> his wealth is real, not theoretical, and he's still too detached to realize that.
This may be true, but it may not; he may be very aware of that, but is projecting himself as less wealthy than he actually is. I could imagine myself doing something similar if I had that kind of wealth.
I think it's nice that he's laying low, trying to find something he's passionate about, is willing to work hard, isn't a playboy, etc. He has a humble attitude. But his wealth is real, not theoretical, and he's still too detached to realize that.