I think Hilary Clinton had brought her mindset (born partly of Bill's "Lewinsky" affair) unconsciously into her embarassingly dogged persistence and pathological pursuit of a hopeless cause i.e. to be "The Nominee". She's wasting her money and damaging the Democratic Party. It's seems almost as if she would rather see McCain win that her Democratic opponent -Obama.
I think Bill in his heart already knows she's a loser politically, no matter what she does to appear as good a vote getter as he was.