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It's the scale of the thing ~ think of Mitt like a large corporation ~ not at all like your friendly neighborhood investor with a few tens of millions lying about in property, stocks and bonds.

Obviously any loss carry-backs or carry-forwards are going to make a MAJOR impact in terms of tax refunds or payments.

But what I think's going on with the people who don't want one of the world's richer individuals to give away is the idea that he's really smarter than everyone else and can foresee catastrophe.

Frankly, having had to deal with larger sums on behalf of the US government I'm not all that impressed with a 1/4 billion bucks ~ but I sure never had any major losses ~ so what about Mitt? Does he want me to respect him in the morning, or have a good laugh.

“is the idea that he's really smarter than everyone else and can foresee catastrophe.”

No idea what you mean by that. I could care less about his money. I would much prefer someone who started with with nothing and built a real business. The Bain thing to me isn't as impressive as someone who started with nothing and built a 100 person machine shop, restaurant; or maybe a trucking company.

But it is what is. Romney is the GOP candidate it highly appears.
He is at least a capitalist and not a Marxist. He will I hope be in favor of a smaller and less intrusive government in contrast to the current President.
I see no point in our side joining the Occupy crowd and harassing him about his net worth. We know he is rich.