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..."Does it strike anyone else besides me as odd that a black man from Chicago raised by a single mother is being called elitist?"
Not at all. The perception of Elitism is more often connected to educational levels than money. First Obama did not exactly grow up in working class family. Both is mother and his father (who was not present) were educated. Obama always had the best education. He is smart and articulate.
Many,not all, white working class resent people who are educated. Many uneducated white males resent black educated men even more. Yes Hillary is educated, but she can speak "down Home", and is good at "pretending" when it works to her advantage. Obama is more honest, straight forward, eloquent, articulate and sometimes that can be put off to the less educated.
Besides Hillary really emphasized "San Francisco" which many already have been made to think elitist.