Outlook / Exchange 2007 mail redirect

Posted on 2009-12-28
Last Modified: 2012-05-08
Hi all--
I am hunting for an elegant solution to a mail redirect problem.  Here's the layout:
Server is SBS 2008 (running Exchange 2007 SP1).
Client is XP SP3 with Outlook 2007 SP3.

My customer has a generic e-mail account.  Let's call it is setup as a user, complete with Exchange mailbox, on the SBS server.  A receptionist at the company monitors the e-mail box and then either replies directly to the sender or forwards the message to the applicable user with the company.

The problem I am having is with forwarding of messages.  Rather than forwarding the messages, the receptionist would like to redirect them.  Using redirect, the original e-mail address is preserved.  As an example:
1.  Mail is sent from to
2.  Receptionist forwards the message from the mailbox to
3.  When Becky receives the message, it shows as being from  We would like to preserve the original e-mail sender.  In maintaining the original address, Becky does not have to copy/paste the address from the body of the e-mail.

Possible solutions I have investigated:
1.  Seeing as Outlook 2007 does not seem to have a native redirect function, I tried re-sending of the message.  (Open message in Outlook, Select Other Actions, Resend This Message).

2.  Tried setting up account in Thunderbird 2.x via POP/SMTP. Downloaded and installed mail redirect add-in for Thunderbird 2.x (add-in doesn't work with TB 3.x) Configured POP/SMTP settings to my Exchange 2007 server.  Able to receive / send / forward successfully.  When I try redirect, receive the following:

An error occurred while sending mail.  The mail server responded 5.7.1 Client does not have permissions to send as this sender.  Please check the message and try again.

I have tried tweaking Send As permissions, delegating access, etc. to no effect.

Either Outlook or TBird solution is fine by me.

Question by:bingalls5
    LVL 28

    Accepted Solution

    You cannot use an external e-mail address as the originator. That's spam. If the originator address is internal to your organization (that is, you own the domain) you can use either 'send-as' or 'send on behalf'. But since you do not own the external domains of the messages you are trying to redirect you cannot use these methods on them (for a good reason too).

    You have probably seen thousands of spam messages appearing to come from someone you know or even yourself. That's the spammers forging the sender address and it's not wise of you trying to use that method in professional messages between companies.

    Author Closing Comment

    Couldn't agree with your answer more.  Have a client that is very finicky.  Ended up using forward as attachment.


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