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Terrifyingly (for me, at least), yes, yes he has a more than decent chance of winning. As others have noted, if he were running against a popular candidate like Obama, he wouldn't have a prayer, but against Hillary I'd put the odds at 1 in 3 or so. She is incredibly unpopular herself, and long before the email scandals and such, there was a perception that she was willing to do or say anything to get elected, and therefore untrustworthy. That perception has only gotten worse.