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Some Outlook 2010 emails not reaching their destination.

I have a user who is set up with outlook 2010, and using GoDaddy POP3.  It was setup using the godaddy recommended settings and appears to be working on send and recieve tests.  However, there are certain addresses that her sent email never reaches.   While Others receive the mail just fine.

She will type the email, send it and never get an error.  It shows up in sent items, but the recipient calls and says they never receive it.  Not in junk or anything.  The computer is only a month old, has the latest updates and A/V from symantec.

The surprise is that if she logs into Godaddy webmail and emails the problem addresses.  It is received.  This leads me to believe it must be an outlook problem.

Please let me know if there is anything I can do, we cannot figure this one out.
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justchillin954
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justchillin954
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David LeeCommented:
Hi, justchillin954.  

I doubt that Outlook is the problem.  Outlook delivers the message to GoDaddy's mail server.  It's then up to that server to deliver it to the recipient.  It's more likely that there's a problem with GoDaddy or at the receiving end.  For example, the receiving domain might be blacklisted.  
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justchillin954Author Commented:
I thought about that...
But then why would she be able to email these addresses using godaddy webmail?  She does this frequently and it works fine.
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David LeeCommented:
If she can email them from webmail, then that rules out blacklisting.  Here's the logic for why I doubt that it's Outlook.

1.  Can Outlook send mail?  Yes.  This proves that Outlook is able to connect to GoDaddy's server and send mail.

2.  Can Outlook send to a particular recipient?  No.

3.  Does Outlook have the ability to filter outbound messages by sender?  No.

4.  Is Outlook involved in message delivery beyond handing a message off to the mail server?  No.

In this context Outlook is like the mailman.  It picks items up from the outbox (mailbox) and delivers them to the server (post office).  The post office is then responsible for getting the mail to the recipient.  In this case the mail server is responsible for delivering the message to the recipient's server.  Outlook (the mailman) is out of the picture.  Here a test.  Have the user create a message that is addressed to one of the people she can't send to and someone (but not herself) that she can send to.  If the latter receives the message, then you have proof positive that Outlook delivered it to the mail server.  It's job is over at that point.

Now, it is possible that there's something about the format of the message, the encoding, etc. that the recipient's mail system doesn't like which is causing the message to be lost in transit.  That would be much more difficult to diagnose.  A good starting place is to compare who can and can't receive mail and look for similarities among those who she can't reach and differences between those that she can reach and those that she can't.


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justchillin954Author Commented:
Thanks for the detailed explanation.  I did the test, and yes the the latter received the message - the other did not.  Webmail still works.  When I email those problem people from my gmail and outlook 2007 they get the mail as well.

How can I adjust the encoding, etc?  So that its on a universally accepted format?

Maybe the 2007 encoding is different from 2010?

  I really think that this may be the issue.
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David LeeCommented:
I doubt that it's encoding, but no harm in checking.  Click File > Advanced.  Scroll down until you see the "International options" section.  Automatic encoding is normally checked and the preferred encoding is typically Western European (ISO).
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justchillin954Author Commented:
I checked the encoding, and it seems fine.  We will continue to investigate the issue but its probably the provider being blocked somehow.
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