One recipient cannot receive our emails

[coopfab]

One of our clients cannot receive any emails that are sent from any
workstation on our Windows 2003 Server network. We can send and they can
receive emails if we use our ISP webmail portal though. The only thing our
client will tell us is that our email is changing, preventing our emails from
getting through, and that the problem is with the host. This makes no sense,
but the fact remains that they don't get our emails, even if we reply to one
of their incoming emails. What is more baffling is that this just started a
week ago with no changes made to our own network.

How do we troubleshoot this? Thanks in advance for your help.

 

[Brian Tillman]

One of our clients cannot receive any emails that are sent from any
workstation on our Windows 2003 Server network. We can send and they
can receive emails if we use our ISP webmail portal though. The only
thing our client will tell us is that our email is changing,
preventing our emails from getting through, and that the problem is
with the host. This makes no sense, but the fact remains that they
don't get our emails, even if we reply to one of their incoming
emails. What is more baffling is that this just started a week ago
with no changes made to our own network.

When you attempt to send a message to this recipient, what happens? Do the
messages appear to send and move to the Sent Items folder? What type of
account are you using? What is the sending format? What version of
Outlook? Is this recipient in your Contacts? If so, what do the Properties
of the e-mail address say is the Internet format?

 

[coopfab]

1. The message goes through fine, a copy is placed in the sent folder.
2. Sent via SMTP
3. Outlook 2003 SP3
4. Recipient is in contacts
5. Properties on contact is SMTP, let Outlook decide what is the best...

Thanks

 

[Brian Tillman]

1. The message goes through fine, a copy is placed in the sent folder.
2. Sent via SMTP
3. Outlook 2003 SP3
4. Recipient is in contacts
5. Properties on contact is SMTP, let Outlook decide what is the
best...

You didn't tell me what message format you've configured. There were seven
questions I asked. You answered six of them. Make sure you're sending HTML
or Plain Text.

If the messages make it to the Sent Items folder, then the problem lies on
the mail server. The messages have left Outlook and have been accepted by
the server. Outlook is out of the picture at that point.

 

[coopfab]

Sorry about that. Email messages were being sent with, "let windows decide
best...". We have changed it to plain text. thanks for your help.

 

[Brian Tillman]

Sorry about that. Email messages were being sent with, "let windows
decide best...". We have changed it to plain text. thanks for your
help.

Leave the "Internet format" driop-down set to "Let Outlook decide...".
Change the format in Tools>Options>Mail Format to be HTML or Plain Text.