This documentary tracks the history and importance of the golf caddie.
| Actor | Role |
|---|---|
 Bill MurrayNarrator | Narrator |
| BBen CrenshawSelf | Self |
 Nick FaldoSelf | Self |
 Curtis StrangeSelf | Self |
 Lee TrevinoSelf | Self |
| TTom WatsonSelf | Self |
 Steve WilliamsSelf | Self |
 Jack NicklausSelf (archive footage) | Self (archive footage) |
 Arnold PalmerSelf (archive footage) | Self (archive footage) |
 Tiger WoodsSelf (archive footage) | Self (archive footage) |