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Politicians run campaigns in local districts, and whether they win or lose depends on factors ranging from the influence of the local paper to what suit they wore at the debate, and can even include personality factors completely removed from politics. From what I saw, Brown won in MA because he was a likable moderate and his opponent made people mad.
We always read too much into individual elections. That's the problem with having poll-watchers run the party. I don't agree with the Dean supporters who think Dean's absence is the reason we lost, and I believe he's one of the most overrated politicians in recent memory, but one thing he did I really loved. He didn't worry about whether the polls said we were winning or losing, he still went right after the opponents with his best weaponry. He didn't try to explain why we weren't really all that different than the other guys in the hopes that we would trick a couple of extra votes out of people, he drew the lines and said "This is who we are, and we don't apologize for that, and THIS is WHY you should vote for us." If we had more people with that message, we would win a lot more.
Instead we have leaders who abandon our positions and surrender our arguments based on polls and a couple of elections with factors so complex that no one could draw up exactly why we lost them.
Elections are decided by a few percentage points, and most of the time those are based on personality as much as ideology. A slight shift in attitude can change an election. The best way to win is to fight for what you believe in and convince the voters that you are right. You only have to sway a few of them to make all the difference. Instead, we have too many candidates who try to move towards the swing voters (in the middle, because that's why they are swing voters), instead of trying to move the swing voters to them.
Our party would do better by leading instead of following. Tell voters "This is what we are doing," and then do it, and they will be a lot more likely to swing to your side than if you say "I'll do anything you want if you'll just vote for me."
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