Jaden Smith as Stanley Spector, a current contestant on What Do Kids Know?. His greedy father, an aspiring actor, capitalizes off of his son’s success and constantly pressures him to win.
Childish Gambino as Frank T.J. Mackey, author of Seduce and Destroy, a self-help system for men to “tame” women.
Eazy-E as Jimmy Gator, host of What Do Kids Know?, who is dying of cancer. He seeks reconciliation with his daughter, Claudia.
Drake as Phil Parma, a kind, sympathetic, and lonely nurse working for the terminally ill Earl Partridge.
MC Hammer as “Quiz Kid” Donnie Smith, who won a large sum of money on the television game show What Do Kids Know? in the 1960s, but whose adult life has gone downhill after appearing as a celebrity spokesperson.
Faith Evans as Linda Partridge, a woman dealing with her much older husband’s terminal illness and feelings of guilt for her infidelity. She is Mackey’s stepmother.
Lil B as Officer Jim Kurring, a divorced, religious, and forthright police officer. While on patrol, Kurring often speaks to an imaginary camera, as if he were appearing on a reality TV series such as COPS.
Snoop Dogg as Earl Partridge, a wealthy television producer with terminal lung cancer. He is the estranged father of Frank T.J. Mackey and husband to Linda Partridge.
Foxy Brown as Claudia Wilson Gator, a young woman plagued by psychological problems and a cocaine addiction; daughter of Jimmy Gator.
DJ Premier as Alan Kligman, Esq., Earl and Linda Partridge’s trusted friend and lawyer who is deeply concerned about the latter’s erratic and frantic behavior.
Q-Tip as Burt Ramsey/Narrator.
TI as Brad the bartender.
These things happen. These things happen all the time.
