New York Police Department
Deputy Commissioner Podolski
An arrogant, intimidating senior officer with a tendency to use his position to bully subordinate officers in a way that benefits him and his family.
- Aborted Arc: Despite season 1 hinting he'd become a major antagonist to the Nine-Nine, he never showed up afterwards.
- Dirty Cop: A relatively mild example so far; he uses his position and influence in the department to prevent his delinquent son from facing any kind of punishment for his crimes. It's hinted that he might be corrupt in more serious ways, however, since he tries to get Peralta to back off from investigating a local dignitary over connections to drug smuggling and brings Peralta up on charges over it. Not only do the FBI confirm that the dignitary is, in fact, involved in criminal activity, they also note that the criminal syndicate he works for apparently has NYPD officers on the payroll.
- Jerkass: Is not a particularly nice man.
- Screw the Rules, I Make Them!: Is clearly not above using his position as a high-ranking police officer to abuse the laws in ways that benefit him or that stick it to people who displease him.
- What Happened to the Mouse?: Vanished after the first season with other antagonistic cops appearing instead.
Deputy Chief Madeline Wuntch
An old partner of Holt's who is now his direct superior. Once a friend, due to a number of hazy incidents in their mutual past the two now dislike each other intensely, which bleeds into their working relationship.
- Bad Boss: She doesn't inspire much warmth from the officers of the Nine-Nine, and for good reason. In "Johnny and Dora", she's shown to be perfectly willing to transfer Holt's best detectives to terrible precincts and ruin their careers just to spitefully punish Holt.
- Batman Gambit: Her main tactic, she normally can accurately predict how Holt will act and use this to her advantage.
- Birds of a Feather: Averted between her and Holt. Despite the fact that they have very similar personalities - coupled with the fact that Wuntch clearly thought this trope was in effect before she learned Holt was gay - the two of them can't stand each other now.
- The Chessmaster: Wuntch is incredibly good at detailed plans, so much so that even Holt can't keep up with her.
- Dirty Cop: A mild example. She sent an Internal Affairs agent, lying that there was a mole in the Nine-Nine, to get dirt on Holt. It got Jake suspended for awhile. She's likewise perfectly happy to destroy multiple cops' careers over her petty rivalry with Holt.
- Drunk with Power: She's not above abusing her newfound power over Holt in petty ways to screw him over.
- Enemy Mine: In the Season 6 finale, Wuntch teams up with the Nine-Nine to take down Kelly, though she remains just as antagonistic with Holt as ever.
- Everyone Has Standards: Though she is not above using dirty tactics to make the lives of her rivals miserable, even she believes that Commissioner Kelly is taking things too far.
- Evil Counterpart: To Holt. While 'evil' is a bit strong (although Holt himself would certainly find it appropriate), for all that they're Not So Different it has been frequently established that Holt has a much more rigid set of ethics than Wuntch does, and is generally more honourable, honest and decent than her. While both are petty towards each other with regards to their feud, Holt is a Reasonable Authority Figure who can usually be counted on to do the right thing at the end of the day no matter if it costs him personally, while Wuntch is a Bad Boss who frequently abuses her authority for spiteful and petty ends.
- Evil Is Petty: She takes this to an art form. Highlights include installing a portrait of herself at a ridiculously high position in the Nine-Nine so she'll "always be looking down on Holt," and threatening to make the entire precinct miserable by transferring them to jobs they'd hate if Holt won't go along with what she wants. Why? Because she doesn't like Holt. Her pettiness even extends to denying Holt a tissue after he sneezes in her office.
- Even Evil Has Standards: Again, "evil" is stretching it, but Wuntch does show at least one redeemable quality. When Holt believed Wuntch wrote him a terrible recommendation letter because of his sexuality, Wuntch later reveals that his sexuality is one of the few things she respects about him. She also seemed rather appalled that Holt would assume she was hateful enough to use someone's sexuality to destroy their career.
- She teams up with the Nine-Nine in the Season Six finale because she thinks that Commissioner Kelly illegally wiretapping civilians is wrong and that he needs to be stopped.
- Hate Sink: She has no redeeming qualities, and her feud with Holt is beyond petty, to the point that she forcefully kisses him when she manipulates him into giving her a recommendation.
- Jerkass: Even ignoring her rivalry with Holt, Wuntch is not a nice woman. For example she had a picture of herself, specifically placed up so she could be constantly looking down on everyone. She was also willing to destroy the careers of Holt's detectives just so she could spite Holt.
- Jerk with a Heart of Jerk: Wuntch seems to enjoy baiting Holt into thinking she has some redeeming qualities, only to reveal that she has another ace up her sleeve and is, in fact, just as much a jerk as always. In the Season 6 finale, she helps Holt with taking down Kelly and seemingly makes peace with him, prompting a rare moment of gratitude from her archnemesis. After being appointed as acting commissioner, she then reveals that, while she agrees that Kelly had to be taken down, she also helped so that she could demote Holt to a low traffic cop.
- Not So Different: Both Wuntch and Holt are incredibly stoic, pedantic and sticklers for the rules, and it's clear that their feud equally brings out their petty sides.
- Sitcom Arch-Nemesis: For Captain Holt.
- Smug Snake: While she is very good at planning and manipulation, at times teetering on Magnificent Bastard territory, the effect is undone by her rather smug, preening and oily personality and tendency to childishly gloat over Holt whenever she gets an advantage over him.
- Snark-to-Snark Combat / Volleying Insults: Almost any conversation between her and Holt will devolve into this, if it doesn't start that way.
- We Used to Be Friends: She and Holt started out as best friends until a series of misunderstandings turned them into sworn enemies.
- What Happened to the Mouse?: After Holt got out of the punishment reassignment she arranged for him, she is never heard from or even mentioned again. She finally reappears in the Season 6 finale.
Commissioner John Kelly
Wins the new race for police commissioner, as revealed at the start of season six, and quickly becomes a major antagonist to the Nine-Nine.
- Bad Boss: To the Nine-Nine to punish them for Holt protesting his plans to return to stop and frisk. He forces the entire precinct onto a single floor and admits to planning for more ways to make them miserable.
- Big Bad: He's the primary antagonist of Season 6, pushing against Holt's progressive agenda with increasingly shady actions against the precinct.
- Drunk with Power: Very giddy over how much he can punish Holt for any move Holt makes against him.
- Evil Is Petty: He exercises his power to hurt the Nine-Nine in retaliation for Holt's legitimate disagreements, and is gleeful at the thought of punishing them further regardless of how a severely impeded precinct might impact the city.
- Faux Affably Evil: He's chummy and jovial, insists he isn't angry and likes Holt and is always wearing a smile, but it's a shallow cover for his petty nature and arrogance. Gina instantly pegs him for what he is.Holt: Why are you smiling?
Gina: 'Cause he's one of those friendly villains, like the Verizon guy who defected to Sprint.
- Evil Old Folks: Has white hair and is pretty evil.
- Hate Sink: Within one appearance quickly demonstrates himself to be everything wrong with immoral law enforcement leadership and bad bosses in general.
- Karma Houdini / Reality Ensues: Although Holt and the 99 succeed in exposing his illegal surveillance and he's dismissed from his position, Wuntch informs them of how he immediately went on to a highly lucrative job in the private sector.
- Moral Event Horizon: In-Universe. The revelation that he's using a Stingray to illegally spy on civilians in a blatantly unconstitutional way is what finally spurs the Nine-Nine into action to take him down.
- Perpetual Smiler: Keeps a very annoying grin on his face at all times to mock Holt.
- Ridiculously Average Guy: He is so generic that he's virtually indistinguishable from two other commissioner candidates, one of whom even has the exact same name as him.
- Soft-Spoken Sadist: Downplayed but still present. At no point does he drop his friendly, fairly quiet demeanor. It doesn't make him any less horrible.
- Smug Snake: Quickly becomes the thing Holt hates most about him, he threatens and mocks with a thick veneer of false cheer about the entire situation while gloating over how in control he is over Holt's precinct.Holt: I don't like your threats, and I don't like the cheery manner in which you've chosen to deliver them.
Kelly: Well, I'm just a cheery guy.
Holt: You're a snake.
Kelly: [laughing] Okay. I'm a snake. [hisses]
- Status Quo Is God: Invoked in his policies. Unlike Holt, he has no intention of changing anything about how the NYPD works, and his first policy is "essentially a return to Stop and Frisk", per Holt. He also does everything he can to prevent Holt from changing anything.
- Tyrant Takes the Helm: Downplayed but still present. Despite his Faux Affably Evil facade, he's quick to punish the Nine Nine for any slight from Holt, including closing the first floor.
- Walking Spoiler: His very existence spoils that Holt did not get the commissioner job.
Capt. Seth Dozerman
After Holt is transferred, Captain Seth Dozerman takes his position. He is obsessed with efficiency and gets under the Nine-Nine's skin quite easily.
- Bad Boss: His ruthless quest for efficiency borders on harassment, including "Dozer-pads" which keep track of how long it takes to close cases and where you are, as well as have the ability to broadcast "Dozer-blasts" to everyone. Rosa is fed up by his management to the point of insubordination.
- Dissonant Serenity: His reaction to having a heart attack is to bluntly state it before ordering everyone to get back to work.
- Famous Last Words: Subverted. Everyone is pretty appalled by his.
- Foregone Conclusion: Nobody thinks Holt is going to be away from the Nine-Nine forever. It's just a matter of time until Dozerman is out of the picture. In fact, he dies halfway through his introduction episode, to be replaced by The Vulture.
- Hate Sink: So relentlessly unpleasant and bullying to every single member of the Nine-Nine that absolutely no-one is sad when he dies.
- Hidden Depths: Apparently he had a taste for orgies with prostitutes under the guise of fishing trips.
- Horrible Judge of Character: Immediately takes a liking to Jake, believing him to be a model of efficiency.Dozerman: I like you. I could tell from the moment I walked in here that we were one and the same: detail-oriented, love crunching numbers... Bet your apartment's immaculate. Probably eat off the floor.
Peralta: And I do.
- If I Do Not Return: His last words are one of the examples of this at its most classic, before being brutally subverted.
- Ignored Epiphany: After his heart attack, and learning he has a weak heart he ponders the meaning of this. Only to decide to be even harder on the precinct than before.
- Ironic Name: For a man with "Doze" in his name, he is a controlling, efficiency-obsessed jerk.
- Last-Second Word Swap: Played for Comedy by his last words as he dies from a heart attack.Dozerman: Tell my wife I love her...work ethic.
- The Neidermeyer: He cares nothing for endearing himself with the precinct, and instead jumps straight to shouting at them and demanding they work harder, upon first meeting them.
- Tyrant Takes the Helm: Wuntch put him in charge of the Nine-Nine, and he wastes no time trying to implement new policies (see Bad Boss).
- Walking Spoiler: His very existence as a character can only be explained by Holt not being at the Nine-Nine.
- Your Cheating Heart: In "The Funeral" we discover he and his wife had just finished marriage counseling after incidents involving prostitutes.
Capt. Jason "C. J." Stently
The Nine-Nine's inexperienced and unqualified captain while Jake and Holt were under witness protection in Florida.
- Beware the Silly Ones: As he is monumentally stupid, the Nine-Nine don't take him seriously in "Coral Palms, Part 3" when he tells them they'll be punished for leaving against his orders. He sends them to the night shift and kick-starts that conflict.
- Book Dumb: Describes his time in the academy as "The best nine years of his life." Jake points out that the Academy is supposed to be a six-month program.
- Clueless Detective: And how. Most noticeable in "The Overmining" when he loses a piece of crucial evidence by leaving it in the Nine-Nine. He also keeps talking in Jake and Holt's earpieces while they're undercover.
- Dumbass Has a Point: In the end of "Coral Palms, Part 3", he says that while he understands why the Nine-Nine went to Florida (and even approves of them going to such lengths to protect their friends), they still disobeyed a direct order, so he has to punish them.
- Enemy Mine: He agrees to help the Nine-Nine with taking down Kelly in the Season 6 finale, because he dislikes the new rules he is enforcing.
- Kicked Upstairs: During his award ceremony for stopping a drug lord (even by accident), him being bluntly honest to the press has him transferred out of the Nine-Nine.
- The Load: He's this big time in "The Overmining." Not only did he get a bag of cocaine stolen from his own office, but during Jake and Holt's sting, he keeps talking into the earpiece until they have to say SHUT UP!.
- Mistaken for Badass: Rather infuriatingly to the other characters, his entire rise up the ranks appears to have been based on his superiors mistaking his incompetent bungling (which somehow ends in a result) as brilliant police work.
- Nice Guy: CJ is only a pain in the ass due to his incompetence; on a personal level, he's a super-nice (if thoughtless) dude who's just way too chill and wants people to like him.
- Obliviously Evil: Due to being a genuinely nice, if painfully dumb guy most of the time, CJ does not understand how his incompetence is making him an antagonist for the Nine-Nine. When he, alongside genuine villains Wuntch and The Vulture, is asked to help the Nine-Nine out in the Season 6 finale, he is genuinely baffled that the squad considers him an enemy.
- Reasonable Authority Figure: He ends up coming across as this compared to the other temporary captains of the Nine-Nine. He's cheerful, encouraging, laidback, forgives the team's mistakes but understands that a line has to be drawn somewhere, and is generally a pretty fun guy to be around. If it weren't for his general incompetence, he'd be the perfect captain.
- Strange Minds Think Alike: Both he and Jake spontaneously break out into songs that they make up on the spot with the hook "come on and party tonight".
- Sweet Tooth: Stently is always eating popsicles and slushies.
Capt. Olivia Crawford
- Played by: Allison Tolman
Holt's other challenger for the position of Commissioner, a radical, forward-thinking, and competitive detective.
- Foil: Her rivalry with Holt has similarities to his with Wuntch's, including the jabs at each other with each greeting. However, neither of them regard each other with as much venom.
- Foregone Conclusion: The minute Olivia reveals that her big idea is removing precincts altogether, you can guarantee she's not getting Commissioner.
- Friendly Rivalry: While Holt and Olivia compete with each other for the role of Commissioner, they agree that they want the same thing, progression for the NYPD, and Kelly getting into power would be the antithesis of that.
- Go-Getter Girl: Well, how else do you become a Commissioner hopeful at her age?
- Heroic Sacrifice: Resigns from the Commissioner's race after learning that she and Holt are splitting the progressive votes, leaving it open for John Kelly to be Commissioner. Slight problem: Holt did it too.
- Graceful Loser: Participates in Holt and Gina's mad dash to prevent Holt's resignation, finds Holt's letter, and destroys it, despite the fact that she's already resigned by email, because one of them should be Commissioner.
- Worthy Opponent: Holt and Olivia both see each other this way by the time they try to get rid of the resignation letters.
Capt. Keith "The Vulture" Pembroke
A detective, later captain, from the Major Crimes Unit known as "The Vulture" for his tendency to take over cases that are near-finished and take all the credit for them.
- Bad Boss: The Vulture is just as arrogant and obnoxious as he ever was when put in charge of the SWAT team in "Yippie Kayak". He first claims one of his officers will shoot Jeffords if ordered. Then, when the officer in question flatly denies this, the Vulture instead orders him to go onto a rooftop apparently for no tactical reason — or, indeed, any reason whatsoever beyond throwing his weight around. The long-suffering reaction of the officer as he obeys the second order says it all. And, of course, when briefly in charge of the Nine-Nine he regularly abuses his position as captain and routinely insults all the officers in the precinct.
- Bigger Is Better in Bed: Implied. He Really Gets Around despite being a terrible person, and Jake says this about one of the dick pics he and Amy received while catfishing him:I'm guessing that was a mini soda can?Nah, regular size.Oh!
- Bi the Way: He aggressively flirts with everyone he competes with, be they male or female.
- Cavalier Consumption: One flashback has him reaching the same floor as Jake and Rosa by elevator, bag the perp they just chased up there, then throw his half-eaten apple at them in exchange.
- Commitment Issues: He claims to have these to justify cheating on Jean. Jake and Amy aren't convinced.
- Elites Are More Glamorous: He's a member of the NYPD's Major Crimes Unit, which handles all the high-profile crimes. He's a complete tool who gets by on everything but good police work.
- Enemy Mine: In the Season 6 finale, he agrees to help out the Nine-Nine in order to take down Commissioner Kelly, though he is doing it for decidedly selfish reasons.
- Even Evil Has Standards: Deconstructed. It constantly appears this way, but generally he does something that looks even worse. Most evident in "The Overmining". He's genuinely hurt that Jake and Amy think he's marrying Jean for her money, and insists he genuinely loves her. He's still cheating on her, though.
- Everyone Has Standards: One thing he won't do is fart in Church.
- First-Episode Spoiler: First episode of season three, at least: He becomes the Nine-Nine's new captain after Holt is transferred and their previous replacement dies.
- Fur and Loathing: He has a whale skin jacket.
- Hate Sink: Pretty much just an asshole with zero redeeming qualities. He's arrogant, disrespectful, selfish, and just a dick.
- Homoerotic Subtext: He seems very fixated on Jake's "big white ass."
- In-Universe Nickname: "The Vulture" for his trend of claiming jurisdiction over practically-solved cases so he can take all the credit without doing any of the actual work.
- Jerkass: He fits in this trope like a glove, what with his constant swooping in to steal cases that our main characters have almost solved to claim the credit, his obnoxious and bullying "alpha male" personality, his unwelcome advances towards Santiago, his strange obsession with Peralta's "big white ass", going to his brother's funeral to seduce his widow and his Vladimir Putin-collection underwear.
- Kill Steal: His nickname stems from his habit of swooping in on cases at the last second to get the credit.
- Laser-Guided Karma: He stole Boyle's coffee in a flashback, so it's quite fitting that they stall him in a later episode with Boyle spilling coffee on him.
- LOL, 69: His dream job is to be captain of the 69th Precinct.
- Love Redeems: Claims this about Jean, and does seem softer around her. However, at least partially subverted in that he's also cheating on her.
- Only Known by Their Nickname: He's almost always called "The Vulture," except for Holt, who calls him by his actual name. Boyle and Peralta try to enforce this trope, however; "Giving him a name makes him human."
- Politically Incorrect Villain: He has no problem mocking someone for their race, gender, or sexual orientation. That bites him in the ass when he insults Terry, considering the dude is twice his size.
- Running Gag: He has a habit of walking onto a scene while eating an apple and carelessly throwing it somewhere he shouldn't.
- Sitcom Archnemesis: The entire squad possesses a burning hatred of him, with good reason.
- Skewed Priorities: During the season 3 episode, Yippie Kayak, he was willing to deal with a Hostage Situation by storming the building, putting the lives of every single hostage at risk... all because he didn't want to risk missing his "Massage Tour" of Southeast Asia.
- Spotlight-Stealing Squad: In-Universe. He routinely takes "unsolved" cases after 98% of the work has been done. It's shown in montage that he's actually done this as Diaz was about to break down a suspect's door, and as Santiago was in the middle of reading the suspect's Miranda Rights. And he stole Boyle's coffee.
- Stay in the Kitchen: Makes Amy plan his birthday party because women love planning parties.
- Straw Misogynist: All over the place. During "The Oolong Slayer", he forces Rosa and Amy to plan his birthday party, because they're women. In "The Venue", he says Jean, his fiancée, is lucky she's an angel, because nothing except that could make him marry a woman over thirty.
- Sudden Name Change: Went from Warren Pembroke in the first four seasons to Keith Pembroke in Season Five.
- Your Cheating Heart: Season 5 reveals that he has met a woman, and that he is seriously involved with her, to the point of actually proposing to her... and that he has been repeatedly cheating on her. To make matters worse, it's implied that he genuinely loved her and he still cheated on her multiple times."
Det. Teddy Wells
An ex of Amy's whom she begins dating again after meeting up with him at a training session.
- The Bore: Quite possibly the most boring person alive.
- Bunny-Ears Lawyer: Despite his obsessiveness with Amy (and it being made obvious that trying to get closer to her was the only reason he took the job) he's shown to be surprisingly good at his job at managing the bomb squad: When Jake & Amy find the person making the bomb threat, and have him deny there being any bombs in the building, he points out that cops shouldn't immediately wrap things up once a suspect pleads that he's innocent - something even Jake admits is a good point. And good thing, too, given that there was a bomb at the wedding.
- Drink Order: Teddy is super into pilsners.
- Flanderization: While he never had much characterization to begin with, every mention of him in the second season is pretty much "he's obsessed with pilsners." He gets flanderized again in Season 4, this time into The Bore. And then again in Season 5, into a massive Stalker with a Crush towards Amy.
- New Old Flame: He and Amy used to date, and restart their relationship after he moves to Brooklyn. They begin dating again, just in time for Peralta to realize that he might like her.
- Nice Guy: He seems affable and genuinely seems to care about Amy. She describes him as a "good listener."
- No Social Skills: He genuinely doesn't seem to understand why his new girlfriend might have a problem with him proposing to his old girlfriend whether or not she was present.
- Refuge in Audacity: In "The Audit", after his attempt to propose to Amy in front of both Jake and his own new girlfriend goes about as well as you'd expect, he brazenly attempts to carry on with his date to the Tenement Museum with his new girlfriend as if nothing had happened. That goes down about as well as you'd expect as well.
- Romantic False Lead: For Amy in Season 2. Their breakup comes about partially due to his uncomfortable awareness of her feelings for Jake.
- Satellite Love Interest: In Season 2, he's not given much characterization aside from the fact that he's obsessed with Pilsner and brews his own.
- Spear Counterpart: In his first appearance he seems to be this for Amy, who even mentions that they met at "code camp", which everyone else finds unbelievably dull, and they start off with a lot in common. However, after his Flanderization in Season 2 even Amy admits to finding him boring.
- Took a Level in Jerkass: When he returns in the Season 5 finale, he actively tries to derail Jake and Amy's wedding, though he redeems himself somewhat by the end.
Det. Adrian Pimento
A detective who returns to the Nine-Nine after a twelve-year stint undercover in a brutal criminal organization. The length of time he was undercover and his experiences have left him with some adjustment issues.
- Ambiguously Bi: His opinion on the assassin targeting him:"White guy, svelte, thick brown hair, piercing blue eyes... I dont know, I guess you could consider him classically handsome? Is that a weird thing to say?"
- Badass in Distress: His whole character archetype.
- Becoming the Mask: He spent so long undercover as "Paul Sneed" that he's having difficulty remembering that he's actually Adrian Pimento.
- Black Comedy: Most of his scenes are played as this.
- Broken Ace: Adrian is regarded as a hero by Holt, but he clearly is a mass of issues as a result of being undercover for 12 years.
- Butt-Monkey: Appears to be Made of Iron for all the physical and psychological torture he goes through, but also slightly undermined by he fact that his obvious mental health issues appear to contribute to his nonstop issues.
- Chew Toy: Somewhat. He was instantly pitched to the audience as in non-stop brutal adventures.
- Comically Missing the Point: In his debut episode, he's seen doing Tai Chi in his underwear. When Jake asks why, he says that if he took them off, then Jake would see his privates. Later when he and Jake are working a B&E, he's describing the best way to rob a convenience store and misinterprets Jake's "cut it out" gesture as him contributing the idea of slitting the owner's throat in the robbery.
- Crazy Awesome: Fellow members of the 9-9 consider him this In-Universe on his better days. On days that aren't that good... some other tropes might be used to describe him.
- Crazy-Prepared: Revealed that he has a cabin in Mexico that he lies low in.
- Creepy Good: As only Jason Mantzoukas can be.
- Dark and Troubled Past: And how, often running concurrent to the main storyline. Became a mole for the police against Jimmy Figgis, witnessed and participated in numerous horrific crimes, came back, was threatened by Figgis, went on the run and hid out in various foreign countries...
- Deconstructed Character Archetype: His mental issues when Played for Laughs can make him come off as a larger than life Cloudcuckoolander, but Played for Drama it's clear that he is a broken man struggling to cope, who no longer feels safe living a normal life (for good reason) and doesn't feel anyone else can understand what he's been through.
- Defective Detective: Where to begin? He has anger management and trust issues, is suffering through a full-blown identity crisis, has manic mood-swings and generally comes off as a wee bit unstable.
- Faking the Dead: Adrian, Jake and Terry fake his death in "Paranoia" to lure out the person who called the order.
- Fish out of Water: He'd fit in like a glove on a show about dark, brooding, tortured cops struggling with their own fractured psyches and the blurred lines between crime and criminals. On the light-hearted and cheerful Brooklyn Nine-Nine, however, he sticks out like a sore thumb.
- Hair-Trigger Temper: Due to his PTSD and paranoia, he's very quick to react violently to the slightest provocation.
- Hidden Depths: He's actually quite a nice guy once you get down past his unpredictable, intense, manic side.
- Insane Equals Violent: Adrian is unstable and extremely violent.
- New Job as the Plot Demands: After getting fired from the NYPD.
- Knight Errant: One of the tropes he thoroughly deconstructs. He's always in international scrapes, but these are portrayed as morally grey at best.
- No Social Skills: His instincts are wired for survival as a violent criminal, after years spent undercover getting close to ruthless mobster Jimmy Figgis, but being an intimidating, wildly unpredictable maniac with violent mood swings isn't quite as desirable in an NYPD detective.
- Properly Paranoid: As it turned out there was someone trying to kill him.
- Put on a Bus: When it's discovered that Figgis has a mole in the FBI, he goes into hiding for his own protection.
- The Bus Came Back: After Figgis is dealt with (and Pimento escapes from prison in Uzbekistan) he reappears in Boyle's son's closet.
- Arguably Commuting on a Bus in Seasons 4 and 5. He appears on-and-off in Rosa-centric episodes and even comes back for episodes after their breakup, but he isnt as prominent as he was at the end of Season 3.
- Rabid Cop: A surprisingly literal version.
- Reality Ensues:
- Twelve years undercover in an absolutely brutal criminal organization has left him with major psychological issues and problems reintegrating with society. On top of that, it completely destroyed his credit score/rating, so he can't even pass the credit check to get a cell phone contract.
- After he goes into hiding to avoid getting killed by Figgis and the various corrupt cops on Figgis' payroll, Pimento is fired from the NYPD. Turns out you can't drop off the grid without notice for months and expect to keep your job, even if it was for your own protection.
- Remember the New Guy?: He knew Hitchcock and Scully at the 9-9 before he went undercover, and although Holt never knew Pimento personally, he does sing his praises as a decorated veteran detective...before getting to know Pimento better. Nobody else from the main crew worked at the 9-9 long enough to remember him before he went undercover, so they're all baffled by Pimento suddenly showing up one day.
- Stepford Smiler: Always comes of as perky and calm when describing the horrible things he's seen and done. His response to spending several months in an Uzbekistani prison was that it made him realize life was funny.
A detective who works the weekend shift at the Nine-Nine, Lohank shares a desk with Rosa, and is constantly aggravating her with his poor hygiene. He does not have a very happy life.
- The Chew Toy: Everytime we learn about Lohank's personal life, a fresh series of disasters seems to have befallen him."Been spending all my breaks on the phone with my wife, Nancy. We've been having marital problems [...] No, about a year ago, she fell down the stairs and broke her back. Now she's addicted to painkillers. We've been fighting a lot. [...] 'Cause I want to help her, you know? I guess I just love her so much. But she's refusing treatment. [...] We got into it again last night. I went out for some fresh air, but I forgot to close the door, and our dog cinnamon got out. [...] Cinnamon got hit by a drunk driver. I wish I could say she was put out of her misery instantly, but the vet assured us that her suffering was unending and terrible. [breaking into tears] Just venting a little."
- Oblivious Guilt Slinging: After Rosa and Boyle play a prank on him, he reveals the full extent of the numerous tragedies that have infected his life. Feeling sorry for him, they rush to undo their prank.
- Throw the Dog a Bone: In "The Night Shift," it is revealed that ever since he was transferred to the day shift, his life has significantly improved. Jake is shocked by this.Jake: Lohank is happy and confident? Everything's off. (gasps) Oh no. We're in the Upside Down.
- Whoopi Epiphany Speech: He gives one to Jake after switching to the day shift and subsequently becoming more confident. Jake is mildly disturbed that Lohank, of all people, is laying down wisdom.
Lt. Melanie Hawkins
A revered cop who runs the NPYD's most elite task force. Jake and Rosa idolize her and try to earn her respect until they find out she is corrupt and runs a robbery crew.
- The Ace: She's a very well known detective and is very respected by the NYPD. She likewise has a reputation as an incredibly tough person, who takes on the most dangerous criminals in all of New York.
- Arc Villain: Jake and Rosa's admiration of her turning into a desire to take her down is the goal of the last few episodes of Season 4.
- The Bad Guy Wins: She successfully frames Jake and Rosa for robbing a bank and successfully convicts them. It gets subverted in the Season 5 two-part premiere when the Nine-Nine successfully get her arrested and exonerate Jake and Rosa.
- Bitch in Sheep's Clothing: Cultivates the perception of being a strict but fair Reasonable Authority Figure and highly dedicated officer of the law. In truth, she is a greedy thief and as corrupt as they come.
- Broken Pedestal: Jake and Rosa admire her a lot. This soon changes.
- The Chessmaster: She not only sees through Jake and Rosas deception, and incriminates them for all her crimes, but successfully engineers their defense to be broken before the trial starts, and manipulates events so they end up introducing the very testimony which leads to them being found guilty.
- Dirty Cop: Is secretly the mastermind behind a notorious bank robbery group.
- Evil Counterpart: Like Rosa, a very well-respected, intelligent, badass female detective who rides a motorbike and has a lot of cool and interesting stories and hobbies. Unlike Rosa, completely corrupt.
- Functional Addict: Secretly takes cocaine and goes on massive drinking binges, neither of which seem to hinder her in the slightest.
- Hellbent For Leather: Wears a black leather jacket all the time, quite like Jake and Rosa.
- Knight of Cerebus: Is one of the most blatantly corrupt and dangerous antagonists the Nine-Nine have ever faced.
- Smug Snake: Goes to see Rosa in prison just to watch her beg.
- Villain with Good Publicity: Revered and respected as one of New York's finest cops, Jake and Rosa idolized her before learning she was corrupt.
Federal Bureau of Investigation (F.B.I.)
Special Agent Bob Annderson
An old friend of Holt's who's currently working as an FBI Agent. Holt brings him in to help expose Jimmy "The Butcher" Figgis' inside man at the FBI, only to learn too late that Figgis has two moles—one of whom is Bob himself.
- Better Living Through Evil: The reason he has no regrets about going dirty — he made a lot of money.
- The Comically Serious: He shares Holt's formal, humorless demeanor, leading Jake to exclaim "Oh my God, there's two of them."
- Dirty Cop: An FBI agent turned mobster? He's about as dirty as they get.
- Evil Counterpart: For Holt. They have similar personalities and have a history of not being given the proper respect for it despite being hard-working and competent. While Bob got fed up with this and became a mole, Holt remained loyal and determined to uphold the law.
- FBI Agent: But he eventually becomes a Dirty Cop.
- I Regret Nothing: When Holt asks him Was It Really Worth It?, his answer is "yes." Though he may change his tune now that he's in jail...
- Knight of Cerebus: Just like his boss, he's a legitimate threat in an otherwise comic series. He murders Ryan Whealon during the few moments that Holt is gone from Whealon's hospital room, then takes Holt hostage when he's discovered.
- Manipulative Bastard: He goes along with the heroes' plan to break into the FBI so he can lead them to Ryan Whealon, Figgis' other mole, then kills Whealon at the first opportunity. If Holt hadn't walked in at just the wrong moment, he might have gotten away with it.
- Massive Multiplayer Scam: He's the victim of one. After the Nine-Nine captures him, he refuses to talk—until they trick him into thinking that Figgis is trying to kill him.
- Mistreatment-Induced Betrayal: Bob's reason for becoming The Mole, as mentioned during his brief Motive Rant.Bob: I spent 14 years bringing down a Mexican cartel. You know what they gave me for it? A letter of commendation with my last name misspelled.
Holt: In all fairness, Bob, who spells "Anderson" with three Ns?
- The Mole: He became one when he decided that Figgis would treat him better (and pay him more) than the FBI did.
- Spell My Name with an "S": See Mistreatment-Induced Betrayal. He takes this trope way too seriously.
United States Postal Investigative Service (USPIS)
Special Agent Jack Danger (pronounced Dong-ir)
An annoying federal agent that Jake is forced to work with on a drug investigation.
- Heroic Wannabe: Is excited to join the NYPD on a drug bust.
- I Reject Your Reality: Stubbornly refuses to acknowledge what "Going Postal" actually means.
- It Is Pronounced "Tro-PAY": His last name is pronounced Dong-ir; he claims it's an old Dutch name.
- Jurisdiction Friction: When he feels insulted by Jake, he retaliates by taking the entire case away from the NYPD.
- Miles Gloriosus: He drones on about his exploits, but when chasing a suspect he falls down then grabs Jake's leg begging him not to leave him.
- Negated Moment of Awesome: Joined the NYPD on a drug bust and was immediately knocked unconscious.
- Never My Fault: Blames Jake for letting a suspect escape because Jake didn't check for ground obstructions (the obstruction was Danger grabbing Jake's leg).
- Small Name, Big Ego: Doesn't seem to realize the low level of importance USPIS and the post office have in the digital age.
New York City Fire Department
Fire Marshal Boone
The dimwitted marshall of the fire department, who harbors an intense hatred for the 99.
- Disappeared Dad: When Jake reveals his dad walked out on him as a child, Boone reveals the same thing happened to him, and they amazingly manage a temporary truce.
- Donut Mess with a Cop: Has a tendency to fall back on donut jokes.
- Jurisdiction Friction: Between the NYPD and the FDNY.
- Missing Mom: She's dead.
- Put on a Bus: Has not appeared since Season 1.
- Self-Serving Memory: He claims that Jake overstepped his boundaries and started the fight in "Sal's Pizza". While the former is a fair point, in reality, Boone threw the first punch.
- Sitcom Arch-Nemesis: To Peralta.
- Your Mom: He attempts to defy this when, in a war of words with Peralta, he makes a comment that leaves a perfect opening for a 'Your Mom' joke but then instantly points out that his mother happens to be dead "so let's tread lightly on the response." Peralta, who apparently had one ready to go, finds this unfair.