I must admit to a certain itch scratch reading the FusionGPS transcript where they uncovered that Trump has survived because of a number of trusts set up by his father.
Trump has some talents (in manipulating people to work hard for him until they get sick of his shit) however he is seriously erratic as only the best narcissists are. Had he not been born rich? Prison early or just a mildly successful business? I'm sure he would have been bankrupted once or twice in either reality.
The only fault I find in your above statement is that the same thoughts are not applied equally to folks like Clinton, Obama, etc.