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I have to question what Donald Trump's strategy is. He gets roasted on Comedy Central (another great show, too bad it was before he announced his exploratory committee). He gets behind a birther issue instead of the economy (something he knows about), business practices, and jobs. He had lots of credibility with knowing what government policies help business and which ones hurt. He knows how to motivate people to try and start new companies and improve existing ones. Sure he and the GOP will all go after the healthcare issue, but he would be able to talk as a CEO how he would like to see the system work.
This is an example of where negative campaigning has made him into a joke, instead of a 'Presidential' leader that focuses on the problems and comes up with real solutions. Everyone knows Obama and what you get with him, there is a cable news channel and AM radio station dedicated to talking about the 'flaws' in his administration, and most people have an opinion about Obama already. But people don't know what a Trump presidency would look like and what he would change. Could he lead the military? What would he do with Social Security? What about raising tuition and prices? Foreign issues? Environment issues?
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