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I've done several upgrades to wordpress. I'm assuming you are going to keep all the same content, so make sure the url structure matches.  Easy if you are already something like /page-title.  Doing that in wordpress is done through /wp-admin/options-permalink.php and your page or post titles can also be individually modified. If those all match up, you shouldn't have a problem!  Make sure your theme is quality and loads quickly.