Don’t let your babies grow up to be cowboys.
| Name | Type | Role | |
|---|---|---|---|
| Andrew Guest | Writer | ||
| Blake Robbins | Guest Star | Chuck Eastman | |
| Giselle Fernandez | Guest Star | TV Anchor | |
| Richard Blackmon | Guest Star | Audience Member #1 | |
| Brandon Wardell | Guest Star | Jayden | |
| Hunter Bodine | Guest Star | Prison Guard | |
| Anthony Pierre Christopher | Guest Star | Marco | |
| Shola Adewusi | Guest Star | Martha | |
| Dalia Rooni | Guest Star | Audience Member #2 | |
| Carlito Olivero | Guest Star | Esteban | |
| Mike Ostroski | Guest Star | Chuck's Doctor | |
| James Lontayao | Guest Star | Antonio | |
| Demetrius Grosse | Guest Star | Eric | |
| Beth Kennedy | Guest Star | Bonnie Eastman | |
| Jean Elie | Guest Star | Terrell | |
| Joe Pantoliano | Guest Star | Himself | |
| Michael Andrew Baker | Guest Star | DODC Senior Guard | |
| Betsy Moore | Guest Star | Eileen | |
| Bechir Sylvain | Guest Star | Sanford | |
| Tate Birchmore | Guest Star | Connor Eastman | |
| Kameron J. Meadows | Guest Star | Young Simon | |
| Torrey Vogal | Guest Star | DODC Agent | |
| Joy DeMichelle | Guest Star | Makeup Artist | |
| Dan Donohue | Guest Star | Deputy Secretary Heyerdahl | |
| Eden Harker | Guest Star | Lucy Eastman | |
| Stella Meghie | Director |