As with regards to creating mapping entries vs. using regular expressions – this article may give you an idea when to use which approach: http://ruslany.net/2008/07/iisnet-uses-url-rewrite-module.

Getting this to work with Wordpress is pretty simple. This article explains how to do it: http://learn.iis.net/page.aspx/466/enabling-pretty-permalinks-in-wordpress

There are dynamic ways to get this to work, but it requires programming understanding to look at regular expressions which is a little hard to cover in these shorter articles. I may do a follow-up with more of the regular expression side if there is enough demand.

With that being said you can do edit the web.config file directly so you can easily do some excel magic to put a large amount of urls into play without having to use the GUI which will speed things up significantly.

Does that mean you have manually create a mapping entry for every dynamic page?

I hope not.

I can’t wait to see your write up on how to use this with WordPress and Joomla.

I wonder if hosting companies will install this add on so it can be used in a shared Windows 2008 hosting environment.