The Outbound Token is a unique token added to the email header that is generated automatically and adds an additional layer of security by:

• Uniquely identifying and authenticating legitimate outbound traffic from your cloud-based email solution
• Acting as a preventative measure, ensuring only authenticated and authorized traffic is processed
• Mitigating the risk of being blocked/added to a denylist by major email providers by providing a reliable method for distinguishing legitimate traffic from potential malicious activities

This article is written for Microsoft 365 but can generally be applied to any cloud-based email solution, such as Google Workspace.

1. Ensure that the outbound mail flow has been configured in your chosen cloud-based email solution
2. Navigate to the Email Security Cloud web console
3. From the left-side menu, click Service Settings
4. Select Outbound Relay
5. Find the Outbound Email Token and copy the value;  this token is unique to your account
6. Navigate to the Exchange Admin Center
7. From the left-side menu, expand Mail Flow
8. Select Rules
9. Click Add a rule 
10. Select Create a new rule using the following settings:
    1. Name: Provide an appropriate name for the rule, e.g. VIPRE Token
    2. Apply this rule if: From the first drop-down, select The Sender; from the second drop-down, select is external/internal, then select Inside the organization
    3. Do the following: Select Modify the message properties, then select Set a message header
    4. You will then see Set the message header  Enter text  to the value  Enter text
       1. Click the first Enter text (after header) and type X-Vipre-Tenant-Key
       2. Click the second Enter text (after value) and enter the value you saved from Step 5 above
11. Click Next
12. On the Set rule settings page, ensure Rule mode is set to Enforce
13. Click Next to review the settings
14. Select Finish; you will see a green notification stating the transport rule was created successfully