Hello, I had this problem in 2004 and I could not seem to find any way to resolve my issue. When I do a Send As in Outlook 2003 the e-mail rightly states FROM: IS HELP DESK In Entourage 2004/2008 trying to do a Send As the e-mail states From: Eric On Behalf Of IS HELP DESK, this is more than annoying as it exhibits the behavior as if I was a delegate with only Send on behalf of rights, which is obviously not the case as Outlook does not exhibit the issue. Is there any setting that I am missing, is there a different configuration I should be using? -Eric