Guest Stars Nick Kroll as Schmuck Mudman Zahn McClarnon as Private Mingoes Dove Cameron as Princess Anastasia Charles Melton as Joshy Mudman Jack Black as Joseph Stalin Pamela Adlon as Fanny Mudman Tyler James Williams as Private Mason Dixon Tim Baltz as Lieutenant Henry Honeybeard Ike Barinholtz as Leon Trotsky Wanda Sykes as Harriet Tubman Rob Corddry as Vladimir Lenin Taika Waititi as Sigmund Freud Sam Richardson as Thomas Watson Wendi McLendon-Covey as Peasant Nick Kroll as Japeth Seth Rogen as Noah Ike Barinholtz as Ham Ike Barinholtz as Alexander Graham Bell Co Starring Josh Meyers as General Philip Sheridan Owen Burke as Boris Ayo Edebiri as Japeth's Wife Joe Mande as Sergei Jessica St. Clair as Sarah Seth Morris as Freud Patient Jerry Minor as Bolsheviks II Mensheviks Singer Mitra Jouhari as Natalia David Ferguson as TBD Robby Hoffman as TBD Rachel Pegram as Runaway Slave