Season 1

Derek Waters

Himself - Host, Various Characters

8 episodes

Sarah Burns

Various

8 episodes

Bennie Arthur

Various

8 episodes

Michael Daniel Cassady

Various

7 episodes

Adam Nee

Various

7 episodes

Maria Blasucci

Various

7 episodes

Craig Cackowski

Various

7 episodes

Jeremy J. Tutson

Various

7 episodes

Tymberlee Hill

Various

7 episodes

Kyle David Crosby

Bootlegger, Scientist, Rough Rider

3 episodes

Jack McBrayer

H.R. Haldeman, Clarence Darrow

2 episodes

Bob Odenkirk

Richard Nixon, The Guy

2 episodes

Rich Fulcher

Self - Narrator, Porter Wagoner

2 episodes

Jason Ritter

Stetson Kennedy, Art Heist Investigator

2 episodes

Chris Parnell

King Charles II, Jim Bowie

2 episodes

Craig Anstett

Various

2 episodes

Tommy Blacha

Self - Narrator

2 episodes

Seth Weitberg

Himself - Narrator, Various

2 episodes

Mark Gagliardi

Himself - Narrator

2 episodes

Matt Gourley

Himself - Narrator

2 episodes

Eric Edelstein

Himself - Narrator, Museum Guard

2 episodes

Nathan Fielder

Bob Woodward

1 episode

Jack Black

Elvis Presley

1 episode

Will Forte

Edwin Booth

1 episode

Jonathan Ames

Junius Booth

1 episode

Adam Scott

John Wilkes Booth

1 episode

Dave Grohl

Memphis Mafia Member

1 episode

Stephen Merchant

Abraham Lincoln

1 episode

Fred Willard

Deep Throat

1 episode

Kyle Kinane

Self - Narrator

1 episode

Joe Lo Truglio

Al Capone

1 episode

Matt Besser

Edwin Stanton

1 episode

Ike Barinholtz

August Spies

1 episode

Charlie Finn

Cpt. 'Black Jack' Bonfield

1 episode

Eric Filipkowski

Abraham Lincoln

1 episode

Will Sasso

Frank Nitti

1 episode

Moshe Kasher

Albert Parsons

1 episode

Jenny Slate

Herself - Narrator

1 episode

James Atkinson

Himself - Narrator

1 episode

Bill Hader

John Pemberton

1 episode

Simon Helberg

Frank M. Robinson

1 episode

Rob Riggle

J. Edgar Hoover

1 episode

Lamorne Morris

Martin Luther King Jr.

1 episode

Matt Walsh

KKK Member

1 episode

Kevin Nealon

The Grand Dragon

1 episode

Abdul Abukusumo

South American

1 episode

Jen Kirkman

Herself - Narrator

1 episode

Erin Rohr

Herself - Narrator

1 episode

Michael Rohr

Himself - Narrator

1 episode

Chris Romano

Himself - Narrator

1 episode

Winona Ryder

Mary Dyer

1 episode

Michael Cera

John Endicott

1 episode

Brett Gelman

Art Thief

1 episode

Martin Starr

Art Thief

1 episode

June Diane Raphael

Isabella Stewart Gardner

1 episode

Tim Heidecker

Cop

1 episode

Connie Britton

Patricia Shaheen

1 episode

Nick Offerman

Johnny Cool

1 episode

Aidan Potter

Various

1 episode

Michael Coleman

Fireman

1 episode

Zachary Burke

Various

1 episode

Clint Culp

Policeman

1 episode

Steve Berg

Various

1 episode

Beth Cahill

Onlooker

1 episode

Benjamin Poe

Policeman

1 episode

Kaci Beeler

Herself - Interviewee

1 episode

Artemis Pebdani

Herself - Narrator

1 episode

Derrick Beckles

Himself - Narrator

1 episode

Natasha Leggero

Herself - Narrator

1 episode

Lisa Bonet

Mary Ellen Pleasant

1 episode

Terry Crews

Donald 'Cinque' DeFreeze

1 episode

Steve Little

Mark Twain

1 episode

Ben Hoffman

Newscaster

1 episode

Kristen Wiig

Patty Hearst

1 episode

Ally Johnson

Herself

1 episode

Paco Romane

Himself

1 episode

Paget Brewster

Herself - Narrator

1 episode

Lucius Dillon

Himself - Narrator

1 episode

Jason Schwartzman

Ralph Nader

1 episode

Owen Wilson

John Harvey Kellogg

1 episode

Luke Wilson

Will Keith Kellogg

1 episode

Ken Marino

Harry Houdini

1 episode

Alfred Molina

Sir Arthur Conan Doyle

1 episode

Richard Riehle

James Roche

1 episode

Polly W. LePorte

Kellogg Patient

1 episode

BJ Porter

Himself - Narrator

1 episode

Georgia Hardstark

Herself - Narrator

1 episode

Alie Ward

Herself - Narrator

1 episode

Tony Hale

Meriwether Lewis

1 episode

Taran Killam

William Clark

1 episode

Kumail Nanjiani

Lakota Chief

1 episode

Aubrey Plaza

Sacagawea

1 episode

Bradley Whitford

William Jennings Bryan

1 episode

Casey Wilson

Dolly Parton

1 episode

Dakota Black

Lakota Indian

1 episode

A.J. Culp

Jolene

1 episode

John A. Lorenz

Lakota Indian

1 episode

Michael Kearney

Interviewee

1 episode

Lacie Madison

Party Guest

1 episode

Preston Flagg

Himself - Narrator

1 episode

Timm Sharp

Billy the Kid

1 episode

Rob Huebel

Pat Garrett

1 episode

Andy Daly

Teddy Roosevelt

1 episode

Jake Johnson

William B. Travis

1 episode

Horatio Sanz

Gen. Santa Anna

1 episode

Zach Paez

Various

1 episode

Joseph Billingiere

Various

1 episode

Raymond Ochoa

Various

1 episode

Ricardo Tirado

Various

1 episode

Dan Cooley

Rough Rider

1 episode

Corey Weber

Tim- The Cowboy

1 episode

Joseph Zinsman

Soldier

1 episode

Allan McLeod

Himself - Narrator

1 episode

Jeremy Konner

Creator

8 episodes

Nicholas Monsour

Editor

3 episodes