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Archive for August, 2018

pfSense SMTP Office 365 Email Settings on Netgate SG-3100

Posted by Russell Wright on August 17, 2018

It’s always a challenge to get the SMTP settings correct for sending through Office 365 SMTP email.  Here’s what I did for my new Netgate SG-3100.

You can start at System | Advanced | Notifications.

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The important thing is to point to the email server than ends in mail.protection.outlook.com which is actually in your DNS MX record.

Port:  25

DO NOT CHECK:  Enable SMTP over SSL/TLS

Notification E-mail Auth Mechanism:  LOGIN

What I normally do in Office 365 is create a single “service account” email and assign multiple aliases to it.  Then I use the alias in the particular application, e.g. netgatedevice@mydomain.com.  This alias also serves as the Notification E-mail Auth Username, which you can leave blank since you have it in the FROM address.

SG-3100 pfSense SMTP Email Configuration

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