One of our guys at the office has set up his email at home using pop3 through his ISP and Outlook as his client. Here is the problem. If he sends an email to anyone here at the office from home it is not recieved. Furthermore, there is no NDR generated. He seems to be able to send mail to other domains without issue.
We use SBS 2003 here at the office and have had 0 complaints about email not being recieved by anyone else. Everything is running swimmingly near as I can tell. I used the message tracking feature in Exchange's System Manager and can not find the emails he is sending, he tried last night at 9:01 for instance, no record. I can only surmise from this that they are not being recieved by our server at all.
As an experiment I logged on (from the office) I logged on using his credentials to his ISP's webmail client and sent test mails successfully. Further, I set up a second email account in Outlook on my end (at the office) to use his ISP's POP3/SMTP server, just the same as he has it configured at home. I was able to both send and recieve mail in this fashion, including mail to our domain.
So I am stumped, any ideas?