Young rapper Courtney Rose needs his big break. Tired of waiting for opportunity to knock, he runs for mayor of his California hometown to generate buzz for his music career. But his master plan goes awry when he wins the election.

Courtney makes his first mayoral appearance at his old elementary school and discovers that their music program is in danger of being eliminated. Val and Courtney conspire to "work the system" in order to find money to save it.

Courtney settles into his new role as mayor, but is faced with a dismal approval rating as the citizens of Fort Grey lack confidence in him and his staff. He comes up with a plan to quickly turn public opinion in his favor.

Courtney finds himself at odds with Police Chief Fox on how to handle the city's first annual "spooktacular" celebration. Jermaine and T.K. set out to prank Val, but she has the last laugh when she outsmarts them at their own game.

When Fort Grey's public transport is halted due to a union strike, Courtney finds himself outmatched by a fierce Transit Union lawyer. T.K. and Jermaine attempt to solve the issue by employing a focus group which quickly turns unruly.

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. With T.K. and Jermaine's help, he recreates a promposal for someone he truly likes.

As the mayor's office plans a tour for the Governor of California's visit, an old rap video of Courtney resurfaces and puts potential funding for Fort Grey in jeopardy. Dina finds herself in an unwanted competition with her friend Krystal.

Courtney doesn't feel like he is making a difference as mayor. He goes on a journey (like A Christmas Carol) and discovers what Fort Grey would be like if he never became Mayor.

When a mysterious package is discovered outside City Hall, Courtney and his coworkers are forced to pass time while the building remains in lock-down.

Courtney is invited to throw the first pitch for the local team, but does an embarrassing job of it. His lack of sports ability interferes with his chance to impress the owner of a large Pizza chain that he wants to bring to Fort Grey.

A seat on the City Council opens up. Hoping to place an ally on the council, the team puts T.K. in the race. Meanwhile, Dina plans to run as well. This leaves the team, Dina, and the whole city wondering - who will Courtney endorse?