Not trying to defend Hillary or Obama here, but wouldn't it also be correct to put Bush in the category of elitest? His childhood schooling included a private prep elementary school, followed by Phillips Academy, Yale, and Harvard Business School.... not exactly a proletarian middle class upbringing!
The presidency has never been a bastion for the "man of the people". Almost every president that has served since 1900 has come from affluent upbringings (even our favorite peanut farmer Jimmy Carter)- the 2 most "regular guy" upbringings that I can think of are Harry Truman (who actually never even graduated college) and Dwight Eisenhower.