When Jake is asked to negotiate a hostage situation with a jewel thief, he learns that the culprit seems to be a familiar face; Gina and Amy help Charles manage the high demands of his food truck.

After Seamus threatens Kevin, Holt devises an elaborate plan to hide him in a safe house, using Jake as his guard; Kevin is miserable as the 99 works overtime to find Seamus and take him down.

The precinct looks for a loophole when Seamus Murphy returns to redeem the favour Holt owes him. They try to find a way that Holt can uphold his end of the bargain, but not break any laws.

Rosa opens up to her colleagues and fields questions, then asks Jake to help tell her parents the big news. But they ignore what she tells them and stick with their old views.

The precinct travel to Los Angeles for a funeral. With applications being taken for Chief Commissioner of the NYPD, Jake tries to get Holt back to New York so he can interview for the job. Amy stays with estranged Boyle family members.

An author's latest manuscript is stolen; Terry, Jake and Rosa go under cover at a fantasy fiction convention to find the culprit; Terry admits he's been writing a book; Holt, Amy and Charles take a forensics course.

Jake and Amy try to use Thanksgiving dinner as an opportunity for their parents to bond. Holt's Thanksgiving pie goes missing, and he mounts a search for the culprit.

The unwelcome "Vulture" returns and threatens to take something away from Jake and Amy; Boyle and Rosa must find a missing NYPD horse; Holt challenges Terry to be less image conscious.

Jake and Terry must go under cover at an illegal gambling club to catch an infamous arms dealer; Holt teaches them the art of poker, but his addiction resurfaces; Boyle buys a food truck that was formerly used in a brutal string of murders.

The precinct embarks on its fifth annual Halloween Heist. Everybody has a plan, no one is safe, and relationships and friendships are sorely tested.