Having some problems with a FreeBSD mail server (SMTP)

[Derek Ragona]

At 07:35 PM 7/30/2008, Andrew Falanga wrote:
>Hi,
>
>I run a mail server for my church.  Today I was called that folks are able to
>receive, but not send their mail.  They are all currently configured for POP3
>(I use dovecot).
>
>At home I tried to send mail to two different e-mail accounts of mine using
>the church e-mail server and was successful.  I used KMail for this.
>
>As I look through /var/log/maillog I do not even see authid=<their_user_ids>
>in the mail log (I'm using TLS with sendmail).  One of the pastor's told me
>the error he's seeing is "timeout."  They are using Outlook, I'm not sure of
>the version.  What problems do people here usually encounter with Outlook
>mail clients and their SMTP servers?
>
>At this point, I'd just like to have some leads.  Any ideas what might be
>keeping them from sending?  They can all log in and receive e-mail POP3.
>
>Thanks,
>Andy

Andy,

These errors can be some of the hardest to track down.  I would go to one 
of the problem users and try sending email with their client as you watch 
the maillog from a ssh window.

Outlook and Outlook express send mail a bit differently so you will need to 
know which client they are using.  Also, if sending mail was working, and 
just stopped, I'd suspect some microsoft patch as the culprit.

         -Derek

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