Willie kicks Craig out of the house until he gets a job. He is unable to find one and sleeps on the streets, where he is arrested for the kidnapping of a white woman.

Craig and Smokey see the image of a legendary slain rapper in a tree knot and it becomes a neighborhood shrine. But once money gets involved, the guys start a hip-hop feud of their own.

Old pipes cause a massive flood in the neighborhood, forcing everyone to flee to the safety of the R. Kelly Youth Center, where Willie enlists Deebo to help keep the peace. Craig and Smokey look for help, but instead find a conspiracy that reaches the highest levels of city government as the Mayor won't lend aid to the trapped people. So they use a local news anchor to publicly expose the problems with the help of their neighbors and Deebo. The Mayor, having seen the news and fearing repercussions from the governor in not helping his city, decides to pull the lever and drain the flood while firing a City Hall janitor whom he makes his scapegoat.

Craig and Willie join the big brother program and are forced to mentor Smokey and Deebo as their "little brothers". When Deebo begins to go soft, the neighborhood starts to fall apart, and Craig is needed to teach Deebo what it means to be a neighborhood bully. Meanwhile, Smokey gets Willie in trouble when he sneaks in some marijuana hidden in a bud brownie.

Craig has a fling with Condoleezza Rice when she flees the pressure of her office and hides out in the hood. Later, Craig finds out that breaking up with the most powerful woman in the world is hard to do.

Smokey wants to celebrate his and Craig's favorite holiday, April 20th. Only problem is that Craig got a job working for his Uncle Elroy (whom Willie obviously can't stand) at his successful BBQ restaurant and doesn't want to celebrate anymore. After being disgraced, Smokey is shown his past, present, and future in a parody of A Christmas Carol from his future self in order to save Craig from a miserable, unhappy marriage with his gold-digger wife in Rancho Cucamonga. When Smokey comes to and after stopping Ezal from stealing his pants, he tricks Willie into thinking that Elroy bragged about his humiliating endeavors in front of his customers at Bros' BBQ, which leads to a confrontation between the two brothers. Humiliated by both his father's and uncle's behavior, Craig quits his job leaving them to clean up their mess and returns home to celebrate his favorite holiday with Smokey.

Pops is determined to teach Craig and Smokey about some of the little known moments in black history.

In the series finale, Craig and Smokey agree to take over Willie's dog-catching route for a day to try and catch the famed El Diablo. They wind up instead, picking strawberries with immigrants. When Craig and Smokey return from the farm to finish the job, they find El Diablo. In the truck, they discover that El Diablo is a mother trying to raise her pups. Craig and Smokey decide to let her go and give Willie a replacement dog who looks like Diablo herself.