It is tough to say how much Trump knows. I would think he is studying his ass off so he doesn't get made to look stupid. 1 on 1 debate with someone that has been in government all her life and knows every nook and cranny of policy debate is not going to be easy.
"She was the worst secretary of state of all time."
"Donald, name 5 secretary of states."
Can he answer that? Probably but I bet there are tons of civic questions he can't answer. And if you look at some of his previous debates and court testimonies, he doesn't seem that cool under pressure.
In all reality, not many can do that Pats.