Mail and smtp.office365.com

[csmu (Keith John Hutchison - Ceiteach Seán Mac Úistin)]

That log was a false positive.

The main issue was talking to smtp.office365.com

1. Had to set the device to use a valid fully qualified domain name. Until then
   telnet smtp.office365.com 587 failed.
2. Had to set the correct settings in the yaml file especially DISCOURSE_SMTP_AUTHENTICATION: login

  DISCOURSE_SMTP_ADDRESS: smtp.office365.com
  DISCOURSE_SMTP_PORT: 587
  DISCOURSE_SMTP_USER_NAME: discourse@domain
  DISCOURSE_SMTP_PASSWORD: "validPassword"
  DISCOURSE_SMTP_AUTHENTICATION: login
  DISCOURSE_SMTP_ENABLE_START_TLS: true

3. Had to set the SiteSetting.notification_email

./launcher enter web_only
root@discourse-web-only:/var/www/discourse# rails console
[1] pry(main)> SiteSetting.notification_email = "discourse@domain"
[2] pry(main)> exit
root@discourse-web-only:/var/www/discourse# exit

4. Restarted the container

./launcher destroy web_only
./launcher start web_only

5. Job done!