I added 2 new web pages over the weekend and the information showed up immediately in the tool. The structured data tool does not index, it goes out and pulls in the current live data from the Title Tag but it does not display the description data. To test this change the data in the Title Tag and refresh the preview button and the data is updated immediately. From my observation Google only needs Title Tag info to display a Rich Snippet. Go ahead and test it. In fact you can add a new page to your website and a Rich Snippet shows up immediately. This is why I am stumped.
I have resubmitted and indexed the entire site through the webmaster tool. I'll just have to wait and see if that makes a difference.
Thanks for you input Matt.