Andy Warhol, The Andy Warhol Diaries
Though he might not have voted, Warhol had a great deal to say about politics in his Diaries. He also wrote about his dealings with a certain social climbing New Yorker who was just then making a splash in real estate. How fascinated Warhol would have been by this person's quixotic (might we say Warholian?) run for the presidency in 2016.