Was Bill rich, or in fact leveraged to being one crisis from bankruptcy?
Because while he has 3 houses (owned, or rented?) and an APPARENTLY thriving business (in season 4 he has his buddy cook up the books to cover losses), he's clearly leveraged beyond recovery, one financial crisis away from financial ruin (all stores mortgaged, owing money to Roman, etc).
Is that the American dream? How a man builds a business from "nothing"? Because if that is rule rather than an exception, then the American dream is that, just a dream, an illusion built on smoke and mirrors.