What exactly don't I understand?
Trump grew up as a spoiled rich kid who failed at every business he ever tried, only to be bailed out by daddy. When his father died and couldn't bail Trump out anymore, he went into massive debt. In order to make some money, he became president and used the office to enrich his super-rich donors, hoping they'd return the favor by using his companies, which by this point were hemorrhaging money. He broke several laws in the process, but because he's the president, he got away with it.
Trump was born into wealth, never left his elitist bubble, but failed at everything he ever did, except I guess for the Apprentice show. But even that didn't make him enough money to pay off his now massive debt. Now he gets to go down in history as a one-term president who threw a tantrum when it was time to bow out gracefully.
So what am I missing here? How is he not an Elitist? How is he not a total failure?