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John Davies
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Office 365 tenant not receiving SMTP emails

HI ,
I have configured a SMTP site on a Virtual machine. I am using Database mail from sql server to send a test email. I can send an email to my yahoo address successfully. However the send test mail is not working for a Office 365 email address.
The sysmail event log shows status of mail as sent in the msdb database.
On office 365 there is nothing in the Quarantine or mail flow restrictions either.

Cheers

john
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John Davies

8/22/2022 - Mon
ASKER CERTIFIED SOLUTION
Vasil Michev (MVP)

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John Davies

ASKER
Hi Vasil,

Without testing all email address Vasil it seems as though it is just test mails to our tenant which is weird as they worked the other day and we have made no changes.

There is no on-prem servers, everything is cloud, the set up is in Azure and we have just set an SMTP service without office365 relay.

We are not using office365 to send email.

What is direct send?

As for the message trace i did not find anything relating to the email.

Have checked the trace also and they do not exist in there, weird as they are getting sent to a test Yahoo account.

Ta

John
SOLUTION
Adam Brown

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Vasil Michev (MVP)

And make sure to add the IP/FQDN of the sending server to your SPF record. You can find details on how to do that in the article I listed above.
John Davies

ASKER
Thanks guys for your help, both were very helpful. Sorry for delay
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