I'm running Exchange 2000 SP3 in a windows 2000 domain (sp4 DCs) and I'm unable to send a message to my local address from an application that is using SMTP mail service to send messages. (it's a backup software program emailing notifications when the backup finishes). In my AD account / email addresses tab I have two addresses firstname.lastname@example.org and email@example.com , and mail sent to my address at domain2.com will not work and domain1.com will work. The message just doesn't come through to my inbox. I noticed that the send from address will work from domain2.com but sending mail 'to' domain2.com will not from within the backup program. I've tried changing the default email address and tried adding the email domain inside the recipient policies as well. External mail coming in will work on domain2.com. Any ideas the internal messages sent through the Backup program via SMTP server will not? I'm will be moving email boxes over to a new server soon and I'm making sure everything is working fine before I do it.