The answer to this question consists of two parts: a) reliably finding the information, and b) automating the process.  The first part of finding up-to-date information on a constantly changing site is not as straightforward as you might imagine.

Take for example your primary local newspaper Web site, NaplesNews.com,  which has its own site search field.  There is no guarantee that the site content is indexed (i.e. stored in a searchable form) frequently enough to be accurate and useful.  So if you are looking for the most recent stories using keywords like "little league", "community events", "property taxes", etc. you are not likely to find them.  Or worse, they will be buried under an avalanche of archived articles that are useless to you.

There is a very clever and free way however, to create your own indexed version of just about any site (up to 1500 pages) at a push of the button...

Create Your Own Site-Specific Search Engine

PicoSearch.com is a site-specific search engine service, that provides Web site owners the ability to create a search capability on their own site (my Mr. Internet site uses it for this purpose).  It will index sites up to 1500 pages at no cost, as often as you want.

Her are the three steps to create your own free, site-specific search engine:

1. Create Your Account - go to PicoSearch and create a new free account.  When it asks for the URL of the site to be indexed, put the primary Web address of the site you want indexed (in this case http://www.naplesnews.com).  It will then ask you to set a "spidering" restriction as it indexes the site (i.e. how it decides what pages to index).  I suggest choosing the "Domain Level Restriction" as it will cause PicoSearch to index the widest possible range of pages.  Next, and this is important —choose the "Build Off-Line" option, otherwise it could take hours for it to index the site.
    
2. Index The Site - Once you've made your choices, click the "Build Your Site!" button.  It may take up to 24 hours for them to initially set up your account. As soon as you start the building process, you will be taken to a "Thank You" page that gives you your account ID --write it down!  Now login as a registered user and choose the "Free" plan (you will be sent an e-mail that has a bunch of HTML code in it to install on your site —just ignore it).
    
3. Create And Save Your Search Page URL - go to your Web browser and enter this URL (without the quotes): "http://www.picosearch.com/cgi-bin/ts.pl?index=[account_ID]" where you replace "[account_ID]" with the actual number of your account.  When you go to this address, it will be the actual search page for the site PicoSearch is set up to index for you.  Save this URL as a Windows "Shortcut" on your desktop and name it something meaningful like "NaplesNews Search".

Now simply double-click on your "NaplesNews Search" shortcut anytime you want to search the NaplesNews.com site for specific keywords and phrases.  One thing to remember though is that you MUST re-index the site before every search if you want to be assured of the most recent site information.  You can cause a re-indexing to happen by logging in to PicoSearch and clicking on the "Index Now" link.

This process can be duplicated for as many sites as you want, however you most likely will need to use slightly different versions of your name and e-mail address to create additional free accounts.

This takes care of step "a)" of the process, now on to the other part...

Automating The Search And Retrieval Process

Ideally, you want to automate the process of re-indexing the information site(s), searching for the most recent information based on specific sets of keywords and phrases, and assembling / forwarding the results to you every day so you can choose which to include in your e-mail marketing program.

It is helpful to realize here that "automation" does not necessarily mean "automatic".  These are a very specific, measurable set of tasks that could easily be assigned to an assistant (real or virtual) or even a virtual consultant that you find on eLance.com.  (see the May 2001 edition of "Ask Mr. Internet!" regarding the use of eLance to finding and using virtual assistants)

While the above procedure certainly answers your question, something else is going on here that is worth mentioning.  This above is also a great example of how we can use an Internet tool designed for one purpose (i.e. PicoSearch) and repurpose it for the benefit of something else entirely.

The exciting part is that the Net is just brimming with opportunities like this, and the fun part begins with finding them!