I guess you missed the part where he was said to have made his own money and created his own wealth. Not saying he might not have had help but it was his businesses.
He was already wealthy and he had a net in the event he fell. Not only that, the way he made money was pretty sleazy in a lot of ways.
Romney was not in any real danger of failure in his business ventures....Obama on the other hand worked with practically no safety net. The fact that he bacame president even baffles and surprises me