It's unbelievable how out of touch the Obama's are. I think, OTOH, that these are typical opinions of those involved in the new-fangled, post-soviet Left. There's usually some strong class-struggle themes supercharged with a racial angle. Your link shows just how deep those roots are.
The Obamas' upbringing and wealth have left them completely out-of-touch with the mainstream of American life. They inhabit a parallel universe of ideology and fantasy.