| Name | Character | Episodes |
|---|---|---|
| John Chancellor | Narrator (voice) | 9 |
| Studs Terkel | Self / (voice) | 9 |
| George Plimpton | Self | 7 |
| Ossie Davis | (voice) | 7 |
| Paul Roebling | (voice) | 7 |
| Adam Arkin | (voice) | 6 |
| Charlie Rose | Self - Host | 6 |
| Vin Scully | Self | 6 |
| Eli Wallach | (voice) | 5 |
| Jason Robards | (voice) | 5 |
| Amy Madigan | (voice) | 5 |
| Garrison Keillor | (voice) | 5 |
| Bob Costas | Self | 5 |
| Keith Carradine | (voice) | 4 |
| Gregory Peck | (voice) | 4 |
| Arthur Miller | (voice) | 4 |
| Philip Bosco | (voice) | 4 |
| John Turturro | (voice) | 3 |
| Anthony Hopkins | (voice) | 3 |
| John Cusack | (voice) | 3 |
| Loren Dean | (voice) | 3 |
| M. Emmet Walsh | (voice) | 2 |
| Aidan Quinn | (voice) | 2 |
| Delroy Lindo | (voice) | 2 |
| Paul Winfield | (voice) | 2 |
| Michael Moriarty | (voice) | 2 |
| Jerry Stiller | (voice) | 2 |
| Gregory Hines | (voice) | 2 |
| John Sayles | Self | 2 |
| John Hartford | (voice) | 2 |
| Mickey Mantle | Self | 2 |
| Bob Costas | Self - Guest | 2 |
| Paul Newman | (voice) | 1 |
| Billy Crystal | Self | 1 |
| Derek Jacobi | (voice) | 1 |
| Ken Burns | Self - Guest | 1 |
| Stephen Lang | (voice) | 1 |
| David Caruso | (voice) | 1 |
| Julie Harris | (voice) | 1 |
| Alan King | (voice) | 1 |
| Gardner Stern | Self | 1 |
| LaTanya Richardson Jackson | (voice) | 1 |
| Gene Jones | (voice) | 1 |
| Bob Costas | Self - Host | 1 |
| Hank Aaron | Self | 1 |
| Chris Rock | Self | 0 |
| John Turturro | Various (voice) | 0 |
| Keith Carradine | Various (voice) | 0 |
| Ed Harris | Various (voice) | 0 |
| John Cusack | Voice | 0 |
| Keith David | Narrator | 0 |
| Paul Newman | Various (voice) | 0 |
| Eli Wallach | Various (voice) | 0 |
| M. Emmet Walsh | Various (voice) | 0 |
| Stephen King | Various (voice) | 0 |
| Derek Jacobi | Various (voice) | 0 |
| Delroy Lindo | Various (voice) | 0 |
| Adam Arkin | Various (voice) | 0 |
| David Caruso | Various (voice) | 0 |
| Paul Winfield | Various (voice) | 0 |
| Michael Moriarty | Various (voice) | 0 |
| Jerry Stiller | Various (voice) | 0 |
| Julie Harris | Voice | 0 |
| Alan King | Various (voice) | 0 |
| Arthur Miller | Various (voice) | 0 |
| Jesse Jackson | Various (voice) | 0 |
| Al Lewis | Various (voice) | 0 |
| LaTanya Richardson Jackson | Various (voice) | 0 |
| Amy Madigan | Various (voice) | 0 |
| Gregory Hines | Various (voice) | 0 |
| Ossie Davis | Various (voice) | 0 |
| John Hartford | Voice | 0 |
| Joe Torre | Self | 0 |