Derek Waters
Himself - Host / Various Characters (10 eps)
Bennie Arthur
Various (3 eps)
Maria Blasucci
Various (3 eps)
Craig Cackowski
Various (3 eps)
Jeremy J. Tutson
Various (3 eps)
Mort Burke
Various (3 eps)
Tim Baltz
Various (3 eps)
Tymberlee Hill
Various (2 eps)
Michael Coleman
Various (2 eps)
Zach Gilford
Jim Abbott (1 eps)
Jesse Plemons
Edgar Allan Poe (1 eps)
Adrianne Palicki
Kate Warne (1 eps)
Mariah Iman Wilson
Claudette Colvin (1 eps)
Lisa Bonet
Rosa Parks (1 eps)
Jerry Minor
Edgar Nixon (1 eps)
Jordan Peele
Percy Julian (1 eps)
Terry Crews
Joe Louis (1 eps)
Tim Heidecker
Max Schmeling (1 eps)
'Weird Al' Yankovic
Adolf Hitler (1 eps)
Amber Ruffin
Herself - Narrator (1 eps)
Allan McLeod
Himself - Narrator (1 eps)
Morgan Murphy
Herself - Narrator (1 eps)
Michael Coleman
Various (1 eps)
Paul Scheer
Colonel Henry Ludington (1 eps)
Juno Temple
Sybil Luddington (1 eps)
Michaela Watkins
Nurse (1 eps)
Taran Killam
Frédéric Auguste Bartholdi (1 eps)
Laura Dern
Nellie Bly (1 eps)
Brett Gelman
Joseph Pulitzer (1 eps)
Matt Walsh
Joseph Pulitzer (1 eps)
Eric Falconer
Himself - Narrator (1 eps)
Suzi Barrett
Herself - Narrator (1 eps)
J.D. Ryznar
Himself - Narrator (1 eps)
Lauren Lapkus
Normal Woman (1 eps)
Jack McBrayer
Alan Freed (1 eps)
Retta
Sylvia Robinson (1 eps)
Da'Vone McDonald
Big Bank Hank (1 eps)
Jaleel White
Grandmaster Caz (1 eps)
Ron Funches
Herc (1 eps)
Jon Daly
Kris Kristofferson (1 eps)
Johnny Knoxville
Johnny Cash (1 eps)
Nathan Fielder
John Lennon (1 eps)
David Wain
Himself - Narrator (1 eps)
Eric Edelstein
Himself - Narrator (1 eps)
Colton Dunn
Himself - Narrator (1 eps)
Ben Folds
Self (1 eps)