He will not succeed in doing so...
It certainly helps to be able to tell girls, "I'm the son of a billionaire AND the most powerful man in the free world." Barron will likely never date anything under a "10" unless he decides to go slumming and date a "9" now and then.
That may or may not be a good thing. A lot of 10's can be a bit crazy, mostly because they can get away with being crazy. I'm hoping Daddy talks to him at length about protecting himself from gold-diggers.