way.
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* MistakenForBadass: He acts tough and the protagonists think he's an intimidating criminal at first, but he's really a big softie.
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* FreudianExcuse: His dad openly loves money more than him.


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* HateSink: He's arguably even more despicable than Harken, as he is willing to destroy others' livelihoods for money.


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* SmugSnake: He screws the guys over with a smile on his face and absolutely no remorse.
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* PlotAllergy: He's deathly allergic to peanuts, which Nick decides to use to his advantage.


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* FreudianExcuse: It's implied that his dad was never as close to him as he is with Kurt.
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* MsFanservice: Julia dresses in some form-fitting clothing, and in one scene she is appeared almost naked in front of Dale as she called in her office to talk him.

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* MsFanservice: Julia dresses in some form-fitting clothing, and in one scene she is appeared almost naked in front of Dale as she called the latter in to her office to talk him.

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