Actor Clark Gable joins the U.S Air Force during World War II, Ponce de León quarrels with Diego Colón (son of Christopher Columbus) in the 1500s and Griselda Blanco takes over the cocaine trade in Miami in the 1970s.
| Name | Type | Role | |
|---|---|---|---|
| Derek Waters | Writer | ||
| Dan Harmon | Guest Star | ||
| Matt Besser | Guest Star | ||
| Johnny Knoxville | Guest Star | ||
| Maya Rudolph | Guest Star | ||
| David Koechner | Guest Star | ||
| Josh Hartnett | Guest Star | ||
| Greg Worswick | Guest Star | ||
| Joe Lo Truglio | Guest Star | ||
| Jessica Meraz | Guest Star | ||
| Horatio Sanz | Guest Star | ||
| Derek Waters | Director |