Guest Stars Craig Cackowski as Various Characters Bennie Arthur as Various Characters Jen Kirkman as Herself (Narrator) Drew Droege as Himself (Narrator) Cameron Esposito as Herself (Narrator) Jason Alexander as Boss Tweed Noah Wyle as Thomas Nast Haley Joel Osment as Kid Blink Ellie Kemper as Nellie Bly Michael Cera as Morris Cohen Natasha Leggero as Elizabeth Bisland David Simon as Himself Katie McCabe as 19th Century Woman David Sampen as Journalist and World Traveler