I think this is basically the major and effective meme/emotion that Trump plays into: Nostalgia. Thiel also voiced concerns about the state of the infrastructure at a GOP Convention. Nostalgia is a strong emotion and it is often based on false memories or weak comparisons. Sure, large parts of our infrastructure are worse than they were 50 years ago, but on the other hand we had very different problems back then. We used to consume goods that turned out to be toxic. Today almost everyone has access to extremely fast transportation via air travel. Almost everyone has access to the world's knowledge at any time. Medicine has improved a lot. "Make it great again" is the central lie and people are dumb enough not to question it and to believe his financial independence would make him a superior leader, when in fact he only displays characteristics that are opposed to the ones we should expect from a good leader, for example decency and intelligence.