Depending upon the scale of your site, generating a subscriber base could certainly be a very big project and even easy profession. Assuming that you've a few dozen or less pages, and that you have associated with your file list, you can make ones list of articles and pages with ease. If your HTML site has greater than 50 or less pages, I propose you the Google Sitemap Automator from RAGE Software - while not free, it's very inexpensive and save you hours in time.

Once possess the auto responder account set up, along with a few messages (I handles the content of those messages later), you will generate a web form or link by the auto responder that lets the subscriber to "opt-in" to your list.