Recurring Guest Characters Nathan Hubbard 1 guest appearances Joshua A. Tucker 1 guest appearances Kate Lindsay 1 guest appearances Kaitlyn Tiffany 1 guest appearances Simon Rich 1 guest appearances Brian Stelter 1 guest appearances Heather Cox Richardson 1 guest appearances Jesse David Fox 1 guest appearances Johnny Harris 1 guest appearances Naomi Klein 1 guest appearances Anna Holmes 1 guest appearances Erin Gloria Ryan 1 guest appearances Jeff Stein 1 guest appearances Edward Slingerland 1 guest appearances R. F. Kuang 1 guest appearances Katy Milkman 1 guest appearances Kyle Chayka 1 guest appearances Peter Hamby 1 guest appearances Eitan Hersh 1 guest appearances Laurie Santos 1 guest appearances ⇤ « 1 2 3 » ⇥