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