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IT Pro: Setup Hybrid mail flow to route through Exchange on-premises

This step-by-step guide is intended only for Exchange Administrator, IT Administrator, and Microsoft 365 Administrator.

Environment: 
Microsoft 365 and Exchange server Hybrid environment with Centralized Mail Transport(CMT) enabled.
All Outbound emails of On-prem and exchange online users must route through Exchange on-premise.

Problem:
Exchange online user's outbound emails are routed through Microsoft Online Protection(EOP) instead of through local exchange on-premises after you configure Xink server-side (Xink-rerouting).

Solution:
Configure Outbound and Xink handled emails to go through exchange on-premises by creating a new connector and a transport rule.


Create new Outbound Connector

1. Sign in to your Microsoft 365 admin center.
2. Go to Mail flow > connectors tab.
3. Create a new Outbound connector to route Xink-Handheld messages to exchange OnPrem (see image below)




Create a new transport rule that routes Xink-Handheld emails to Exchange on-prem environment.


Note: Since the problem is only affecting X-Xink-Handled messages then you must apply this new mail transport rule limited to X-Xink-Handled only.

  1. In the Exchange admin center (Microsoft 365), go to mail flow > rules.
  2. Click the + button and select Create a new rule.
  3. Once the wizard opens, click More options (lower-left corner) to see all available settings.
  4. Name your rule e.g 'FromXink-to-onPremises'
  5. Select: A message header > includes any of these words > specify header name to X-Xink-Handled and the value to Yes.
  6. Add the following action: Modify the message properties > set a message header to X-Goto-OnPremises and the value to Yes.
  7. Click add action and choose: Redirect the message to > the following connector. Select the Outbound connector you previously created e.g 'XinkOut-to-on-Premises'.
  8. Click add an exception to add the following exception: A message header > includes any of these words.
    Set the header name to X-Goto-OnPremises and the value to Yes. and Finally, click the Save button.


    Now all messages that are routed through Xink Server-side will be sent back to your local Exchange environment and Centralized Mail Transport configuration will send out the messages to its recipient. 

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