I wondered about this statement at the time Obama made it. Clearly, by changing all the rules of health care insurance and mandating conformity, it was unlikely that the vast majority of Americans would not find themselves forced by 'The Affordable Care Act' to have to deal with a completely different health insurance plan and completely different set of health care providers.
I now understand what Obama meant. He was speaking to his immediate family and (politician) friends. They are exempt from the "Affordable Care Act." Clearly what he meant to say was: "if you are exempt from Obamacare, like me and my family, you can keep your existing health insurance." He never meant to mislead.