Original air date: 09/26/2017 Runtime: 21:29 min. Jake and Rosa assimilate to their new lives behind bars, but both are coping in very different ways. Jake bonds with his cellmate, Caleb (guest star Tim Meadows), and is forced to join a prison gang led by notorious inmate Romero (guest star Lou Diamond Phillips), in order to gain his protection. Meanwhile, in the women’s prison, Rosa puts Holt and Terry to the test by having them complete outrageous favors for her. Back in the precinct, Amy and Charles are doing all they can to exonerate their colleagues.
Original air date: 10/03/2017 Runtime: 21:47 min. When the warden (guest star Toby Huss) asks Jake to investigate Romero’s (guest star Lou Diamond Phillips) drug smuggling operation, Jake and Caleb (guest star Tim Meadows) find themselves caught between the loyalty Jake has sworn to both of them. Meanwhile, Amy is offered a deal by a local mobster who claims he can prove that Hawkins (guest star Gina Gershon) is guilty, but Holt and the rest of the gang think they have a safer plan.
Original air date: 10/10/2017 Runtime: 21:33 min. Now that he’s officially back at the precinct and desperate to solve a real case, Jake finds a loophole to get out of his temporarily designated desk duty. Unfortunately, that loophole rests on his ability to pass an official evaluation performed by Holt. While Charles provides Jake with moral support, Terry and Amy help Rosa, who believes Pimento may be cheating on her.