Told in his own words using interviews spanning from the 1980s through now, father and tennis coach Richard Williams retraces his family's journey from the courts in Compton to the grass at Wimbledon, defying every custom of the lily-white tennis establishment and fighting back against a system of oppression to raise two of the greatest champions in history - Venus and Serena Williams.
| Actor | Role |
|---|---|
 Richard WilliamsSelf | Self |
 Billie Jean KingSelf | Self |
| KKatrina AdamsSelf | Self |
 Venus WilliamsSelf (archive footage) | Self (archive footage) |
 Serena WilliamsSelf (archive footage) | Self (archive footage) |
| JJanna ZuritaSelf | Self |
| DDale CaldwellSelf | Self |
| PPatricia MooreSelf | Self |
| KKelvin BrownSelf | Self |
| OOracene PriceSelf | Self |
| VVerma Lee HendersonSelf | Self |
| HHershey JonesSelf | Self |
| KKenna FranklinSelf | Self |
| RRick MacciSelf | Self |
 Brad GilbertSelf | Self |
| PPam ShriverSelf | Self |
| LLindsay DavenportSelf (archive footage) | Self (archive footage) |
 Martina NavratilovaSelf (archive footage) | Self (archive footage) |
| CCorey GauffSelf | Self |