A poetic road trip through Pulitzer prize-winning CK Williams' life over the course of 40 years.
| Actor | Role |
|---|---|
 James FrancoC.K. Williams (age 40) | C.K. Williams (age 40) |
 Mila KunisCatherine | Catherine |
 Jessica ChastainMrs. Williams | Mrs. Williams |
 Zach BraffAlbert | Albert |
 Henry HopperC.K. Williams | C.K. Williams |
 Bruce CampbellGoody | Goody |
| VVince JolivetteMr. Williams | Mr. Williams |
 Evan KoleBoy Croquet Player | Boy Croquet Player |
 Giavani CairoDan | Dan |
 Kimberly HarschWoman in window | Woman in window |
| IIngrid MortimerNot listed | Not listed |
| SSharron NelsonNot listed | Not listed |
 Mia SerafinoSarah | Sarah |
| LLauren Mae ShaferHot Chick | Hot Chick |
 Zachary UngerC.K. Williams (age seven) | C.K. Williams (age seven) |
 Danika YaroshIrene | Irene |
| JJordan MarchC.K. Williams | C.K. Williams |
 Nina LjetiMoria | Moria |
| LLauren KoleCroquet Player #2 | Croquet Player #2 |
| RRobert LangleyHomeless Veteran | Homeless Veteran |
| KKathi J. MoorePhyllis | Phyllis |
| JJoshua SabaJohn | John |
| PPaul ToliusisDrugged-out Hippie | Drugged-out Hippie |
| NNoah ZipserYelling Man | Yelling Man |