- Meryl Streep - Self
- Colin Powell - Self
- Liev Schreiber - Self - Narrator (voice)
- Donald Trump - Self
- Henry Louis Gates, Jr. - Self
- Michael Douglas - Self
- Rudolph Giuliani - Self
- Aaron Sorkin - Self
- Annette Gordon-Reed - Self
- Michael Bloomberg - Self
- Jimmy Wales - Self
- Tom Brokaw - Self
- Gunnery Sergeant William Bodette - Self
- Brian Williams - Self
- Dan Hirst - Customs Officer
- Tessa Jubber - Susanna White
- Paul Hampshire - John Rolfe
- Newt Gingrich - Self
- David Baldacci - Self
- David Petraeus - Self
- Kevin Otto - Paul Revere
- Aubrey Shelton - Albigence Waldo
- Buzz Aldrin - Self
- Sheryl Crow - Self
- H.W. Brands - Self
- John Legend - Self
- Richard Slotkin - Self
- Leon Clingman - Lewis Keseberg
- Matthew Dylan Roberts - James Howden
- Sean Combs - Self
- Martha Stewart - Self
- John Lasseter - Self
- Steven Johnson - Self
- Bill Maher - Self
- Michael Strahan - Self
- Imogen Vinden-North - Emeline Larcom
- Caitlyn Jenner - Self
- Daniel Walker Howe - Self
- Greg Kriek - Sgt. Jeremiah Cage
- Dylan Skews - Plum Martin
- Melissa Etheridge - Self
- Margaret Cho - Self
- Bill Richardson - Self
- Beverly Gage - Self
- Morné du Toit - Bob Barnett
- Gary Green - Killer
- Sean Cameron Michael - Thomas Edison
- David M. Kennedy - Self
- Tim Gunn - Self
- I.M. Pei - Self
- Aoife Lennon-Ritchie - Louise Walton
- Darron Meyer - Lt. Tyler
- Al Sharpton - Self
- Marion Milne
- Michael Jackson
- Ben Goold
Michael Douglas hace el papel de Michael Douglas.
Danny Webb hace el papel de Self - Narrator.
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