Guest Stars Nick Robinson as Robert Todd Lincoln Wanda Sykes as Shirley Chisholm Colton Dunn as Conrad Chisholm Kym Whitley as Florynce Kennedy Ike Barinholtz as General Ulysses S. Grant Zahn McClarnon as Private Mingoes Tyler James Williams as Private Mason Dixon Marla Gibbs as Ruby Seale Tim Baltz as Lieutenant Henry Honeybeard Jason Acuña as Russian Craig Cackowski as Joseph Stalin Wanda Sykes as Harriet Tubman Chris Pontius as Russian Assassin Preston Lacy as Russian Noble James Adomian as President Richard Nixon Tim Bagley as Doctor Andrew Rannells as Sergei Nick Kroll as Galileo Dan Bakkedahl as Winston Churchill Christopher Thornton as President Franklin Roosevelt George Wallace as Governor George Wallace Brandon Kyle Goodman as Clay Co Starring Katherine LaVeaux as TBD Scott MacArthur as Fleetus Jon Daly as Glenn Edgar Blackmon as Audience Member Eric Nenninger as TBD David Stassen as Sitcom Director