When Jake arrives late for work, Captain Holt decides to shadow him. However, the arrest they make proves complicated. Meanwhile, a psychic friend of Gina's gets inside Charles' head.
With a backlog of unsolved cases, Jake finds himself in a slump. Meanwhile, Amy is put in charge of the Junior Police Program for at risk kids, but her efforts to inspire them fall flat.
Jake meets an attractive Medical Examiner, but their relationship slows down her work, much to his colleagues' annoyance. Meanwhile, Amy desperately tries to impress Holt.
Jake makes a foolish bet with Holt that he can steal his Medal of Valor before Halloween is over, while Amy is forced to wear a costume while undercover with Charles.
Jake is horrified when his hero, Jimmy Brogan, a crime writer, accompanies him on the job, and threatens to quote him in a damning article. Meanwhile, Rosa has to work on her attitude in court.
Jake's favorite pizza place burns down and he is determined to prove the owner was not responsible. Meanwhile, Amy is jealous of Rosa's being offered a promotion, and Terry and Gina have to hire a new IT specialist.
When Holt receives death threats, he surprisingly puts Jake in charge of his security. Meanwhile, Terry undergoes a psych evaluation, and Amy tries to make the perfect holiday card for Holt.
Jake convinces Rosa to make a deal with a criminal in order to catch a car thief, while Charles makes an awkward return to the precinct, and Holt tries to get rid of two puppies.
Jake and Amy's ongoing bet about who can make more arrests comes to a close. Charles receives the Medal of Valor for getting shot in the line of duty, but the pain medication he is taking causes him to reveal his true opinions.
Jake begins to have second thoughts about putting Terry back in the field for a dangerous undercover assignment, while Rosa and Amy try to help Gina after she is robbed.
Jake is hurt when Amy tells him that she is considering leaving the precinct, while Terry helps Holt redesign the precinct to make everyone more productive.
Jake tries to keep Charles from going "full Boyle" on his new girlfriend. Meanwhile, Rosa and Amy are reluctant to help an amateur caped crime fighter, and Holt faces competition for the presidency of a police organization he founded.
Due to his crippling debt, Jake faces losing his apartment, and asks Gina for help. Rosa and Charles clash with one of the weekend officers, and Holt and Terry ask their officers to conduct self-evaluations.
Jake tries to set a new record on a training course, Rosa is angry when she does not get an invite to Charles' wedding, and Gina helps Holt overcome his newfound addiction to a game on his smartphone.
Jake tries to convince Charles to stand up to Vivian before the wedding, Terry struggles to stick to a diet after Amy and Gina give up, and Holt tries to get Rosa to make a sincere apology to an officer she offended.
Jake and Terry try to solve an apparently unsolvable case, Amy lies to Holt in order to dodge work and escape for a romantic weekend away, while Gina and Rosa introduce Charles to "Babylon", their secret bathroom.
