I would strongly recommend automating as much of the site as possible right from the get-go. I am redesigning a web site now and have put the entire look and feel aspect into one short perl script that allows me to generate new pages that are just like all the other pages or to change how the whole site looks. Other automations enable me to change the navigation menus for the whole site in just two files and have it apply globally. There is much more I could do in the future with templates and databases when I learn how to use them.
The more you rely on Perl to do your heavy lifting, the easier your job will be.