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How to Setup SMTP Relay in Office 365

Sending emails from a scanner or web application can always be challenging. You don’t want to use a mailbox (with username and password) for this, but preferable an SMTP server that sends the mail for you. This is where we can use SMTP Relay in Office 365. Refer Link

The problem with SMTP Authentication these days is that we want to use MFA on all our Office 365 accounts. When we create a dedicated mailbox for sending emails, we still can’t authenticate (and secure) it properly. This is also the reason that Microsoft doesn’t support SMTH AUTH anymore for new tenants created after 2020.

SMTP Relay, on the other hand, allows applications and devices to send email through your Exchange Online mail server. Protection is done based on your public IP Address(es), allowing only applications and devices from your network to use the SMTP Relay connection.

In this article, I will explain how you can set up an SMTP Relay in Office 365 and the difference between Direct Send and SMTP Relay.

SMTP Relay vs Direct Send in Office 365

Before we take a look at how to set up SMTP Relay in Office 365, I first want to explain to you the difference between SMTP Relay and Direct Send. Because both use the MX endpoint as an SMTP server address, but they both have their own use case.

Direct Send in Office 365 is used to deliver email to only your internal mailboxes. This means that you can’t scan a document and email it directly from the scanner to an external email address. You will need to scan it to your own mailbox, and in Outlook forward it to the external contact.

But the advantage is Direct Send is that you can use it also for third-party applications and it doesn’t require a static IP address for authentication.

SMTP Relay on the other hand can be used to send emails directly to external contacts, but only from networks (public IP addresses) that you have defined.

Set up SMTP Relay in Office 365

To set up an SMTP Relay we first need to know the public IP Address of the network where the device is located. If you want to use SMTP Relay for your local multifunctional (scanner), then just open the browser and visit myip.com. Note the IP Address, we will need that later.

1. Open the Exchange Admin Center

Log in add your Exchange Admin Center and navigate to: Mail flow > Connectors

2. Create a new Connector

Click on Add a connector to create a new connector and choose Your organization’s email server

3. Connector name

Give the connector a recognizable name and leave the selected options on.

4. Configure authentication

The next step is to configure the authentication that we want to use. It’s possible to use a certificate for authentication, but more common is to do the verification based on the public IP Address of the device.

You can define multiple IP Addresses for the connection (useful if you have different offices)

5. Review and create the connector

The last step is to review your settings and create the connector. Double-check the IP Addresses and click on Create connector.

To use the connector we will need to look up the MX record for your Office 365 tenant. The value of the MX record is used as SMTP Server Address in your device.

  1. Open the Microsoft 365 Admin Center
  2. Expand Settings and click on Domains
  3. Select your domain
  4. Click on DNS records
  5. Open the MX record (by clicking on it)
  6. Note to Points to address or value field

The format of the value is pretty standard:

     # MX Record structure
     <your-domain>-<domain-extension>.mail.protection.outlook.com
     # For example:
     # lazyadmin-nl.mail.protection.outlook.com

Use this address in your scanner or application as SMTP Address.

Update your SPF Record

To prevent the mail from ending up in the spam folder, we will need to edit the SPF record. The SPF record identifies which endpoints (servers) are allowed to send emails on behalf of the domain.

By default your SPF Record looks like this:

    v=spf1 include:spf.protection.outlook.com ~all
    

We are going to add our Public Ip Address to it:

    v=spf1 ip4:10.11.12.13 include:spf.protection.outlook.com ~all
    # or for mutliple IP Addresses:
    v=spf1 ip4:10.11.12.13 ip4:20.21.22.23 include:spf.protection.outlook.com ~all      
    

Keep in mind that DNS changes can take a couple of hours to apply. But after that, you should be able to send emails using your newly created SMTP Relay Connection.

Edit SMTP Relay Connection

You can use one SMTP Relay connection to send emails from multiple IP Addresses. So you don’t need to create a connection for each branch office that you have for example.

To add an IP Address to an existing connection, we can simply open an existing one:

  1. Click on the connection
  2. Click on Edit send email identity
  3. Add or remove IP Addresses from the connection