| Person | Type | Job | Role(s) | Episodes |
|---|---|---|---|---|
 Joe Posner | Crew | Creator | Creator | |
 Ezra Klein | Crew | Production | Executive Producer | 3 |
 Arnold Schwarzenegger | Cast | Actor | Self | 2 |
 Bill Clinton | Cast | Actor | Self (archive footage) | 1 |
 David Brinkley | Cast | Actor | Self (archive footage) | 1 |
 Donald Trump | Cast | Actor | Self (archive footage) | 2 |
 George W. Bush | Cast | Actor | Self (archive footage) | 1 |
 George Will | Cast | Actor | 3 | |
 Howard K. Smith | Cast | Actor | Self (archive footage) | 1 |
 Leonardo DiCaprio | Cast | Actor | Narrator (voice) | 1 |
 Lester Holt | Cast | Actor | Self (archive footage) | 1 |
 Lyndon B. Johnson | Cast | Actor | Self (archive footage) | 1 |
 Michael Bloomberg | Cast | Actor | Self (archive footage) | 1 |
 Ronald Reagan | Cast | Actor | Self (archive footage) | 1 |
 Walter Cronkite | Cast | Actor | Self (archive footage) | 1 |
 Angela Merkel | Cast | Actress | Self (archive footage) | 1 |
 Barack Obama | Cast | Actor | Self (archive footage) | 1 |
 John Legend | Cast | Actor | Narrator (voice) | 1 |
 Lawrence Lessig | Cast | Actor | Self | 2 |
 Lou Dobbs | Cast | Actor | Self (archive footage) | 1 |
Selena Gomez | Cast | Actress | Narrator (voice) | 1 |
Ted Olson | Cast | Self | 1 | |
 Charlie Crist | Cast | Actor | Self (archive footage) | 1 |
Carol Anderson | Cast | 3 | ||
 Ted Cruz | Cast | Actor | Self (archive footage) | 1 |
 Stacey Abrams | Cast | Actress | Self | 2 |
 John Kasich | Cast | Actor | Self | 3 |
 Alexandria Ocasio-Cortez | Cast | Actress | Self | 2 |
 Rick Scott | Cast | Actor | Self (archive footage) | 1 |
George F. Willard | Cast | Self | 2 | |
Desmond Meade | Cast | 3 | ||
David H. Koch | Cast | Self (archive footage) | 1 | |
Kris Kobach | Cast | Self | 1 | |
Ciara Torres-Spelliscy | Cast | Self | 1 | |
 Brett Kavanaugh | Cast | Actor | Self (archive footage) | 1 |
 Carol Berkin | Cast | Self | 2 | |
Richard Duncan | Cast | Self | 1 | |
Danielle Allen | Cast | Self | 1 | |
 Al Davis | Cast | Self | 1 | |
 Brian Kemp | Cast | Actor | Self (archive footage) | 1 |
| Person | Type | Job | Role(s) | Episodes |
