Main Characters (Jake Peralta, Raymond Holt) | Other Government Employees | Family Members | Other Characters
Recurring police officers and other law enforcement employees from Brooklyn Nine-Nine.
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New York Police Department
Leadership
Comm'r Kelly
Commissioner John Kelly
Played By: Phil Reeves
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.
- Arc Villain: He's the primary antagonist of Season 6, pushing against Holt's progressive agenda with increasingly shady actions against the precinct.
- 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.
- 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.
- Evil Old Folks: Has white hair and is pretty evil.
- 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. - Foil: Kelly is essentially the mirror opposite of Holt. While Holt is a gay black man notorious for his stoic, strait-laced and yet secretly caring style of leadership who seeks to slowly but surely change police to fit with the times, Kelly is a straight white man who is very superficially jovial and friendly while secretly having no scruples or remorse about screwing anyone over and who seeks to keep the police stuck in their old and traditional ways.
- Hate Sink: Within one appearance quickly demonstrates himself to be everything wrong with immoral law enforcement leadership and bad bosses in general.
- Karma Houdini: 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.
- One-Steve Limit: Averted, there is another police captain named John Kelly.
- 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 façade, he's quick to punish the Nine Nine for any slight from Holt, including closing the first floor.
- Two First Names: "John" and "Kelly" are both popular first names.
- Walking Spoiler: His very existence spoils that Holt did not get the commissioner job.
Dep. Comm'r Podolski
Deputy Commissioner Podolski
Played By: James M. Connor
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; he uses his position and influence in the department to prevent his delinquent son from facing punishment for assorted acts of petty vandalism. 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. Unfortunately, he suffers from Chuck Cunningham Syndrome and the arc concludes without the audience ever learning if/what his involvement may have been.
- 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.
Dep. Ch. Wuntch
Deputy Chief Madeline Wuntch
We at TVTropes apologize for this horrific photo of a Korean toilet ghost.
Played By: Kyra Sedgwick
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.
- Back for the Finale: A macabre variation where her tombstone, and Holt spitting his hatred for her and outright proposes to desecrate it, have a scene in the first part of the finale. Terry even hides a clue for the final heist here, because Wuntch's tomb seems to have a highly emotional value for the team, even if it's mostly negative emotions.
- Batman Gambit: Her main tactic, she normally can accurately predict how Holt will act and use this to her advantage.
- Big Bad: While there are other recurring antagonists in the series, such as The Vulture and Jake's nemesis Doug Judy, Wuntch's petty rivalry with Holt is the most frequent source of conflict and the cause of numerous arcs wherein the Nine-Nine is screwed over by her machinations.
- 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.
- Bus Crash: She returns at the end of Season 6 as deputy commissioner, and uses her authority both to oust the current commissioner and to demote Holt. However, she then dies only episodes into Season 7, offscreen, and with no indication of how she died, except that it seemed to be extremely unexpected. Even Holt believes she's Faking the Dead for a long time.
- The Chessmaster: Wuntch is incredibly good at detailed plans, so much so that even Holt can't keep up with her.
- Dirty Cop: Downplayed. She isn't bigoted and there are lines she won't cross when it comes to surveillance, but she has zero problems committing ethics violations and misusing police resources in her rivalry with Holt. She's willing to so far as to stage a phony Internal Affairs investigation, which Holt points out could be a career ending offense, and takes sadistic glee in manipulating with the careers of multiple other officers and detectives just to get at 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 similar it has been frequently established that Holt has a much more rigid set of ethics than Wuntch does, and is generally more honorable, 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: While not necessarily evil, she's a horrifically petty and vindictive woman — nonetheless, she has her share of moral scruples. When Holt confronts her about his belief that she tanked his career with a scathingly critical "recommendation" letter to a superior out of homophobic prejudice, she is taken aback and retorts that the bravery it takes to be openly gay in the NYPD is one of the few things she actually respects him for. She also teams up with the Nine-Nine in the Season Six finale because she genuinely feels that Commissioner Kelly illegally wiretapping civilian phones is an unjustifiable overreach of police power that needs to be stopped.
- The Ghost: In Season 7, despite now being the acting Commissioner of the NYPD, she never appears in person and is only mentioned infrequently. She finally appears in "Ding Dong", in a video recording, and a posthumous one at that.
- Hate Sink: She has very few redeeming qualities, and she goes out of her way to make Holt's life miserable purely out of a petty grudge, to the point that she forcefully kisses him when she manipulates him into giving her a recommendation.
- Incompatible Orientation: Her long-standing feud with Holt began when she interpreted an invitation to dinner at his apartment as a sexual advance and embarrassed herself by ripping off her clothes right as he was about to confess that he's gay. To this day she clearly holds a torch for Holt despite him being married to a man, which only exacerbates their mutual resentment.
- 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.
- Jerkass Has a Point:
- Holt openly admitted that he didn't complete his mandatory time in patrol. The fact that Wuntch took sadistic delight in forcing him to complete it doesn't change the fact that he was required to.
- When Captain Kim asked to take over the 99th precinct, Wuntch warned her that the squad was dysfunctional. The detectives spent the entire episode living down to that description.
- Killed Offscreen: She dies offscreen by unknown means in Season 7's "Ding Dong". Holt initially believes she's Faking the Dead, but comes around to the truth after seeing her body at the funeral home.
- Mirror Character: 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.
- Pet the Dog: She seems to genuinely respect Jake after working with him to take down John Kelly, and is much nicer to him after they succeed.
- Politically Incorrect Villain: Subverted. Holt initially believes that revealing his homosexuality to her (and inadvertently spurning her romantic advances) is one of the reasons Wuntch hates him. When she finds out, she retorts that his willingness to be open about his orientation is one of the few things she actually respects him for — what she resents is that he didn't confide in her about it until after she fell madly in love with him under the mistaken impression that their friendly rapport was flirtatious.
- Rank Up: By the time she came to review the 99, she had just been promoted from Captain to Deputy Chief. In season 6 she returns as Deputy Commissioner, a position she held until she took over as acting Commissioner of the NYPD after John Kelly was ousted.
- 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.
- Thanatos Gambit: Even death doesn't stop her from trying to screw over Holt one last time, which drives the central plot of "Ding Dong" after she's Killed Offscreen and forces him in her will to take charge of organizing her funeral.
- Villainous Crush: She is blatantly attracted to Holt and her enmity with him began when she came on to him and he turned her down because he was gay. While she's insulted by the notion that she holds his sexuality against him, it's nonetheless clear that she resents being turned down and is still drawn to him even decades later, to the point of finding excuses to "frisk" him for several minutes.
- Vitriolic Best Buds: Holt admits at her funeral that despite everything, nothing challenged or made him feel more alive than his rivalry with Madeline Wuntch and he's genuinely going to miss her now that she's gone.
- We Used to Be Friends: She and Holt started out as best friends until a series of misunderstandings turned them into sworn enemies.
Ofc. O'Sullivan
Frank O'Sullivan
Played By: John C. McGinley
Head of the Police Union, O'Sullivan is the main antagonistic force opposing the 99's efforts to address the NYPD's problems, doing everything in his power to stymie their efforts at reform in the name of "protecting the badge."
- Amoral Attorney: He is not technically a lawyer, but as head of the Police Union he more or less takes this attitude- he will defend police officers from almost any accusation, no matter how serious or how guilty they actually are, and he will defend their interests even if it comes at the expense of much needed reform and public safety.
- Arc Villain: Of Season 8. He's the 99's main obstacle preventing their suggested reforms.
- The Bad Guy Wins: Although he fails to stop Amy and Holt's attempts to push through a reform bill, said bill proves so unpopular with certain sections of the NYPD that he is elected President for Life of the Police Union offscreen, so he gets a personal victory anyway, and it is firmly established that the changes the bill introduces will be resisted beyond the end of the show anyway..
- Basement-Dweller: Lives with his elderly mother and has a man-cave in her basement.
- "Blackmail" Is Such an Ugly Word: Averted hard. He explicitly refers to his attempts at blackmailing the 99 as exactly that. He even prides himself on "owning his blackmail."
- Drunken Master: No amount of alcohol seems to impair him much. It takes Amy dozens of beers before he even seems tipsy, and he's more than happy to move onto shots afterward. He even mentions drinking a few "morning beers" the next day.
- Even Evil Has Loved Ones: He really loves his mom, to a disturbing degree.
- Even Evil Has Standards: After learning that the 99 thinks he set up Jake to be suspended, he's genuinely appalled that they think he'd stoop to purposely getting an officer in legal trouble for his own agenda.
- Evil Reactionary: His main threat is that he is an obstacle to much-needed reforms in the NYPD.
- Hoist by His Own Petard: Happens in Blue Flu. He organizes a "Blue Flu" as a form of protest, only to have it lead to a no-win situation where he either has to end the strike, or he'll end up proving how unnecessarily overpoliced NYC is and his cops will lose their jobs anyway.
- Insane Troll Logic: It's virtually impossible to have a debate with him. He'll twist your words around, deliberately take things out of context, or move the goalposts in order to make himself look like the good guy no matter how ridiculous his stance is.
- Moving the Goalposts: In Blue Flu, after it's revealed that the officer who got a rat in his burrito put it there himself, he refuses to end the Blue Flu and instead claims that the issue is no longer about the rat in the burrito, but instead about cops being falsely accused of being liars... even though the 99 had just proved that this cop is a liar.
- My Country, Right or Wrong: Has this mindset, he'll always side with the officers, no matter how clearly and unambiguously in the wrong they are.
- Not Me This Time: Jake is certain that O'Sullivan set him up to arrest an innocent person to undermine Amy's agenda. Turns out all he did was break the vending machine resulting in Charles and Terry getting into a conflict over selling candy to Scully. Jake arrested an innocent person all by himself.
- Patriotic Fervor: The background on his office laptop is a picture of the Statue of Liberty in an American flag bikini holding a massive gun in front of the American flag. Rosa describes it as "On brand".
- Politically Incorrect Villain: Tries to use Holt and Rosa's sexualities as blackmail. Unfortunately for him, this plan fails miserably due to both of them already coming out (in the former's case, decades ago). He's also an unashamed sexist pig (he openly tells Amy and Rosa that when talking to women he doesn't pay attention to their faces, and argues in one of his online videos that women can't be real hockey fans), and is implied to be somewhat racist as well (he claims that so-called "reverse" racism, i.e. Black people being prejudiced against white people, is worse than what he calls "classic" racism).
- Poke the Poodle: His evil plan to undermine the 99 is to break their vending machine. It does cause workplace strife, but not much more than any other episode.
- President for Life: It's stated that he was "re-elected for life" as President of the Patrol Union.
- Shame If Something Happened: Invokes this in "The Set-Up" against Amy's pilot program. He threatens something bad to Amy. He breaks the 99 vending machine and gets Charles and Terry into a conflict of selling candy to Scully but a majority of the episode has the 99 believe he's setting up Jake to take a deal where Jake does something wrong and O'Sullivan saves him.
- Strawman Political: He is the embodiment of policies and arguments that prevent bad cops from being held accountable, wrapped up in an over-the-top cartoonish persona.
- The Unfought: There's never really any sort of final confrontation between him and the 99. The final episode to feature him is the penultimate episode "Renewal," but the main plot of that episode is about Kevin and Holt renewing their vows. He does attempt to sabotage their attempts at passing a reform bill, but his sabotage is dealt with and the reforms are put into motion offscreen. He doesn't even interact with any of the main cast outside of Terry, and even then he thinks that Terry is a former Roadie for Billy Joel. The episode after that is the Finale, and he doesn't even get a mention.
- Villains Out Shopping: When not working, he watches New York Islanders games and vlogs about the team.
- Villainy-Free Villain: Technically, he doesn't do anything illegal beyond some minor felonies and he mostly works within the system. He does try to blackmail Holt and Diaz over their sexuality, but that is treated as a throwaway gag as both had already come out. He is actually innocent of the most nefarious crime they suspected him of (framing Jake for wrongful arrest), and is only a problem because he wants to maintain the status quo and resists change, and it's clear he's far from the only obstacle to this. He's a huge abrasive Jerkass true, but more like the personification of the problem than a true villain at the end of the day. Compared to all the other Big Bads of the show, he is probably the least overtly criminal.
Captains
Capt. Dozerman
Capt. Seth Dozerman
Played By: Bill Hader
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.
- Died in Your Arms Tonight: He passes away of a heart attack while being held by Jake.
- Dissonant Serenity: His reaction to having a heart attack is to bluntly state it before ordering everyone to get back to work.
- 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.
- 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. - 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. Or, it's a Meaningful Name instead. As in "Bulldozer."
- Jerkass: So relentlessly unpleasant and controlling of every single member of the Nine-Nine that absolutely no-one is sad when he dies.
- 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.
- Too Dumb to Live: After one of his outbursts causes him to have heart attack, you'd think he'd control his anger more to prevent it from happening. Nope! He decides to be harsher towards the Nine-Nine and one of his tirades gives him a heart attack that's fatal this time around.
- 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.
Capt. Stently
Capt. Jason "CJ" Stently
"If you see something, say something, come on and party tonight!"
Played By: Ken Marino
The Nine-Nine's inexperienced and unqualified captain while Jake and Holt were under witness protection in Florida.
- At Least I Admit It: Unlike the other incompetent captains and authority figures in the show, CJ doesn't hide or deny his inabilities and shortcomings and openly admits that he's ineligible for the rank of captain as he got it only by being in the wrong place at the right time.
- 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 season's 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.
- Ensign Newbie: As a police captain, he's very clearly inexperienced and out of his depth, so he just lets the 99 do anything and gives them whatever they want.
- Extreme Doormat: He's not particularly wimpy, but he is just so chill and laid-back he gives the 99 practically anything they want.
- 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. He does seem to be aware of this, and initially just let the squad do what they want due to feeling out of his depth and being under the impression that they knew what they were doing.Amy: If I may ask, how did you become captain? You just seem a little, uhhhhhhhhhhhhhhhhhhhhhhh...
Stently: Unqualified?
Amy: No, no, no, no.
Stently: It's because I am, actually. - 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. Crawford
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. Pembroke
Capt. Keith "The Vulture" Pembroke
"Yo, is this a police station or a toilet? 'Cause all I see is turds."
Played By: Dean Winters
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.
- Ambiguously Bi: Definitely interested in women but also has the habit of slapping Jake's "pasty white ass", and called Boyle sexy (probably as a joke.)
- Animal Motif: He's referred to by his title of "The Vulture" because he takes over near-complete cases so he can finish them off and take sole 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!
- Blasphemous Boast: When Rosa asks him how he got to sexy (to distract him), Vulture says "God owed me a favor".
- Card-Carrying Villain: The Vulture knows he's an asshole and has no problem bragging about it. The one time he volunteers to do the right thing (bringing down the corrupt Commissioner Kelly) he goes out of his way to say he's doing it for selfish reasons (his own words) just because he thinks it makes him look cool.
- 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. That's God's house.
- First-Episode Twist: 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.
- Generic Cop Badges: In "Suicide Squad", he wears a detective badge despite being a captain.
- 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.
- Jerk with a Heart of Jerk: Season 5's The Venue seemed like it was going to set up Vulture finally being redeemed with him falling in love and becoming engaged to a wealthy philanthropist named Jean. But then it turns out he's been chronically cheating on her.
- Kill Steal: His nickname stems from his habit of swooping in on cases at the last second to get the credit.
- A literal example when he replaces Dozerman as Captain of the 99 when the latter dies suddenly and unexpectedly.
- 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.
- Villainy-Free Villain: Strictly speaking, The Vulture does not commit any crimes throughout the series. Everything he does is within his legal jurisdiction. Still, he’s such an obnoxious Jerkass that it’s impossible to feel any form of sympathy towards him. Though he did steal Boyle's coffee once.
Capt. Kim
Capt. Julie Kim
Portrayed By: Nicole Bilderback
- The Ace: Expert detective and police captain (even Jake and Holt, who dislike her on sight, recognize she could've gotten a placement at any precinct she wanted), designs skate parks as a side hobby, owns a large and tastefully decorated home, is on a personal basis with the Obamas... she's so talented and perfect it borders on parody.
- Angry Guard Dog: Subverted with her pet pitbull, Linus. She keeps him locked up because he's too nervous to be around people yet. He does still shred Terry's jacket to get at the party appetizers inside, though.
- Go-Getter Girl: The first female Asian-American captain in the NYPD. She idolizes Holt for his similar achievements in overcoming discrimination.
- Hero-Worshipper: Holt is her idol for his history as a trend-setting, boundary-breaking captain in the NYPD. The end of her introductory episode reveals that getting to work with him was her motivation for applying to the 99.
- Hidden Depths: Jake is surprised to learn that she's a passionate skateboarder (and actually knows a lot more about the sport than he does).
- History with Celebrity: In keeping with her being an inhumanly accomplished Parody Sue, she's good enough friends with the Obamas to dogsit for them.
- Nice Girl: She's unfailingly kind and wants to get to know each squad member on a personal level.
- Parody Sue: Verges on this. She's kind, polite, and accommodating to everyone, has a laundry list of achievements as outlined under The Ace, displays pretty much zero character flaws, and describes her "guilty pleasure" as community service. Jake and Holt both assume it's a front for a much darker true personality — it's not.
- Sheep in Sheep's Clothing: Jake and Holt suspected she had ulterior motives for wanting to work at the 99. "Captain Kim" reveals she did — she idolized Captain Holt and wanted to meet him and the people he cares about.
- We Hardly Knew Ye: She chooses to leave the Nine-Nine in the same episode she's introduced, feeling that there's "too much history" between Holt and the detectives for them to ever accept her.
Detectives
Det. Wells
Det. Teddy Ramos (né Wells)
Portrayed By: Kyle Bornheimer
An ex of Amy's whom she begins dating again after meeting up with him at a training session.
- Abhorrent Admirer: Towards Amy after their second (and final) breakup. He constantly tries to propose to her while she's in a very happy and stable relationship with Jake and at times when he is dating somebody else.
- The Bore: Quite possibly the most boring person alive. In Season 7, he wins the baby stroller contest by literally boring the other contestants into quitting.
- 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.
- Celebrity Paradox: The Marvel Cinematic Universe has been referenced a number of times in the show. Teddy's actor played a minor role in Agent Carter.
- Comically Missing the Point: Amy broke up with him because he was boring her to death, starting with his Pilsners obsession. He thinks the answer is to "level up" — become less boring— and that will win her back. Needless to say, it doesn't work, though for the NYPD's benefit he becomes a really competent specialist.
- Dogged Nice Guy: He's this to Amy, being determined to win her back through sheer persistence.
- Drink-Based Characterization: Besides Pilsners, his favorite drink is diet ginger ale. Ginger ale is naturally caffeine-free, and since it's diet, it lacks sugar. A perfect drink for someone as boring as him. Bonus points for him refusing to drink it because he's somehow worried that it will somehow get him too hyper.
- Entertainingly Wrong: He believes that Jake sabotaged his relationship with Amy since he knew that Jake had admitted he had feelings for her. It's reasonable to believe given Jake accidentally created the circumstances for their breakup by inviting Teddy to surprise Amy on a long trip to pick up a prisoner, seeing how miserable she was. That ended up not being the case; the year that Jake was undercover, Amy's relationship with Teddy foundered for different reasons, namely his obsession with Pilsners. She in fact reveals to Jake that she was going to break up with him the week after, in a more private setting. While everyone afterward maintains that Jake accidentally broke them up and he takes responsibility for that, they know that he had the best of intentions to support her relationship.
- Everyone Has Standards: He admits he's being a jerk when investigating a bomb threat and lengthening it to try and get Jake and Amy to call their wedding off. That backfired when Boyle discovered there was an actual bomb, and Teddy is shocked that his following correct procedure not only saved lives but also guaranteed Jake and Amy couldn't use that chapel. As an apology, he lends his robot to be the ring bearer.
- 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. In Season 7, he gets flanderized once more into a dull guy who's turned being boring into a superpower.
- Hypocrite: In "The Audit", after learning that Jake and Amy were only hanging out with him so that they could erase an insulting message they'd accidentally recorded onto his phone, he woundedly calls them "the worst". Jake is immediately compelled to retort that he's saying this moments after proposing to Amy in front of his current girlfriend.
- Innocently Insensitive: He genuinely doesn't seem to realise why his constantly proposing marriage to Amy is a problem for her, Jake, and any of the other women he happens to be involved with at the time.
- Meaningful Name: Fitting that someone so tedious would be named Teddy.
- 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." This said, he's apparently a bit less considerate with his other partners, judging by his tendency to keep proposing marriage to Amy despite (a) being in relationships with other people at the time, (b) her repeated statements that she's not interested in him and (c) his current partner being right next to him when he proposes to Amy.
- 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.
- Prince Charming Wannabe: In later seasons, he seems to be suffering the delusion that he's the Nice Guy hero of a romantic comedy where Amy is his Love Interest and Jake is the boorish Romantic False Lead he has to win her away from. In fact, he was the Romantic False Lead, Amy and Jake are happily in love with each other, and he's the obsessed loser who just can't get over the fact that he's been dumped.
- 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.
- Running Gag: His habit of proposing marriage to Amy irrespective of whether she — or he — is in a relationship at the time. Or about to get married. Or expecting their first child.
- 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.
- Stalker Shrine: It's heavily implied he has one for Amy as when he finds out that a bomber obsessed with killing Amy has a wall of Amy photos, Teddy says he doesn't see anything inherently creepy with that.
- Stalker with a Crush: For all his protestations (and other relationships) he pretty clearly has not got over Amy breaking up with him, as evidenced by the fact that he keeps proposing to her whenever they encounter each other regardless of her (and his) relationship status. He's pretty much harmless however.
- 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.
- Took the Wife's Name: In Season 7, he's revealed to have gotten married and took his new wife's name in a blatant attempt to look more interesting. Amy and Rosa aren't impressed.
Det. Pimento
Det. Adrian Pimento
Played By: Jason Mantzoukas
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:Pimento: White guy, svelte, thick brown hair, piercing blue eyes... I don’t know, I guess you could consider him classically handsome? Is that a weird thing to say?
- Ambiguously Jewish: He denies being Jewish when Charles and Jake ask him, but he is upset when he finds out that he has tattoos because he can't be buried in a Jewish ceremony, because he was planning on converting(maybe).
- Badass in Distress: His whole character archetype.
- Invoked in Season 7 - a doctor gives him drugs that screw with his memory, amping up Pimento's usual issues of paranoia, violent outbursts, and tolerance of pain since he can't remember at all why he would feel that way in the first place.
- Beard of Barbarism: He has a full beard and is a brilliant (albeit completely crazy) police officer who is constantly in nearly devastating trouble.
- 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.
- The Casanova: He sleeps with at least someone else new every single time he appears, from "doing Molly with" his boss's daughter and with a Real Housewives star.
- Chew Toy: Somewhat. He was instantly pitched to the audience as in non-stop brutal adventures.
- Cloud Cuckoolander: Although a pretty justified version due to being traumatized while undercover with Figgis, it gets even more extreme when he's suffering from a lack of short term memory when he returns in Season 7.There's a bomb in my chest!You know what a table is!
- 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 Is Cool: 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.
- When suffering from short term memory loss, Pimento (albeit unknown to himself) is so determined to make sure to remember certain tidbits of information to himself that he has someone tattoo the information onto his own body.
- Creepy Good: As only Jason Mantzoukas can be.
- Dark and Troubled Past: And how, often running concurrent to the main storyline. He 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.
- Invoked in Season 7, in which a doctor he investigates ends up intentionally giving Pimento drugs that give him short term memory loss a la Finding Dory.
- Determinator: So determined to do whatever job he has (undercover detective, insurance representative, private investigator) correct that he often goes to extremes... to the point where he unfortunately ends up doing the job itself wrong because of his paranoia and nature as a Broken Ace.
- 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.
- Freudian Excuse: The 12 years he spent undercover in a vicious criminal organization working for a sociopathic mobster alongside an untold number of traumatic experiences outside of that have all taken a serious toll on his psyche.
- Genre Refugee: Downplayed as he belongs in a cop show, however with his dark backstory and troubled mental state he clearly belongs in a more serious show than the one he's in.
- Guest-Star Party Member: Briefly is assigned as a detective with the 99 again upon returning from his job undercover, but then leaves once Figgis is revealed to be hunting him. After this, he's Commuting on a Bus.
- 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. That being said, he's more sympathetic than other examples and he does have a very understandable reason for his violent tendencies - he spent 12 years undercover in an intensely brutal criminal organization where he was forced to engage in violent crimes to keep his cover and having to later go on the run in a number of foreign countries to avoid mobsters and corrupt cops out for his blood. Needless to say, it's no wonder the man is so psychologically messed up.
- I Want My Beloved to Be Happy: One of his virtues is that he takes his breakup with Rosa well. In fact, when reuniting with Jake and Boyle, he expresses relief that she is happy and hopes that she finds true love.
- Knight Errant: One of the tropes he thoroughly deconstructs. He's always in international scrapes, but these are portrayed as morally grey at best.
- Large Ham: Thanks to his paranoia and frequent mood swings, Pimento can be very over the top.
- Mood-Swinger: Pimento isn't the most stable of person. He has a lot of very powerful emotions and can switch from cheerful and ammiable to violent rage, to panic, to deapair, and back to cheery again at the drop of a hat.
- New Job as the Plot Demands: After getting fired from the NYPD.
- No Sense of Personal Space: He strips immediately when Charles asks him to and tries to hug Jake while fully naked.
- 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: Pimento's one paranoid delusion that usually turns out to be true is when he suspects someone is 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 from Season 5 onward. He appears on-and-off in Rosa-centric episodes and even comes back for episodes after their breakup, but he isn’t as prominent as he was at the end of Season 3.
- Rabid Cop: A surprisingly literal version.
- 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.
- Surprisingly Realistic Outcome:
- Twelve years undercover in an absolutely brutal criminal organization have 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.
- Too Kinky to Torture: Pimento has a tendency to end up at the receiving end of some rather savage beatings... but most of the time it's because he encourages them.
- Would Hurt a Child: Played for Laughs. When he thinks that Jake and Rosa need him to kill someone, he informs them that he won't kill children... but that he'll make an exception "if the kid is a dick."
Det. Lohank
Det. Lohank
Played By: Matt Walsh
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.
Other Cops
Lt. Hawkins
Lt. Melanie Hawkins
Played By: Gina Gershon
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 main focus of the last few episodes of Season 4, and exposing her for framing the two is the 99's main goal for the first two episodes of Season 5.
- 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 Rosa’s 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.
Lt. Peanut Butter
Lt. Peanut Butter
Played By: Horses
A recurring horse of the NYPD.
- Enemy Mine: While they aren’t as much enemies as Boyle keeps getting upstaged by him unintentionally, Charles still begrudgingly employs him to get Jake back to the Precinct during a blackout so he could get to his in-labour wife in time.
- Rank Up: In his first appearance he was a Sergeant, but by his next, he had been promoted to Lieutenant.
- The Rival: To Charles; Peanut Butter frequently steals the spotlight from him and his career is moving much faster.
Ofc. Fogle
Officer Deborah Lynn "Debbie" Fogle
"I can do anything I put my mind to."
Played By: Vanessa Bayer
Holt's new partner during his year-long demotion to being a patrol officer. She's a peppy, happy officer with a love for her pedometer app, and she's full of advice about how to be an effective Patrol Officer.
- Affably Evil: Her sweet and plucky personality doesn't change even a fraction after she's outed as a Dirty Cop, and she genuinely doesn't want Jake or Rosa to get killed by Nucci.
- Ambiguous Situation: With the reveal in "Debbie" that she's a Dirty Cop, how much of her backstory that she told Holt in "Manhunter" is true is left up for debate. Her actions in the former episode seem entirely oriented towards impressing her mother, and neither of them make any mention of an alleged twin sister.
- Anti-Villain: Her only motivation for working for Nucci and stealing from the Nine-Nine was to get enough money to pay for her dad's medical treatments. After she finds out the family managed to come up with the money by other means, her actions get much less defensible, but even then she's mostly acting on panic and cocaine-induced mania.
- Arc Villain: Is the focus of a brief arc in Season 7 (primarily the end of "The Jimmy Jab Games II" & "Debbie") where she steals drugs and guns for a crime boss before taking Jake and Rosa hostage in a series of coke-fueled, out of control errors in judgement.
- Beware the Silly Ones: A timid dork of a cop who manages to take out Rosa in hand-to-hand combat.
- Crouching Moron, Hidden Badass: She cleared out the interrogation room and stole everything inside, including guns. She also manages to defeat both Jake and Rosa in hand-to-hand combat, but she also doesn't seem to be faking her naivety and general dimness.
- Dare to Be Badass:
- Holt encourages her to stop settling for busywork and help him solve a case before Jake. She meets him halfway and decides to nervously tag along.
- Charles mentors her into performing in the Jimmie Jab Games.
- Descent into Addiction: In record time. She takes to cocaine very quickly.Debbie: I just did more coke. It's my thing now!
- Didn't Want an Adventure: Debbie is fully aware that she is constantly assigned meaningless tasks. However, unlike Holt, she loves every minute of them.
- Dirty Cop: She's revealed to be working for infamous drug lord Silvio Nucci.
- Expository Hairstyle Change: Wears her hair in a tight bun for her first few appearances, demonstrating her straight-laced, rules-following personality. As of "Debbie", she's Letting Her Hair Down, and the same episode reveals she's actually a Dirty Cop. She also acts much more reckless and unhinged in general in said episode.
- Hidden Depths: You'd never know it from her personality, but her main motivation for joining the NYPD was to hunt down the person who killed her twin sister and bring them to justice.
- Hollywood Tone-Deaf: Downplayed. Charles encourages her to sing in front of the squad in "The Jimmy Jab Games II", and while the results aren't awful, they're definitely less than impressive.
- Minion with an F in Evil: She's really bad at acting as a mole in the Nine-Nine, demonstrating little-to-no skill at hiding her true intentions or deceiving the main cast. She only gets as far as she does in "Debbie" due to Jake and Rosa repeatedly enabling and underestimating her.
- Most Definitely Not a Villain: Her attempts to play cool after the heist don't fool anyone.
- Non-Action Guy: Despite being a uniformed police officer, she has absolutely zero physical skills or survival instincts. Subverted after she's outed as a dirty cop, where she reveals she takes self-defense courses and manages to take down Jake, Rosa, and Silvio.
- Perpetual Smiler: In contrast to Holt, Debbie is almost always smiling.
- Remember the New Guy?: Despite ostensibly being a member of Amy's uniformed officer squad, she's never seen before "Manhunter" when she becomes Holt's new partner. After that episode, the entirety of the main cast seems to already be on a first-name basis with her.
- Shrinking Violet: She is too terrified to barely speak in front of the Nine Nine.
- Standard Cop Backstory: Played for Laughs. She is a totally sweet useless police officer, whose twin sister was murdered, for whose killer she is looking.
- "Well Done, Daughter!" Girl: "Debbie" introduces the audience to her mother, who's cold and at times verbally abusive, and whom Debbie just wants to impress for once. This trait enables her to bond with Rosa, and encourages the latter to advocate for Debbie getting a reduced prison sentence after she's arrested.
Federal Bureau of Investigation (F.B.I.)
S.A. Annderson
Special Agent Bob Annderson
" 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."
Played By: Dennis Haysbert
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.
- Arc Villain: With Figgis as The Ghost, Bob is the main antagonist for the final two episodes of Season 3 as the 99 try to find the informant in the FBI.
- Better Living Through Evil: The reason he has no regrets about going dirty — he made a lot of money.
- Break the Haughty: After getting captured by the Nine-Nine detectives, Bob refuses to cooperate with their interrogation under the belief that they are in more danger from Figgis than he is. His confidence gets shattered when Jake tricks him into believing that Figgins was about to assassinate him, causing Bob to reveal all of his evidence.
- 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.
- 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.
- My Nayme Is: Unlike the normal "Anderson," his name is spelled as "Annderson." He takes this trope way too seriously, as he threw a disproportionate fit because he got a letter of commendation that mispelled it the more "common" way.
United States Postal Inspection Service (USPIS)
S.A. Danger
Special Agent Jack Danger (pronounced Dong-ir)
"We guard what you lick."
Played By: Ed Helms
An annoying federal agent that Jake is forced to work with on a drug investigation.
- Awesome Mc Cool Name: Subverted. Jake is initially excited to be working with Jack Danger, but then the guy introduces himself as Jackie Dong-er and it just goes downhill from there.
- Heroic Wannabe: Is excited to join the NYPD on a drug bust, although he regards the Postal Service as superior as they are "technically" a Federal agency.
- Inferiority Superiority Complex: He deals with the Post Office's reduced relevance mostly through transparent denial.
- I Reject Your Reality: Stubbornly refuses to acknowledge what "Going Postal" actually means.
- 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).
- Pronouncing My Name for You: He insists that his last name is pronounced Dong-ir; he claims it's an old Dutch name.
- Small Name, Big Ego: He acts like he and his department are the single most important part of law enforcement when in reality, they're barely even mentioned in the bigger picture. The fact that he considered the cops small fry shows just how arrogant he is.
New York City Fire Department
Fire Mar. Boone
Fire Marshal Boone
Played By: Patton Oswalt
The dimwitted marshal of the fire department, who harbors an intense hatred for the 99.
- Bonding over Missing Parents / Commonality Connection: He briefly bonds with Jake over their respective Disappeared Dads.
- Chuck Cunningham Syndrome: Has not appeared since Season 1 without any explanation.
- 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.
- 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.
- Tuckerization: Gets his last name and position from one of the show's associate producers, Marshall Boone.
- 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.
United States Marshal Service
Mar. Haas
Karen Haas
Played By: Maya Rudolph
A U.S. marshal who Jake and Holt under their aliases, Larry and Greg, meet up several times with while in Florida.
- Damsel in Distress: Is held hostage by Figgis in his hideout, although she gets rescued off-screen.
- Mrs. Robinson: Cheats on her husband with a much younger man named Marco.
Department Of Corrections
W. Granville
Warden Granville
Played By: Toby Huss
The warden of the prison where Jake was sent after being wrongfully convicted.
- Even Evil Has Standards: Despite his lack of concern for the inmates, he wants to stop meth from being trafficked in the prison. He also shows some genuine concern for the victims of transphobia.
- Evil Versus Evil: He's an abusive warden while his chief opponent Romero is a brutal drug runner.
- Wardens Are Evil: Enables his officers to engage in brutality and shows no concern over prisoners killing each other.
