Guest Stars Wanda Sykes as Shirley Chisholm J.B. Smoove as Luke Nick Robinson as Robert Todd Lincoln Kym Whitley as Florynce Kennedy Colton Dunn as Conrad Chisholm Ike Barinholtz as General Ulysses S. Grant Jay Ellis as Jesus Christ Richard Kind as Peter Nick Kroll as Judas Ronny Chieng as Kublai Khan Marla Gibbs as Ruby Seale James Adomian as President Richard Nixon Nick Kroll as Henry Kissinger James Urbaniak as Roman Soldier Jake Johnson as Marco Polo Malcolm Barrett as Captain Hanks Ike Barinholtz as Private Anna Maria Horsford as Mary Co Starring Katherine LaVeaux as TBD Jon Daly as Glenn Scott MacArthur as Fleetus Owen Burke as Red Sox Fan Eugene Cordero as Private Cooper Drew Tarver as Private Tully Josh Fadem as Private Bryant Arturo Castro as Private Martinez Edgar Blackmon as Private Johnson Jill Benjamin as WV Woman Jen Kuo Sung as Khan Man