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"Maximum Security" is the 21st episode of Season Three of the FOX television show Brooklyn Nine-Nine. It is originally aired on April 5, 2016 to 2.71 million viewers.

Episode Synopsis[]

In an attempt to get information on a criminal operation, Amy has to go undercover at a women’s prison and befriend one of the prisoners. Meanwhile back at the precinct, Holt and the team plan a fake funeral in an attempt to catch a hitman.


Continuing from the last episode, the core group has decided to bring Jimmy "the Butcher" Figgis down after Pimento went into hiding. They only know two key factors; there's a hitman in the FBI with a scar on his right hand, and that Figgis has a sister, Maura, who is in a maximum security prison in Texas. They need someone to go undercover and befriend Maura, and while Amy volunteers, the group chooses Rosa since she's tougher.

Back in Holt's office, Holt discusses a way to lead the hitman to them. They'll fake an investigation to find "Pimento's" body, and hold a "funeral" for the deceased. Using Gina's suggestion, they use Hitchcock as a body double for Pimento, forge the coroners signature, and notarize it, making it look like a real investigation.

Meanwhile, Rosa is going over her undercover alias with Jake and Boyle. She will be "Isabel Cortez" a pregnant inmate who is being transferred, while Jake and Boyle will pose as the prisons OBGYN doctors to brief with her when possible. They go down to Texas and let Rosa into the prison, but when she gets inside, a convict she arrested long ago recognizes her immediately. With her cover blown, Jake turns to Amy and asks her to become "Isabel Cortez".

Amy/"Isabel" enters prison, and soon makes a name for herself as a supplier for objects from the outside (burner phones, drugs, porn etc.). This catches the attention of Maura, who threatens "Isabel". if she doesn't stop. When "Isabel" steps up to her, Jake pulls her into the doctor's room and warns her that she might be in danger and tells her to take it slow. Amy does keep a bit of a slow pace around Maura, but Jake keeps pulling her back into the doctors' office with ridiculous excuses.

Back in Brooklyn, the rest of the squad initiate the fake funeral for Pimento. Gina and Holt greet the mourners with high-fives (it was originally handshakes, but they needed to find the person with a scar on their palm), but things go slow. They do find a suspect wearing black gloves and corner him but find out he's only a pickpocketer. With the funeral almost over, Rosa gives a eulogy saying that there's nothing that can bring back Pimento. Terry reminds her however that they will not stop until Figgis is arrested and then Pimento will come back.

Back in the prison, Amy intentionally pushes Maura out of the frustrating orders, and she and Jake argue about his orders. Jake admits that he isn't strong enough to be here and watch Amy undercover surrounded by violent inmates, and wanted her safe. It's decided that Jake will take himself off the case, and the couple stages a beat up in front of the inmates. As Jake heads back to Brooklyn, Boyle watches the camera feeds and sees Maura invite "Isabel" into her team.


Actor Character
Andy Samberg ... Jake Peralta
Stephanie Beatriz ... Rosa Diaz
Terry Crews ... Terry Jeffords
Melissa Fumero ... Amy Santiago
Joe Lo Truglio ... Charles Boyle
Chelsea Peretti ... Gina Linetti
Andre Braugher ... Captain Ray Holt
Dirk Blocker ... Michael Hitchcock
Joel McKinnon Miller ... Norm Scully
Aida Turturro ... Maura Figgis
Carrie Armstrong ... Roena Luesto
Nicole J. Butler ... Sylvia Dunnes
Charmel Catrell ... Martie
Josh Feinman ... Mystery Guest
Paul Mabon ... Officer Lou
Tricia McAlpin ... Maggie
Ken Narasaki ... Li Ongoing


  • Amy Santiago goes undercover in this episode as a pregnant woman Isabel Cortez. Melissa Fumero was pregnant with her first child during filming which is why this story line was written in. It's also why Amy wasn't shown from the waist down for much of the episode until her prison scenes.
  • During the "Dr. Goor Productions" card after the end credits, we hear a prison cell door closing instead of the usual "shh." Another episode to receive this treatment was Terry Kitties, in which instead of the shush, we hear a cat meowing.