One of Obama's problems, as sad as it is, is his mindset. His messages and his thoughts are detailed and well thought out, and take longer to explain than the normal sound bites (9/11, Islamofascists, Defeatocrats, etc). So it's harder to maintain the attention of the people with it. It's possible that he may be too much like the Obama we saw in 2004 -- the Obama with a message of hope, compared to the mudslinging we see ad nauseum in the political arena.

Thankfully though, he's presented some very reasonable positions to issues recently. He needs to continue to do this.

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Cultural insecurities are the foundation of American conservatism.