I have a user configured with multiple addresses: myname@mydomain.com info@mydomain.com The first address, myname@mydomain.com is set as the primary SMTP address. The user is able to receive email sent to both of these addresses in their inbox as expected. When they send a message, it is from the primary SMTP address, also as expected. Sometime, the user needs to be able to send messages from the secondary address, however, if they select Options->From to make the From field appear, and type in their secondary address in this field, the message appears to send, however, after a few seconds I receive the following NDR message back: Your message did not reach some or all of the intended recipients. Subject: test Sent: 12/12/2006 1:13 PM The following recipient(s) could not be reached: telarin1@yahoo.com on 12/12/2006 1:13 PM You do not have permission to send to this recipient. For assistance, contact your system administrator. MSEXCH:MSExchangeIS:/DC=local/DC=AGENA:GIASERVER This message does not contain the usual 5.7.x error code or anything else to indicate that the message ever even attempted to go out. Examing the SMTP logs also shows no entries. Examining the exchange server logs (exchsrvr\logging\SERVER) also shows no entries related to this message. Any idea if this is simply a problem with Exchange, or if there is some way to correct it? If it is an exchange problem, any word on a hotfix for it? Edit: System is Exchange 2003 SP2 running on Small Business Server 2003

you can't configure a mailbox to send using a secondary smtp address configured on that mailbox. at least not out of the box. There may be 3rd party tools that enable this. If you want an out-of-the-box solution, you could configure a distribution group and move the secondary address from the mailbox to that distribution group. Then, add the mailbox as a member of that distribution group. Finally, add the mailbox to the distribution group's permissions granting it the"Send As" permission. Now you should be able to select the distribution group in Outlook in the From field and send as that distribution group. The sender email address should be that of the distribution group. Replies to that email address will go through the distribution group to the mailbox. The downside is that you then have distribution groups for each email address that you want to use as a secondary address. david.

Have a look at this third-party app: http://www.ivasoft.com/choosefrom.shtml Regards, Victor Ivanidze