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SPX encrypted email not being delivered.

Encrypted email is not being delivered using the Outlook plug-in in test environment. I can see that the email server is not the problem. This is happening to all email addresses, but I am able to check a gmail account, and I don't see it sticking in spam filters, etc. It's not that the email is not encrypted, it just never arrives. Is there a particular format that I should check on the firewall?

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0 sachingurung over 8 years ago

Hi James,

Please post smtp.log lines, verify if the email is sent/forwarded via UTM.

Thanks

Sachin Gurung
Team Lead | Sophos Technical Support
Knowledge Base | @SophosSupport | Video tutorials
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0 JamesGreene over 8 years ago in reply to sachingurung

The SMTP proxy log is only showing today, and these were sent in a test environment on 9/4. What's the easiest way to get that information?

Thanks
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0 JamesGreene over 8 years ago in reply to JamesGreene

Any more thoughts on getting the correct log files to you?
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0 sachingurung over 8 years ago in reply to JamesGreene

Hi James,

The easiest way is to start the smtp.log with SSH to UTM and sending an SPX encrypted mail. Check if the mail is passed/allowed from the SMTP proxy in the logs.

To capture smtp logs, take SSH to UTM and execute:

cd /var/log

tail -f smtp.log | grep (email address of the sender)

Thanks

Sachin Gurung
Team Lead | Sophos Technical Support
Knowledge Base | @SophosSupport | Video tutorials
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0 sachingurung over 8 years ago in reply to JamesGreene

Hi James,

The easiest way is to start the smtp.log with SSH to UTM and sending an SPX encrypted mail. Check if the mail is passed/allowed from the SMTP proxy in the logs.

To capture smtp logs, take SSH to UTM and execute:

cd /var/log

tail -f smtp.log | grep (email address of the sender)

Thanks

Sachin Gurung
Team Lead | Sophos Technical Support
Knowledge Base | @SophosSupport | Video tutorials
Remember to like a post. If a post (on a question thread) solves your question use the 'This helped me' link.
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0 JamesGreene over 8 years ago in reply to sachingurung

I will need to test this weekend. Thank you for holding on to the case.
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0 BAlfson over 8 years ago in reply to JamesGreene

James, if this wasn't resolved, start the SMTP Live Log before sending and show us the section that contains the lines related to the email. After this attempt, start the Mail Manager to check the 'SMTP Queue' tab to see if the email is there and then the 'SMTP Log' tab to confirm the action taken.

Cheers - Bob

Sophos UTM Community Moderator
Sophos Certified Architect - UTM
Sophos Certified Engineer - XG
Gold Solution Partner since 2005

MediaSoft, Inc. USA
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