None of that is going to float. This is one place where Trump is his own worst enemy. You DO NOT, in any way, shape, or form attack gold star parents. Not in America. And he just can't seem to catch on to the fact that most voters, especially Democrats, do not think. They operate strictly off emotions, just the way he, himself, reacts.
And this insistence of repeatedly trying to say "I will do it", as opposed to her saying We will do it together". The voters aren't smart enough to know that he means "Of the two of us, I am the better choice." Just like they are not smart enough to figure out that they aren't going to have a single thing to do with what she decides to do.
He definitely has to wise up in his "messaging." He is consistently delivering the wrong message to the ears of American voters.