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Sophos Central - Email Gateway - Outbound - Stopped working with Office 365

Yesterday 8/7/18 around 5pm EST all of our Outbound email started kicking back. Everyone was receiving NDR's from Office 365. Did something happen system wide with the Email Gateway Product or a change to Office365 that would suddenly cause this behavior. We had to turn off outbound scanning.

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Barb@Sophos over 6 years ago

Hello Phreeze,

I am not seeing any topics about this issue. Are you still experiencing the problem?

Did anything change on your end? Any network changes? Any changes on the email server itself?
I am guessing things worked fine when you turned off scanning?
Did you receive any other error messages?

If nothing changed, I would recommend to first check this article , and if the problems persist file a case with support for further investigation.

Regards,

Barb@Sophos
Community Support Engineer | Sophos Technical Support
Knowledge Base | @SophosSupport | Sign up for SMS Alerts
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Phreeze over 6 years ago in reply to Barb@Sophos

We made Zero Changes. It just stopped working. They gave us a case number :

8270998 But we haven't heard from anyone. We have outbound scanning off until we hear from someone.
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Barb@Sophos over 6 years ago in reply to Phreeze

Hello Phreeze,

I will escalate your case.
Please let us know if you still haven't received an update by tomorrow.

Regards,

Barb@Sophos
Community Support Engineer | Sophos Technical Support
Knowledge Base | @SophosSupport | Sign up for SMS Alerts
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QComer over 6 years ago in reply to Barb@Sophos

We are experiencing the same issue. It appears not ALL outbound emails are hitting the Sophos Central relay (after reviewing the O365 trace logs and the Sophos Central logs). The ones that are failing are somehow bypassing the Sophos Central outbound (even though we are sending ALL outbound mail through the relay).

Ticket #8749045
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