Hi Jack
From experience I would work on your home page first, not the content but everything else including the pasteboard color (if any), the page color, add your guidelines, create your text styles for your headings, body copy, etc. Try to include everything that will be included on all the other pages. Create the first button for your navigation bar or add a Nav Bar from the Designs Gallery. Then duplicate as many pages as you will have on the site then duplicate a few extra pages.
Create a few smaller test sites to get an idea of how this will work. Then once you have the basics down, start to build the site.
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