Ana Marie Cox, Crooked Media, formerly of MTV: I was staying at my in-laws’ place in New York. They’re Trump supporters. They weren’t in town, but my father-in-law made a joking bet with me. He said, “The next time we see each other, there will be a President Trump.” I remember laughing at him.
Neal Brennan, comedian/writer: I was at SNL. Chappelle was like, “Dude, I feel like Trump’s gonna win.” I was like, “Dude, I’ll bet you a hundred thousand dollars he won’t win.” He did not take the bet, thankfully.
Sen. Tim Kaine, Democratic vice presidential candidate: I thought we would win, but I was more wary than many for the simple reason that the U.S. had never elected a woman president and still has a poor track record of electing women to federal office.