We've just started having a weird problem in Outlook 2003. You go to send an email and it comes back straight away with a relay denied message. This varies depending on where you are sending the email (as different servers generate different messages for anti-relay). If you send an email to someone else using the same smtp/pop server it works. The server does require authentication, and it's enabled and all set up, but it's like Outlooks is all the sudden trying to send the email straight to the recipient's server rather than relaying off the proper server. Any ideas?