Raymond Holt becomes the captain of the NYPD’s fi
Raymond Holt becomes the captain of the NYPD’s fictional 99th precinct and almost immediately clashes with Jake Peralta, who’s as immature as he is skilled at solving crimes. Despite their clashing personalities in their work approach, both learn to tolerate and respect each other while solving crimes, and establish the precinct’s annual Halloween heist in the process. Jake’s partner, Amy Santiago, repeatedly tries to ingratiate herself with Holt, as she’s a fan of his work. Jake and Amy have an ongoing bet over who can get the most felonies, which ultimately ends with Jake winning. He takes Amy on a fake date but starts to develop actual feelings for her in the process.
Jake’s friend, Charles Boyle, struggles in his romantic life as he has a crush on fellow Detective Rosa Diaz, who does not reciprocate his feelings. He is awarded with a Medal of Valor after he is shot in the buttocks while protecting Rosa from a criminal with a grudge against Holt. At a party thrown by Holt and his husband, Kevin, he enters a relationship with a food author named Vivian Ludley and becomes engaged to her, but the two break up when Charles refuses to move to Canada with her. Meanwhile, Sergeant Terry Jeffords struggles to return to the field after the birth of his twin daughters, but eventually overcomes his fears.
Amy begins dating her old boyfriend Teddy Wells, much to Jake’s jealousy. Jake eventually uncovers a large conspiracy while investigating a civics leader with Amy and Holt’s help, forcing him to go undercover for the FBI to investigate. Before he leaves, Jake confesses his feelings to Amy. Charles is shocked to find that after Jake’s departure, he slept with the precinct’s sardonic civilian administrator, Gina Linetti.
Jake returns to the precinct after going undercover to help take down the mafia. After struggling to get over his feelings for Amy, he begins a relationship with defense lawyer Sophia Perez, which ends based on their conflicting professions. Amy decides to break up with Teddy due to his dull personality.
Charles and Gina attempt to keep their secret relationship before deciding to expose it to the precinct after Jake and Amy catch them in the act. After ending it, they end up accidentally hooking up Charles’ father with Gina’s mother. They initially attempt to break it up, but eventually accept it as their parents get married. Meanwhile, Rosa begins a relationship with Holt’s nephew Marcus.
Holt engages in a battle of wits with his old colleague turned rival, Deputy Commissioner Madeline Wuntch. She initially tricks him into accepting a high budget to combat a newer drug on the market called “Giggle Pig”, but a task force led by Rosa ultimately succeeds in taking down the operation with assistance from Jake and the Pontiac Bandit.
When they eventually stop a high-stakes robbery case with Wuntch’s assistance, she reveals she helped them succeed so Holt could become the head of the NYPD Public Affairs Division, resulting in him leaving the Nine-Nine. Amy and Jake kiss while they are on an undercover job and a relationship develops.
Following the kiss that Jake and Amy had, the two decide to pursue a real relationship. The Nine-Nine gets a new captain, Seth Dozerman (Bill Hader) who dies of a heart attack after seeing Jake and Amy kissing. The Vulture assumes command of the precinct, but Holt retakes it thanks to Jake after the two of them catch a serial killer. Charles begins a relationship with Genevieve, an art curator who was framed for insurance fraud. Terry’s wife gives birth to their third daughter, Ava, on Thanksgiving.
Rosa breaks up with Marcus and begins a new relationship with Adrian Pimento, a detective who’s been undercover for 12 years. Rosa and Adrian get engaged, but Adrian is forced to go into hiding when Jimmy “The Butcher” Figgis tries to have him killed by someone tied to the FBI. Amy goes undercover in a women’s prison in Texas to find out which FBI informant is tied to Figgis and discovers it was Holt’s former partner that they were working the case with, Bob Annderson. They capture Bob and use his knowledge to take down most of Figgis’ empire. Jake receives a call from Figgis threatening his and Holt’s lives, forcing the two to go to witness protection in Florida.
Jake and Holt are placed in Florida as part of the witness protection program until the Nine-Nine helps them take down Figgis. The squad is subsequently punished by being placed on the night shift, but are put back on the day shift when Captain Jason “C.J.” Stentley is transferred from active duty for his incompetence. Charles and Genevieve adopt a son, Nikolaj. Adrian returns and resumes his romance with Rosa, but they call off their wedding and decide to take their time getting to know each other. Jake and Amy move in together after having a bet to see which of them can keep their apartment for catching the most escaped criminals. Gina gets hit by a bus and becomes pregnant with the child of a Boyle cousin, Milton. She also saves the precinct from getting shut down. Terry becomes a victim of racial profiling. Jake and Rosa compete for a spot on their idol Lt. Hawkins’ task force, but Hawkins turns out to be a dirty cop and she frames them for bank robbery. They are found guilty and are each sentenced to 15 years in jail.
Jake and Rosa adjust to life in jail before the Nine-Nine are able to bust Melanie Hawkins when Holt is forced to make a deal with local mobster Seamus Murphy. After their release, Jake realizes he’s not ready to be back out in the field right away and Rosa breaks up with Adrian. During the fifth annual Halloween heist, Jake proposes to Amy and they get engaged. On a trip to Los Angeles for the funeral of the Nine-Nine’s previous captain, Holt learns he’s in the running to become the new police commissioner and the crew vows to help him deal with Murphy. Rosa comes out as bisexual. Gina returns to the Nine-Nine after spending months on maternity leave. Though the crew successfully finds a loophole that allows Holt to keep up his deal with Murphy without jeopardizing his moral code, Murphy finds out about their ruse and threatens Kevin’s life.
Kevin is forced to remain in a safe house with Jake for two months to avoid detection from Murphy. After the Nine-Nine successfully locates Murphy’s hideout, Kevin takes down Murphy and the mobster and his men are successfully apprehended. Charles attempts to run his own food truck business. Amy passes the Sergeant’s Exam. After their wedding plans fall apart from a bomb threat, Jake and Amy get married outside of the precinct. The season ends at the after-party of their wedding where the squad is unsure whether Holt won the Commissioner title or not.
Holt finds out he lost the commissioner position to John Kelly and is sent into a deep depression until Jake and Amy encourage him to stand up to Kelly’s regressive policies, resulting in the new commissioner retaliating against the Nine-Nine. Gina quits her job after deciding that her talents would be better spent elsewhere and becomes a successful internet celebrity. Amy and Jake debate on whether they want kids or not. Terry passes the Lieutenant’s Exam, and wins the “Cinco de Mayo” Heist aka Halloween Heist for the first time. However the Nine-Nine doesn’t have enough funds for him to stay and he finds out that he might be transferred to Staten Island.
Jake and Holt discover that Kelly is using his new anonymous tip app to illegally wiretap the population, forcing them to recruit some of their old rivals to help expose his crimes. Thanks to Jake and Wuntch staging an arrest for a fake kidnapping, Kelly is suspended and Wuntch becomes the acting commissioner. She uses her new position to allow Terry to stay at the Nine-Nine and force Holt to make up for his missing patrol officer days.
Holt struggles with adjusting to his demotion to a patrol officer. He eventually returns to his captain position after the unexpected death of his rival, Madeline Wuntch. Jake and Amy decide to start trying to have a baby and eventually find out that they’re expecting after struggling to conceive for six months. Charles is accepted into one of Holt’s new task forces. For the first time in the precinct’s history, the Halloween Heist produces a three-time winner after Rosa wins the Halloween, Valentine’s Day, and Easter Heists.
Brooklyn experiences a blackout on the night Amy’s water breaks. Amy manages to successfully lead blackout protocols while Jake and Charles stop a group of bank robbers that caused the city-wide chaos. With help from their colleagues, Jake manages to make it to Amy just as she gives birth to their son, McClane “Mac” Peralta-Santiago.
The precinct experiences drastic changes as a result of the COVID-19 pandemic and the George Floyd protests. Rosa quits her job and becomes a private investigator after losing faith in the system, Holt struggles to maintain his relationship with Kevin, and Hitchcock retires and keeps in touch with Scully via FaceTime. Jake and Amy attempt to keep their work lives under control during their first year as parents. In response to the increasing tension between officers and the citizens, Amy plans to implement a major reform program, which puts her in the crosshairs of old-school NYPD Union President Frank O’Sullivan. Jake is suspended for five months after making a wrongful arrest on a case he was let go from.
Holt ultimately repairs his relationship with Kevin and they renew their vows. The squad also successfully stop O’Sullivan from sabotaging the reform program proposal, leading to the commissioner implementing it citywide and appointing Holt and Amy as deputy commissioner and chief of the program, respectively. With Amy’s new position making their parenting schedule more difficult, Jake decides to quit his job to be a full-time father while Terry becomes the new Captain of the precinct. The series ends with all of them deciding to continue their Halloween Heists despite their life changes.
The Nine-Nine: A Heist of a Lifetime
The air crackled with a nervous energy as Captain Raymond Holt, the epitome of order and efficiency, took his place in the hallowed halls of the 99th precinct. He was a stern but fair leader, a stark contrast to the boisterous chaos that was Detective Jake Peralta, the precinct’s resident jokester and master of the unorthodox.
Their first encounter was a whirlwind of clashing personalities. Jake, always eager to impress, attempted a playful “good morning” routine, only to be met with a steely gaze and a curt reminder of the importance of professionalism. Amy Santiago, Jake’s partner and a meticulous rule-follower, found herself caught in the middle, desperately trying to bridge the gap between the two.
Despite their initial friction, a common ground emerged – a shared passion for solving crimes. Jake’s impulsive, unorthodox methods, coupled with Amy’s meticulous planning, proved to be a winning combination, leaving even Holt impressed.
The precinct’s annual Halloween heist, a chaotic tradition of pranks and elaborate disguises, became a surprisingly unifying force. It was Jake’s brainchild, and while initially hesitant, Holt eventually embraced the spirit of the event, adding his own touch of strategic brilliance.
The year was filled with twists and turns. Charles Boyle, Jake’s loyal friend, experienced a rollercoaster of emotions, from the heartbreak of his unrequited love for Rosa Diaz, to the unexpected joy of finding love with Vivian Ludley. Terry Jeffords, a model officer and family man, faced his own challenges as he navigated the anxieties of fatherhood and the pressures of returning to the field.
But the biggest surprise came in the form of Jake and Amy’s evolving dynamic. Their constant competition, the “felony count” bet, masked a deeper connection. While Jake enjoyed his fake date with Amy, his genuine feelings began to surface. The tension between them simmered, punctuated by Amy’s ill-fated attempts to woo Holt.
As the year unfolded, a major conspiracy emerged, leading Jake undercover with the FBI. Before his departure, he confessed his feelings for Amy, leaving a bittersweet note in their wake.
Jake’s undercover operation proved to be a turning point, revealing a sinister mafia network. His return, though triumphant, brought a painful realization – his feelings for Amy were real, and he had to find a way to reconcile them with her burgeoning relationship with Teddy. Meanwhile, Charles stumbled upon a shocking secret, revealing Gina’s affection for him.
The year was a whirlwind of love, loss, and thrilling investigations, culminating in a series of events that shook the precinct to its core. Jake and Amy’s burgeoning romance blossomed, Holt faced a betrayal by his former partner, and the Nine-Nine faced a major threat from Jimmy “The Butcher” Figgis, a ruthless mob boss.
Through it all, the precinct stood united, their individual strengths and flaws weaving a tapestry of camaraderie and courage. The 99th precinct, with all its quirks and idiosyncrasies, proved that even in the face of danger and heartbreak, the bonds of friendship and shared purpose could triumph. The story of the 99th, like a thrilling heist, was never predictable, always exciting, and ultimately, a testament to the human spirit’s ability to find light even in the darkest of times.