Detective Jake Peralta (Andy Samberg) is a talented, but carefree police detective at Brooklyn's ninety-ninth precinct who, along with his eclectic group of colleagues, are used to having a lax captain around the office. However, when tightly-wound Captain Ray Holt (Andre Braugher) takes over, he is determined to make this dysfunctional group of detectives into the best precinct in Brooklyn.

When Jake (Andy Samberg) is late for roll call, Captain Ray Holt (Andre Braugher) assigns him to a graffiti case that Jake feels is below his level. However, when the culprit turns out to be the Deputy Commissioner's son, the case becomes a major problem. Meanwhile, Gina's (Chelsea Peretti) psychic friend visits the precinct and gets inside Charles' (Joe Lo Truglio) head.

Jake has a slew of unsolved cases that he can't seem to close, and the other detectives don't want his losing streak to rub off on them. Meanwhile, Holt asks Amy to run lead on the Junior Policeman Program for at-risk youth, and she enlists Rosa and Gina's help. Also, Boyle helps Sergeant Jeffords with a special case he cannot solve.

Much to the team's annoyance, Jake hits on an attractive medical examiner, Dr. Rossi (guest star Mary Elizabeth Ellis), at a crime scene and holds up the autopsy report. He learns his lesson when Dr. Rossi turns out to be more than he bargained for. Meanwhile, Amy's purse-snatching case is stalled when the sketch artist is out sick, but she discovers that Sgt. Jeffords has hidden artistic talents.

A detective (guest star Dean Winters) from Special Crimes, takes over Jake’s nearly solved murder case and steals his thunder. Over a few drinks, Jake enlists the precinct to get revenge and find the murder weapon before “The Vulture” does. Across town, Captain Holt and Gina help Terry get re-certified to carry a gun

It's Halloween night, a busy time of the year for any police precinct. Amy detests the holiday, and is not thrilled when she has to don a costume to go undercover on street patrol with Charles. Back at the precinct, Jake bets Captain Holt that he can steal his Medal of Valor before midnight, which results in him bringing out some costumes of his own.