<p>I have an application that uses Forms Authentication to authenticate one type of user. There is a section in this application that needs to be authenticated for another type of user using a different table in the database. The problem happens if the second type of user's session times out, she is taken to the login page defined in the Forms Authentication section of the main Web.Config instead of the login page for the second type of user. I am looking for solutions to this problem. One idea is to create an application in IIS for the section and create a Web.Config for the folder and add another Forms Authentication section. In my experiments, it seems this doesn't work. Am I missing something obvious? Any insights? </p>

IIRC, the authentication works per folder.  So you should be able to do it if all of the pages that require the 2nd type of authentication live in a specific sub-folder with it's own config.
Not 100% sure on this, though, so if someone more knowledgeable can contradict me I'll just delete the response.