Jefferson Mays

as Mr. Cassidy

as Dad

as Narrator (voice)

as Doctor

as Narrator

as Gilbert Longabaugh (segment "The Gal Who Got Rattled")

as The Curator

as William Maxwell

as Preacher Teacher

as Dr. Ford

as Community (voice)

as Dr. Threeply

as Fortunato

as Voice over (voice)

as Bill Nathanson

as Little John

as Dr. Miranda Kulp

as Garne Strickland

as Stidmann

as Hollywood Mogul

as Gerry Woolridge

as Martin Bradley

as Albert Duhamel

as T.L. Gurley

as Virgil Sheets

as George Hodel

as Liam Dempsey, Sr.

as Daddy

as Norman Devane

as Walter Taffet

as Diplomat Van Buskirk

as Nicholas Boone

as Dr. Easton

as Elkanah Watson

as Keifer Gates

as Carl Rudnick

as James Madison

as Mr. Olson