Courtney makes his first mayoral appearance at his old elementary school and discovers that their music program, which helped changed his life, is in danger of being eliminated. Val educates Courtney about how he needs to "work the system" in order to provide the school with appropriate funding, and they work together to outsmart Councilman Ed Gunt. Meanwhile, Jermaine proudly embraces his new role as communications director, as Dina pushes T.K. to realize the significance of his job as director of Constituent Services.

As Halloween approaches, Mayor Courtney Rose and Police Chief Fox find themselves at odds on how to handle the community's first annual spook-tacular celebration at City Hall. During the night of the bash, it dawns on Courtney that throwing a party to keep kids safe doesn't address the bigger issues in Fort Grey and plans to work with Chief Fox going forward. Meanwhile, Dina gets into the spirit by dressing up as Congresswoman Maxine Waters, while Jermaine and T.K. set out to prank Val who has the last laugh when she outsmarts the guys at their own game.