Or maybe Trump thinks he can win them over and then he never does. And then he never stops talking about them.
Reference his never ending tortured relationship with Maggie Haberman. What a waste of time.
Trump always wanted to be welcomed into the Manhattan social scene yet no matter how rich he became, or how famous he was, to them, he would always just be a "loudmouth from Queens."
It ate at him.
He continues to covet their acceptance. He'll never receive it.