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Yes... the Bill Clinton model of pants down after elected is a time proven strategy.
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see, otto, this is the kind of thing that encourages people like me to confuse you with a run-of-the-mill conservative who listens to limbaugh without laughing and watches fox news and maybe reads the national review on occasion.
i would think planning for the transition a wise idea--there's no particular reason to leave appointments dangling, particularly not if there's a reasonable expectation that the economic shit will still be hitting fans in various sectors in january. in fact, given that assumption, it's probably a really *bad* idea not to be planning for it if you have any expectation of actually being president.
personally, when i am preparing to be president of the united states, i generally put on a smoking jacket that makes me look like a curious formation covered in wallpaper with a head tacked on top, don an ascot, pour myself a large glass of scotch, sit in a chair with a bearskin rug nearby, put a cigarette in my unnecessarily long cigarette holder and look dreamily off to the left.