The good person would not lie, cheat, steal, or kill to win, the good person would just tell the truth. Your immorality and imbalance of right and wrong will come back to haunt you.
Trump's hubris is so ingrained that he believes he deserves to be arrogant. He thinks that he can cover up his insecurities by out-bullshiting everybody, his lies are coverups for his lack of knowledge, while his ignorant followers will accept it as facts. He also knows that his fanbase is too shallow to remember what he says or does anyway.
Some people are seduced by money or power which they think will bring them validation or salvation. Most get this passion for greed from their family or lack of a good family. All sins against man are created by lust for power... all sins against God and morality are created by insecurity, arrogance, or sexual frustration.