|Season 3, Episode 21|
|Air date:||April 5, 2016|
|Written by:||Laura McCreary|
|Directed by:||Victor Nelli, Jr.|
"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.
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 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 more 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 "Isabelle 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 the prison 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 "Isabelle".
|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|
|Josh Feinman||...||Mystery Guest|
|Paul Mabon||...||Officer Lou|
|Ken Narasaki||...||Li Ongoing|
- Amy Santiago goes undercover in this episode as a pregnant woman. In reality, Melissa Fumero was actually pregnant with her first child during filming.