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The most important question to ask before you begin on that long journey. Is there a purpose for the elements being redesigned, or is it just for laughs and giggles. If the answer is the latter, like I've heard before, then it's probably not worth the time and effort. If perhaps your website traffic seems to be getting lower, or some parts that you feel are beneficial don't receive much attention from your users, then maybe it's time to start redesigning some components.