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Oh if Hillary wins fair and square so be it. Personally, I don't think she can get elected dog catcher in half this country (including Ohio and Florida) but if she's the nominee then I will vote for her just like I voted for Dukakis in 88. Mmmmmmm Dukakis, now there was a good idea.
I think the issue with McCain will have exactly the opposite of Hillary's problem. The GOP base will not turn out for him unless there is a giant reason to (i.e. Hillary). Hell, the crazies are actively campaigning against him already.
As far as his issues, he has actually done a pretty good job of dealing with them but lets look:
1. Keating 5 - He fessed up and did his straight talk thing. And this is what he owes his devotion to campaign finance reform.
2. His wife - Personally, if she has a problem with addiction, I am not sure going after her would be the smart thing to do. She might cry and get the women's vote.
3. His adultery - If Hillary is the nominee, you'd best stay the hell away from this one for obvious reasons.
Where you hit McCain is on his tax policies. The GOP folks hate him because he voted against GW II's insane tax cuts in a time of war. The Dems hate him because now, in order to get elected, he is saying that he wants to extend them.
And you hit him on the war and his stated belief that we could be there for another 100 years. One simple question:
"where are the troops coming from" and Once simple answer: "a draft" and McCain is toast.
Even if he says he would not support a draft he still has to explain where the troops are coming from and once you raise the spector he is done.