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Exchange 2010 Journaling Guide > Troubleshooting tips
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Make sure the Journaling Contact SMTP Email Address (journal address provided to you) is spelled correctly
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A dialog displays with the following message: "Microsoft Exchange Transport service is being restarted." When the dialog closes, you have successfully restarted the service.
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Many firewalls can block email messages sent using TLS encryption, even if they are set to allow all outbound email messages.
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If you have a Cisco firewall, chances are very high that the ESMTP packet inspection is enabled and blocking the TLS-encrypted email messages. For more information, visit Cisco support by clicking on the link below or copying and pasting it into your web browser. http://www.cisco.com/en/US/docs/security/asa/asa72/release/notes/asarn723.html#wp219670
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Verify there are no enabled Send Connectors utilizing the domain name of the contact being journaled to. Get-SendConnector | Where {$_.AddressSpaces –match "domain.com" If you get a match on one, then there is a send connector handling that domains email.
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Issue telnet to smarthost (i.e. telnet ssljournal.advisormail.net 25) this should return a 220 banner, seen in the figure below.
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Exchange 2010 Journaling Guide > Troubleshooting tips
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