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I put Oregon, Montana, and South Dakota firmly in the Obama column.
I gave Obama 60% in Oregon, Montana, North Carolina, and SD, and 55% in Mississippi. These are based on surrounding states, for the most part. Guam I threw into the Obama column with 60% as well, but this is just a guess.
I gave Hillary 55% in Pennsylvania, West Virginia, and Kentucky. This seems to be about what her wins in bordering states are. I gave her 70% in Puerto Rico, just for chuckles, and I split Indiana 50/50.
This would give Obama 1,872 and Hillary 1,775.
In order to win under this scenario, Obama would need 45% of the superdelegates, but Hillary would need a whopping 73%.
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Under virtually the same scenario, if Hillary were to win 70% of the vote in Pennsylvania, she would still need 67% of the superdelegates.
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Looking at how you've got it pencilled out, without the SD's, Obama's at 1,877 and Hillary's at 1,771.
Hillary again needs a happy 74% of the superdelegates, but Obama only needs 43%.
Even if you give Hillary a 5% bump right on down the list, giving Obama victories in only Mississippi and Puerto Rico with a tie in North Carolina, he'd only need 52% of the superdelegates to win the nomination. Hillary, on the other hand, would still require 65% of the remaining superdelegates.
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