Because he's a very effective bullshit artist who has papered over his inherited wealth, enormous business failures, and likely sub market returns to present a gold plated facade of self made success. The Apprentice also helped immeasurably influence the the easily bamboozled since nobody knows how TV actually works.
I would agree only to the extent that you are describing symptoms, not root causes. American culture is based on the noble liberal idea that all men are created equal and all that equality is supposed to imply lain over a system of market forces and competition. These ideas were a product of enlightenment, a sufficient collection of deeply wise men of advanced self development and moral character to embody them into law, notions without that same character development over time would easily fall pray to the universal human disease of self hate manifest under the more emotionally palatable term 'greed' and the corruption the sociopath and the psychopath breed when infected with it. The deep injustices created by the divine right of kings, we create what we fear, led to a great awakening and a new nation. But the rot of self hate and the neediness created thereby, fear and want, made for a society where one found ones self worth in the color of one's skin, a test to the notion that all men are really created as equals, and an economic system based on that inequality, And then we had this:
Four score and seven years ago our fathers brought forth on this continent, a new nation, conceived in Liberty, and dedicated to the proposition that all men are created equal.
Now we are engaged in a great civil war, testing whether that nation, or any nation so conceived and so dedicated, can long endure. We are met on a great battle-field of that war. We have come to dedicate a portion of that field, as a final resting place for those who here gave their lives that that nation might live. It is altogether fitting and proper that we should do this.
But, in a larger sense, we can not dedicate—we can not consecrate—we can not hallow—this ground. The brave men, living and dead, who struggled here, have consecrated it, far above our poor power to add or detract. The world will little note, nor long remember what we say here, but it can never forget what they did here. It is for us the living, rather, to be dedicated here to the unfinished work which they who fought here have thus far so nobly advanced. It is rather for us to be here dedicated to the great task remaining before us—that from these honored dead we take increased devotion to that cause for which they gave the last full measure of devotion—that we here highly resolve that these dead shall not have died in vain—that this nation, under God, shall have a new birth of freedom—and that government of the people, by the people, for the people, shall not perish from the earth.
So now again the serpent of self hate has risen from it's slumber and prowls our land sowing fear, disgust and dread, that the equality of some other person and all the fault of liberals and their ideas of fair play will out competing us for our daily bread humiliating out self entitled egos, taking from us what is our, and ours alone, birthright.
The only way for a self hater to win is to cheat via authoritarian power. The moral coward knows well who will butter his bread because the psychopath is happy to oblige.
We are where we are in my opinion because we have not found a way to transmit deep moral character in our children and I think it is because we are torn as adults by the confusion between deep character and economic cooperativeness. We have put the golden calf before us and worship the wrong things We wear the mask of the fig leaf to hide our shame.
May I suggest then, that no matter how the war goes out there, the kingdom of heaven is within, hidden perhaps, but the ground of our being such that it can never be lost.
Not my words but something I think it helps to believe regarding justice in the world, source unknown to me but likely a Sufi:
"The truth can't be given to any who do not deserve it but can't be kept from any who do."