Email Settings -- Office365

Openfire Openfire Support
1

We are unable to successfully configure OpenFire with the (SMTP) email settings, for our Office365 domain. When we attempt to send a test email, we get the following error message:

Sending the message failed. Please verify that your host and port settings are correct. (Message: Exception reading response)

Here are the settings that we are using:
Host: outlook.office365.com
Port: 587
Username: email_here@sau19.org
PW: password for this mailbox
Use SSL: yes

We require “TLS/STARTTLS” encryption, but this setting is not present in the web GUI.

2

Openfire’s SMTP configuration is too simple for Office 365. There is no GUI for encryption as it is not supported by that option. I would suggest setting up your internal SMTP server and connect it to Office 365 as a SMTP-Relay option authenticating with a certificate (say this can be done with Windows IIS and SMTP role). 3d option https://support.office.com/en-us/article/How-to-set-up-a-multifunction-device-or-application-to-send-email-using-Office-365-69f58e99-c550-4274-ad18-c805d654b4c4 Then you can point Openfire and all other internal apps/services to that internal SMTP and it will do the sending through Office 365. You won’t need email boxes for that and it will use an encryption.

Here’s a guide we used for Windows-IIS based setup http://www.expta.com/2013/10/how-to-configure-internal-smtp-relay.html

3

this "might not be too hard to add…im looking at the code in the emailservice provider, and I think its something that I might be able to hack…no promises as im not a dev.