When a mysterious package is found at City Hall, everyone is ordered to stay inside but tensions rise after Courtney discovers his team hasn't been completely honest with him, culminating in a rap battle between Courtney and Jermaine. Meanwhile, Dina sets out to make Ed Gunt open up about himself during the lockdown which leads to a surprising result.
As Courtney focuses on a campaign to spend more of Fort Grey's budget on senior citizens, a rival movement led by Ed Gunt makes the townspeople question Courtney's trustworthiness. When Dina appears on a talk show to help turn the public's opinion back in Courtney's favor, she makes a surprising comment that creates an awkward tension between the two.
After visiting a homeless shelter on Christmas Eve, Courtney realizes things for the needy could be improved and pledges to make it a joyous Christmas that every family deserves. But when he learns he doesn't have the budget to deliver on his promise, Courtney loses hope and his holiday spirit which leads to a magical "It's A Wonderful Life" moment that makes him realize he has the gift needed to pull off a Christmas miracle
After Courtney and his crew discover the historic music venue in Fort Grey, Tito's Ballroom, is closing down due to increased rent costs, he attempts to save the club by sponsoring a music festival and enlists Bay Area rap legend E-40 to headline the event. However, Ed Gunt opposes keeping Tito's open, which leads Courtney to an unexpected way of winning him over. Meanwhile, Dina becomes choir director and realizes her teaching style might be preventing her group from singing in perfect harmony.
As the mayor's office plans a tour for the California governor's official visit to Fort Grey, an old rap video of Courtney resurfaces that puts potential funding for their city in jeopardy, leaving Courtney and his staff to make a decision to stay true to himself or issue an apology. Meanwhile, Dina finds herself in an unwanted competition with her friend Krystal.
Courtney dates an old flame with ulterior motives, alerting him to new hidden agendas he faces in his personal life. Meanwhile, Rev. Ocho Okoye tries to get a hesitant Dina to join the church choir, and this leads to a soulful result.
Fort Grey's public transportation comes to a crippling halt due to the bus drivers' union strike, and Courtney's outmatched by a fierce Transit Union lawyer. Meanwhile, Dina and her best friends look forward to taking a sick day to pamper themselves.
Courtney's at odds with Police Chief Fox on how to handle a Halloween celebration at city hall. Meanwhile, Dina gets into the spirit by dressing up as Congresswoman Maxine Waters; and Jermaine and T.K. set out to prank Val, but she has the last laugh.
Courtney's ability to lead is questioned by the citizens as well as his own staff, so he takes an unconventional approach when dealing with Councilman Ed Gunt in order to turn public opinion in his favor.
Courtney visits his old elementary school and wants to save their music program, so Val educates him about how he needs to work the system in order to do this. Meanwhile, Jermaine proudly embraces his new role as communications director.