I have to admit that I am not 'well versed' in this subject.
However, I came across this guide, which appeared to me, to be quite versatile:
Auto-Responders for Outlook 2010 | Favorite Office Automation
In this article we’ll give you step by step instructions on how to create an auto-responder of your own. While this article will cover the steps to setup an auto-responder using Outlook 2010, you can set up an auto responder with Outlook 2007/2003 as well. The basic steps are the same for previous versions of Outlook, though navigating to the appropriate menus maybe a little different.