The presentation of your new site represents the next set of decisions for your migration. Is your new site going to look exactly like your old site or are you making a design change at the same time?
If you are making a design change, you use can an existing theme or build a new theme and not have to dwell on this step too much. Remember to evaluate whether certain content areas need specific, or unique, design considerations. Otherwise, activate your new theme and work out the kinks.
However, if you intend to keep the look and feel consistent across the migration you are most likely in for building a new theme. Usually this is not too much of an undertaking, because most web sites are created with essentially the same building blocks: header, footer, content area, and sidebars. You can pretty easily map these to the proper theme template files.
Nevertheless, you will have to decide if you are going to take your current HTML files and add in the proper WordPress hooks and code, or start with a working WordPress theme, like Sandbox, and style it to match. It really is a mixed bag, and you will have to decide the best path for yourself. For practicality we recommend taking a theme framework and styling it to match your site's look and feel. In the long run, this has worked out better for us.
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