troubleshooting Question

Intermittent problems sending POP3 email via Outlook

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itplatoonFlag for United States of America asked on
OutlookEmail ProtocolsDNS
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A few months ago, a SBS 2003 server was migrated to a new SBS 2011 server. Since then there have been intermittent problems where email message will queue up in the Outlook outbox and not send out as expected. recently, only 2 people had the issue where another 6 people had no issues. Email is hosted by a 3rd party and accessed via POP3. The internal exchange server is not used. An old SBS 2003 server was recently migrated toa  new SBS 2011 server. The outbound email problems began after the new SBS 2011 was brought online. The site has a 24 port ethernet switch and a watchguard firewall. Most of the time, all of the email flows as expected but sometimes, email just gets clogged up in the outbox and then will resume sending later in the day or the next day. We have tried used both the ISP SMTP server and the POP3 providers SMTP server and this does not seem to affect the problem. I have not been able to find anything in the event logs either.

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