If you really want to get under Obama's skin, start attacking Valerie Jarrett.
The country needs to know more about the real woman behind Obama, and it isn't his wife! How about a billboard campaign asking, "Who Is Valerie Jarrett?," or YouTube videos informing us about her being a slumlord and being fired from the mayor's office.
Explain how she is making the important decisions in the White House and not Obama, why people have left the White House, etc. What was her role in Hillary not taking the VP position a few weeks ago?
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Shouldn't she be part of vetting Obama? Make it personal and Obama will go nuts! It is time to distract him!