Can't send email with outlook, 550 relay not permitted

Posted on 2004-11-29
Last Modified: 2011-09-20
One user on our network cannot send email from Outlook from home; he gets the "550 relay not permitted" bounce back message.  We do not use Exchange.  Email is hosted offsite, using a POP3 server to receive email.  He then gets another bounceback with the following message:

From: Mail Delivery System []
Sent: Wednesday, November 24, 2004 9:44 AM
Subject: Mail delivery failed: returning message to sender

This message was created automatically by mail delivery software.

A message that you sent could not be delivered to one or more of its
recipients. This is a permanent error. The following address(es) failed:
    SMTP error from remote mailer after end of data:
    host localhost []: 550 5.7.1 Message content rejected, UBE,

------ This is a copy of the message, including all the headers. ------

Return-path: <>
Received: from ([]
by with esmtp (Exim 4.24)
id 1CWyN0-000N3O-WA
for; Wed, 24 Nov 2004 09:43:47 -0500
From: "aaa" <>
To: <>
Subject: test
Date: Wed, 24 Nov 2004 09:43:43 -0500
MIME-Version: 1.0
Content-Type: multipart/alternative;
X-Mailer: Microsoft Office Outlook, Build 11.0.5510
Thread-Index: AcTSM/6QP7gvVrHxSpuW785zC0HraQ==
X-MimeOLE: Produced By Microsoft MimeOLE V6.00.2800.1165
Message-Id: <

He can receive email at this account, and can send and receive with this  account when using Outlook Web Access (OWA).  Why can't he send from his regular outlook account?

Question by:maharlika
    LVL 31

    Expert Comment

    Is the person using a portable computer that is used in another environment as well?
    This sounds like his Outlook is set to use an SMTP server which will not accept his outgoing mail, possibly because the FROM or SENDER is not in the correct domain (like if you are at home, using  "" as your ISP and try to send mails that are FROM  "", the messages may be rejected as the sender seems spoofed. Suspected SPAM...

    Or, his Outlook is set to use the office SMTP server and the messages are rejected because the server, quite correctly, will not accept to relay for a user that is not on the local network - which he probably isn't if he tries to do this at home.
    LVL 3

    Author Comment

    Yes, he's using his laptop from work, where it all works fine.  It's when he gets home that he can't send from non-web-based outlook.  He's using the local cable provider for internet access.  Our email is hosted offsite by a 3rd party.  How can I work around this so he can send email from home?
    LVL 31

    Accepted Solution

    He needs to set Outlook to use the SMTP server that his provider has. He may have to create a new "profile" or something like that in Outlook that he uses when he is at home.
    LVL 3

    Author Comment

    Yes, it worked when I put the charter smtp server for his outgoing mail.  I'd like to be able to set it up so that he can send/receive outlook mail regardless of how he accesses the network.  I know he can do that with OWA, but he loses all his folders, address book, etc.
    LVL 31

    Expert Comment

    I think the Outlook/Exchange combo functionality cannot be had unless you're actually on the local network. Perhaps a VPN connection from his home could be one way to go for this.

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