Sending Email Through SMTP on Exchange 2007 / SBS 2008
I have SBS 2008 with POP3 connector setup. I'm receiving emails to the Outlook clients fine, however when I send an email from Outlook, it's not going anywhere. The recipient never receives it. How can I troubleshoot this??
ASKER
Hi Barrulus
No bounce back message or NDR to the sender.
Looks like I can see them in the Smart Host queue viewer, however I can't seem to see any error logs as to why they're sitting there. ISP is not dialup.
No bounce back message or NDR to the sender.
Looks like I can see them in the Smart Host queue viewer, however I can't seem to see any error logs as to why they're sitting there. ISP is not dialup.
have you set your logging up to record smtp events?
ASKER
Okay, I've enabled logging as per: http://simultaneouspancakes.com/Lessons/2008/11/24/enabling-smtp-logging-in-sbs-2008/
I'll monitor them for a bit and see what comes through.
I'll monitor them for a bit and see what comes through.
ASKER
This was the message in the SMTP Send Log:
Windows SBS Internet Send *,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond
Windows SBS Internet Send *,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond
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is the sender getting a bounce message or NDR (Non delivery report)?
Are the items still in the queue in Exchange?
Have you checked any of the logs?
Is your ISP a dial up?
If it is, chances are you are not allowed to send directly and you need to set up your default virtual smtp server to send to a smarthost and authenticate to that smarthost before it allows you to relay on its behalf.