 | Jesse Williams als Self - Narrator (voice) |
 | David Axelrod als Self - Senior Advisor to President Obama |
 | Douglas Brinkley als Self - Presidential Historian |
 | Jon Favreau als Self - Speechwriter for President Obama |
 | Doris Kearns Goodwin als Self - Historian |
 | Valerie Jarrett als Self - Senior Advisor to President Obama |
 | Clark Judge als Self - Speechwriter for Ronald Reagan |
| Cody Keenan als Self - Former White House Director of Speechwriting |
 | John Lewis als Self - Congressman and Civil Rights Advocate |
| Harry Rubenstein als Self - Curator of Political History for the Smithsonian |
 | Barack Obama als Self (archive footage) |
| S. Michelle Pruitt | Associate Producer |
| Jody Schiliro | Producer |
| Penny Trams | Editor |
| Amy Boyce | Production Manager |
| Laura Neal | Post-Production Manager |
| Catherine Eunice | Graphic Designer |
| Gregory Breazeale | Sound Recordist |
| Cheryl Ottenritter | Sound Mixer |
| Alex Roldan | Sound Designer |
| Rick Rush | Sound Designer |
| Erin Harvey | Camera Operator |
| Joey D'Anna | Colorist |
| Rashad Nobles | Assistant Editor |
| Evan Smith | Assistant Editor |
| Jim Tolson | Assistant Editor |
| Chris Biondo | Music |
| Lenny Williams | Music |
| Mac Squier | Music |
| Jody Schiliro | Writer |
