What is particularly bothersome about Obama is that he is very good at misleading with lying. He says "NSA cannot target your e-mails" when he knows that NSA is actively collecting emails, but not by specifically targeting.
I just met George Packer (writer @Atlantic) who said the greatest failure of Obama may end up not dramatically downscaling the scope of the Oval office while he still had the chance. The office has grown so powerful it's a dangerous tool in the hands of anyone less benevolent than the current officeholder.