"It’s not his experience that excites people, but his brainy élan. We don’t know about his judgment: good on Iraq, bad on Rezko.
The joke on Obama is that the only experience that has served Hillary well has been the experience of raw, retail politics — the kind he turns up his nose at — which has allowed her to seem authoritative and professional and singularly unwhiny in speeches and debates.
She first tripped up Obama by making him think that every time he fought back he was falling off his pedestal. As one of the Washington pundits Obama has scorned put it, with a grin: “That’s why you have two hands, one to graciously greet your opponents and one to stick the shiv in.”
By conjuring a scenario where Hillary is the deft insider and he’s the dewy outsider, Obama only plays into her playbook again."