tl;dr - Trump's going to hate himself when he gets beat by a girl.
I think Trumps beliefs tend to be not just wrong, but the reality it requires for him to come to those beliefs is also wrong. As such, I don't feel we can't debate him because to do so is to accept the flawed premises of what he's going nuts about.
One of those beliefs I the idea that a Man is somehow better than a Woman, and because of that flawed beliefs...
I am going get a lot of schadenfreude that because he holds such incorrect beliefs, it's going to believe he's the lowest, weakest possible person when he loses to a woman, one of color no less.