the most damaging fact that he is "too cool for his own good":
Even when Obama went before the cameras to express outrage at the AIG bonuses, he seemed to nod to the contrived nature of it. During an East Room event, when Obama coughed, he drew laughter by departing from the teleprompter to crack: "Excuse me, I'm choked up with anger here." [youtube video at 2:50]
[The O needs to bring The Impeached and Disbarred in to give him acting lessons on How To Appear Sincere Before the Camera and How To Be Teary-eyed on Cue.]