I for one don't think that the comment from the Democratic party strategist was that bad, because in context she meant that Ann didn't have a clue about the struggles of the average family where most mothers and fathers both have to work and have trouble making ends meet. I would be willing to bet that the Romney's have ever had to go without, but most Americans make those decisions everyday. Whether it as simple as deciding between buying hamburger or steak or a new car instead of used.
Some wealthy people (Teddy and Franklin Rosevelt) can relate to the regular people, but the Romney's continue to say things that put them out of touch with people in a lower class. For example, when talking American cars Mitt says that Ann has a couple of Cadillacs. Even one Cadillac costs more than most Americans earn in one year, but he says it like everyone has a couple of Cadillacs.