Hill Dawg might have made it if she had an understanding of the play or was better at acting like she wasn't blatently pandering.
Trump blatently pandered (to the table-flipping mad people, mainly) at least as much as Hillary pandered (to various other groups, only some of whom were crazy, and only some of whom only wanted to smash a glass ceiling). The trouble was that Trump got enough strategicly positioned reserves of his pandered-to people to overcome her pandered-to ones. And enough people who really didn't want him might not have realised that by expressing their marginally lower reluctance for her by going 3rd-party or not voting. (I remember trying to tell people that 'protest' votes were not going to help, just because they didn't want to prop up the 'obvious' winner that would be Hillary. But even I didn't realuse how close to the wire it was getting, as predictions
bounced around in
various ways.)
Good old hindsight. The "deplorables" comment alone (spun into a rallying cry by the true Deplorables) could have been enough to have swung things from if its real meaning (that there were non-Deplorables, who
could have been moved towards Clinton again, rather than annoyingly them into thinking they were also being tarred) had been better conveyed or just not so unwisely made. OTOH, if it hadn't been that, it would have likely been one of the other (possibly insignificant) little things.
Trump ultimately dished dirt better, mostly because he has more experience in a dirty environment, and knows how easily it might stick. And given Hillary's past experiences, that means a
lot of dirt flew around Trump. He doesn't even have to duck some of it, just proclaims that it's his latest tan...