I've read about six different people, just today, using the phrase "is in his head" to mean something like "has him rattled" or "is thinking one step ahead of him." I'm familiar with songs in one's head and voices in one's head, but I haven't heard the phrase used this way before. Does this come from a movie or something?
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I'd venture a guess the head you've been reading about is Obama's, and it's Palin or McCain in his head. I'd further guess this has a little to do with the infamous "lipstick on a pig" gaffe. (It's also been said that McCain, drawing on his training, is "inside Obama's OODA loop".)