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