I think 0be is very vulnerable on the fact that he doesn’t send his kids to the public schools though he and Bill Errs tried to bring “change” to the CPS some years ago. It’s emblematic of the (useless) change 0be is going to bring to the whole country.
Also, McCain needs to take the economic issues away from Obama by showing those damned run down housing units he lobbied for in Chicago and saying “This is the change he brought to Chicago, now he wants to bring it to the whole country - and he wants you to pay for it. It’s change, but not the kind we to believe in”
That's been tried before, with Clinton et al., and I don't think it flies. Most Americans understand that parents want the best education for their children and do not resent those who can afford private schools.