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If you watch the documentary Mitt that is on Netflix you might get a little different view of the guy. Sure, he is ruthless and will clearly do anything for a dollar and that is not good, but at times he was funny and engaging and clearly has a strong connection with his family. If he had showed that side of himself he might have actually won. On election night he was certain he had won and hadn't even written a concession speech.
If he wins again and manages to get out of the primaries (which I don't think he will do) I think he could only win if he got a very weak democrat. He is now a two time presidential candidate loser. It will be hard to overcome that and win.
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