Guest Stars Sydney Morton as Dora Larrie Bill Bellamy as Sweetness Martin Roach as Theodore Kimberly Huie as Margaret Washington Roger Guenveur Smith as Booker T. Washington Co Starring Mouna Traoré as Esther Karen Glave as Peggie Prosser Rothaford Gray as Reverend Smith Zahra Bentham as Nettie Ransom Sophia Deerr as Hairstylist at Sarah's Salon Mark Taylor as Emmett Jay Scott Jason Burke as Farmer #1 Mark Sparks as Landowner Shakura S'Aida as Claire Thomas Gairey Richardson as Lawyer Colin Edwards as Reporter Percy Harris as Rich Black Businessman Devante Goulbourne as Numbers Runner Jeremiah Sparks as Band Leader Uncredited Chris Tarpos as Townsman