Young rapper Courtney Rose needs his big break. For years, he’s toiled away in a small inner-city apartment, making music in his junk-filled bedroom closet. Tired of waiting for an opportunity to knock, Courtney cooks up the publicity stunt of the century – running for mayor of his California hometown, Fort Grey, to generate buzz for his music career. But his master plan goes wildly awry, ending in the most terrifying of outcomes: an election victory.

Courtney appears at his old elementary school and discovers that their music program is in danger of being eliminated. Val educates Courtney about how he needs to "work the system" in order to provide the school with funding. Meanwhile, Jermaine proudly embraces his new role as communications director.

As Courtney settles into his new role as mayor, he’s faced with a dismal approval rating as the citizens of Fort Grey express their lack of confidence in his ability to lead, as well as those on his own staff. He realizes that he needs to take an unconventional approach when dealing with Councilman Ed Gunt and comes up with a plan to quickly turn public opinion in his favor.

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, so Courtney comes up with a more comprehensive plan. Meanwhile, Dina gets into the spirit by dressing up as Congresswoman Maxine Waters, while Jermaine and T.K. set out to prank Val.

When Fort Grey’s public transportation comes to a halt due to the bus driver's union strike, Courtney finds himself outmatched by Amber, the fierce Transit Union lawyer. T.K. and Jermaine attempt to solve the issue by employing a focus group which quickly turns unruly. Meanwhile, Dina and her two best friends are excited about their annual tradition of taking a sick day to pamper themselves, but their plans get derailed.

After going on a date with an old flame with ulterior motives, Courtney realizes that hidden agendas also apply to dating now that he's a public figure. Meanwhile, Reverend Ocho Okoye tries to get a hesitant Dina to join the church choir.