Theodore Roosevelt

Shane John Kruger

Bucky Onell

Rufus Jones

Theodore Roosevelt

Stevel Marc

Booker T. Washington

Greg Kriek

Taft campaign chief

Sean Cameron Michael

Senator Aldrich

Traverse Le Goff

Referee

Traverse Le Goff

Joe - Reporter 1 (Washington D.C.)

Mark Elderkin

Colonel Leonard Wood

Clay Jenkinson

Self - Historian and Writer

H.W. Brands

Self - Author & Historian

Doug Douds

Self - Retired USMC Colonel

Kathleen Dalton

Self - Historian and Biographer

Marco Mintaka

Elbert Martin

Sven Ruygrok

Kermit Roosevelt

Joe Vaz

Self - John Hay

Alice Lazarus

Katy the prostitute

Aubrey Shelton

Self - President William McKinley