Somewhat overly pretentious. Given modern societies obsession with wealth and glamour as an ends, it doesn't surprise me that many would look up to him for inspiration. He always struck me as an empty suit with an ability for self-promotion. Yes, he has made some money, but he has brought himself to the brink on several occasions because of his prolifigate lifestyle primarily. Many of his real estate investments have been vanity projects without much merit. Outside of his name-brand, I don't see much there.