Sadly, he isn't even close to being stupidest and least qualified (except in the Constitutional sense).
He is the most manipulable.
He has the ultimate disqualifier, any other peccadillo could be finessed away. His lack of Constitutional qualifications is an ultimate killer.
They could threaten a Clinton with a disclosure of his sex life, and, and no one cares. Shady business dealings? No one cares. Abuse of power? No one cares, etc.
Obama has an ultimate Sword of Damocles they can use any time they wish, and he has no defense, no plan B, no come-back.
He's not even bright enough to realize he has the ability to collapse the whole house of cards, and he is no Sampson in any event. No solution saves his sorry hide, and he knows it.
I don't think Obama need worry that any of his allies will reveal him. Their neck is as much on the line as is his. I personally think that what this nation has to do to heal itself is to track down and prosecute every one of these people that made it possible for this guy to work the system.
Democrats in Jail is what this nation needs.