I know what you mean. If all of this is legit, he seems to have it going on.
This guy is a Nobody. I think he has around 50 Million bucks.
Take a look at the Forbes billionaires list and you see guys "have it going on".
But most of them don't behave like this in public and spend money on such an unnecessary bullshit like he does. Only the new-rich Wannabes like this guy have to show off 24/7 to overcome their massive insecurities.