SBS 2003 Internal/External mail addressing

I have a SBS 2003 server, with Exchange. All the clients are Outlook 2003 but they have email hosted externally by an ISP. So in Outlook I have the Exchange profile and a POP3 profile set up. The POP3 is for the ISP and is set as default. The workers use Exchange for shared calendars, mail folders, task lists, address books, etc. Just not for sending and receiving email. The problem I keep running into is that some of them report a problem of not being able to send mail to an internal address unless the Exchange account is chosen as the sending account. It seems to be only certain addresses, and only sometimes. The messages bounce back unless they use the Exchange account; the POP3 account for some reason cannot get them to deliver. A temporary fix seemed to be to delete and recreate the address entries in the adress book, but now that doesnt seem to work.
What should I be looking at to resolve this one? Is it on the Exchange server end? Bad address book entries? ISP end?
Thanks for any help.
johnny5

 

Instead of using 2 seperate acccounts in the Outlook client, you should configure your Exchange server to deliver the POP3 mail to the Exchange mail account. This can be done using the pop3 connector included with SBS 2003.
This article may help you configure it.
http://support.microsoft.com/default.aspx?scid=kb;en-us;302548

 

Thanks, I will have to try that out.
In the meantime, any idea what happens to mess up this one email address? Currently there is one person in there, a staff person, who for some reason they cannot send to. Is it something in their profile? Address books?

 

If your internal organization is not publically addressable, then any mail sent to the external email servers for internal use will be bounced.
For this reason, all mail should be forwarded to your internal mail servers, and then forwarded to external organizations as needed.

 

Seems like we tried the POP forwarder thing in Exchange 2003 when we first set this up.
I am not pretending to know much about Exchange, but we had so many problems with it I was advised to set things up this way. Right now, only ONE address (there are 7 users in the company) bounces back. One person, if they try to send to her from within the domain, will only go if they use the non-default Exchange account to send.
The email addressing looks identical in the user profile. This is on 2003 Small Business Server.
What is wrong with this one address?

 

do all of your email clients list your server as their default smtp address?

 

No, the email clients all have the default profiles pointing to the ISP mail server for POP and SMTP.


I went into this person's contact in the shared contacts list and deleted her email and retyped, and it is sending now.

This has been a workaround before, somehow her email address gets "corrupted" or something in the contacts list.

 

Some more information on this:
When we try to send to this person, either alone or as part if a group, this is what happens:
Outlook 2003 "send" process associated with the POP3 account (the default account) hangs and returns this in the progress window: "(POP3accountname) reported error 0x80070057 one or more parameters are not valid. "
This message then just sits in the outbox and will not send.
I have been able to TEMPORARily work around it by deleting her email address from her contact record and retyping it in. Then after like a week it just starts happening again. The other workaround is to send THAT message using Exchange. I know the setup may not be ideal, but everyone else in the organization has not had this problem with their email address and this has been set up this way for almost a year. Why just this one address? What to do?