What doesn't seem to work:
AD Authentication on multiple portals. The AD Authentication wants to add a new user instead of recognizing that one exists and adding on to the UserPortals table instead.
AD Passwords. Security never seems to authenticate a user by passing in the username and password from AD in my environment. I've had to detect which authentication type is being used and only authenticate username and password for forms security.
I've worked around both of these by editing the source code, but would like to see them fixed in DNN.
One other item which I haven't been able to compare to the working of a forms authentication environment is to redirect the user to where they were attempting to go before being sent through the login process. This was one of the items which was slated to be fixed (under forms authentication) but doesn't seem to work with AD authentication.