In order for delegates to work, I have to grant SELF account the "Write Personal Information" right on the user account that is trying to add the delegate. why is that? Is there a more global fix?

Here is the reason:http://support.microsoft.com/kb/913696Description of the update for Outlook 2003: March 14, 2006I guess if you wanted to do this bulk you could use something like dsacls:http://support.microsoft.com/kb/281146