Outgoing to non-organizational email using SQL Server

Brass Contributor

Hi,

I am currently subscribed to Exchange Online (Business basic). I have an application that uses the Database Mail function in SQL Server to send out emails. I noticed that if the outgoing email is sent to the organization domain, then it works. But if the Outgoing is sent to a non-organizational email/domain. Is not working.

 

I did a check by manually login to the SMTP email account to send out to the non-organizational email address, it works as well.

From the message trace, I noticed there is no email trace for those emails to the non-organizational email address that is sent out by the SQL Server. Not even with a "failed" status. Seems like the outgoing did not include those non-organizational emails in the process. 

The SMTP detail I configured in SQL Server:
domain-com.mail.protection.outlook.com / port 25

Any advice on how to troubleshoot this?

Thanks.

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