Postfix SMTP relay to Office 365 for email notifications

General
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1

I want CheckMK Raw to send me email notifications when there are alerts. I have read that I need to install Postfix with smarthost.

The problem is that I want to do it with a Microsoft account but the relay won’t let me send messages.

This is the configuration I have in the main.cf

Postfix Outlook
Postfix Outlook729×484 67.5 KB

Is it possible to configure CheckMK to work using the “sendmail” command instead of the “mail” command?

I don’t know if there is another way for CheckMK to send email notifications without having to use Postfix.

Thanks

2

Checkmk uses the main mailer on the OS to send mail. I set up sendmail on Ubuntu in the past with smtp relay for Office365 and Checkmk is still using that. But since OAuth got mandatory for Office356, I changed config and went for our alternative domain not managed by Office365 as a ‘temporary’ workaround, till I find time to figure out to do sendmail with OAuth.

So if you figure it out with sendmail, I’m interested in the solution.

3

It looks like you can enable SMTP AUTH on specific Office365 mailboxes according to Enable or disable SMTP AUTH in Exchange Online | Microsoft Learn

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