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He really doesn't. He has rarely spent time in Iowa, yet has devoted considerable effort to his book tour. And his state organizations? Last I heard he had a team of five people in Iowa.
His strategy is to focus on southern states, while picking up as many early states as he has a shot at. His feeling is that he is going to have a hard time in alot of northern states, but if he can pick up the southern states plus a few key northern states, he wins. The first big test for him is not Iowa, it's Florida.