- Chris Rock - Self
- M. Emmet Walsh - Various (voice)
- Keith Carradine - Various (voice)
- Delroy Lindo - Various (voice)
- Michael Moriarty - Various (voice)
- Bob Costas - Self
- David Caruso - Various (voice)
- Studs Terkel - Self
- Hank Aaron - Self
- Mario Cuomo - Self
- Gerald Early - Self
- Ossie Davis - Various (voice)
- Amy Madigan - Various (voice)
- Daniel Okrent - Self
- Garrison Keillor - Various (voice)
- Red Barber - Self
- Buck O'Neil - Self
- Derek Jacobi - Various (voice)
- Tip O'Neill - Various (voice)
- Jerry Stiller - Various (voice)
- Arthur Ashe - Self
- Ed Harris - Various (voice)
- Vin Scully - Self
- Omar Vizquel - Self
- Al Lewis - Various (voice)
- LaTanya Richardson Jackson - Various (voice)
- John Turturro - Various (voice)
- Paul Winfield - Various (voice)
- Shelby Foote - Self
- Philip Bosco - Various (voice)
- Gregory Peck - Various (voice)
- Marvin Miller - Self
- George Will - Self
- Billy Crystal - Self
- Alan King - Various (voice)
- Stephen Jay Gould - Self
- Jason Robards - Various (voice)
- Gregory Hines - Various (voice)
- Jesse Jackson - Various (voice)
- Anthony Hopkins - Various (voice)
- Ted Williams - Self
- John Thorn - Self
- Roger Angell - Self
- Paul Roebling - Various (voice)
- Thomas Boswell - Self
- Charles McDowell - Self
- Donald Hall - Self
- Robert Creamer - Self
- John Cusack - Various (voice)
- Loren Dean - Various (voice)
- Curt Flood - Self
- Jody Powell - Various (voice)
- Sammie Haynes - Self
- Aidan Quinn - Various (voice)
- Rachel Robinson - Self
- Bob Feller - Self
- Stephen Lang - Various (voice)
- Julie Harris - Various (voice)
- Gene Jones - Various (voice)
- Stephen Ives
- David Schaye
- Mike Hill
- Lynn Novick
- Ken Burns
Chris Rock hace el papel de Self.
John Chancellor hace el papel de Self - Narrator (voice).
Adam Arkin hace el papel de Various (voice).
Doris Kearns Goodwin interpreta a Self en la serie.
Mickey Mantle interpreta a Self en la serie.
George Plimpton hace el papel de Self.
Eli Wallach interpreta a Various (voice) en la serie.
Mike Barnicle hace el papel de Self.
Paul Newman interpreta a Various (voice) en la serie.
M. Emmet Walsh interpreta a Various (voice) en la serie.
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