Wayne Wheeler leads the Prohibition charge, Dorothy Fuldheim paves the way for women in journalism, and Muhammad Ali refuses to fight in the Vietnam War.
| Name | Type | Role | |
|---|---|---|---|
| Derek Waters | Writer | ||
| Ron Funches | Guest Star | ||
| David Wain | Guest Star | ||
| Samm Levine | Guest Star | ||
| George Wallace | Guest Star | ||
| Sam Richardson | Guest Star | ||
| Echo Kellum | Guest Star | ||
| Ashley Barnhill | Guest Star | ||
| Gaius Charles | Guest Star | ||
| Aidan Sussman | Guest Star | ||
| Mary Elizabeth Ellis | Guest Star | ||
| John Levenstein | Guest Star | ||
| Lauren Sivan | Guest Star | ||
| Derek Waters | Director |