E-mail configuration with Office 365 SMTP details

[fala]

I build and configure the Graylog server on Ubuntu 16.04 platform. Unfortunately, I do have a problem with configuring alert via e-mail. When I am doing test I do get an error:

The Graylog server encountered an error while trying to send an email. This is the detailed error message: org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.office365.com:587 (javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587; nested exception is: javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?)

Please, can you tell me how I can use Office 365 e-mail for alerting. I did use my organisation e-mail address: graylog@********.co.uk

[jan (Jan Doberstein)]

you could have used the search in this forum, that would have revelead this:

How to configure email notifications Office365

Background I am configuring email notifications with Graylog and after reading through the docs I finally found the configuration settings regarding the SMTP service we use. But I still have issues. Research Before attempting to set up the email notifications I read the following docs: http://docs.graylog.org/en/2.4/pages/streams/alerts.html http://docs.graylog.org/en/2.4/pages/configuration/server.conf.html (Email section) Perhaps for someone experienced in setting up such services the abo…

Where you find a working solution.

[fala]

Thank you for your reply. As a fact I did look through documentation and I did configure server.conf with office 365 smtp settings and my alert@*****.co.uk email. I can confirm that I can access from my server office 365 smtp service:

telnet smtp.office365.com 578

Connected to outlook-emeawest5.office365.com.

Unfortunately, I can’t run successfully connection test inside the Graylog GUI interface.

Help is much appreciated.

Best Regards

[fala]

Sorry I did a typo port 587 is a port I did use inside my server.conf configuration.

[jan (Jan Doberstein)]

your graylog server.log might reveal the issue. But the configuration that is needed is written down in the linked posting in this community. Including the pitfalls.

[jochen]

How to configure email notifications Office365

This configuration setting expects the SMTP server to offer SMTP over SSL (SMTPS) but Office365 offers SSMTP (SMTP on submission port 587/tcp with optional connection upgrade with STARTTLS). See also: Yes. They are the credentials for the SMTP service. Without those, the SMTP service won’t allow you to send emails. No, HTTPS and SMTP/SSMTP/SMTPS have nothing to do with each other.

[fala]

Shortly after I got an error, my server.log file shows as follows:

Does that indicate where is the problem buried?

Best Regards

[jochen]

@fala

Does that indicate where is the problem buried?

Yes. Read the post I’ve linked to in my previous reply.

[fala]

Hi Jochen

I see it now. Thank you very much. I did post it before I did read your last post ;). Anyway, once again thank you for your contribution.

Best Regards

[fala]

Hi Jochen

All is working now. Once again thank you very much.

Best Regards