FYI, Caitlyn Jenner in a republican.agreed, our ability to elect officials hasn't exactly been stellar in the last decade+. We DO love celebrity...
If the D's ran Caitlyn Jenner or Kim Kardashian against Hillary...they'd probably win. Jon Stewart would probably win in a landslide. Lewis Black was the first big political comedian, and he never had the following Jon Stewart had/has, and he won a senate seat.