How to Fix Dual Email Connector Validation Failure in Microsoft 365
Question details
The user is experiencing a connector validation failure while setting up coexistence between Microsoft 365 and Google Workspace.
- Product
- Microsoft 365
- Device & OS
- not provided
- Scenario
- Configuring dual delivery or email coexistence between Microsoft 365 and Google Workspace.
- Observed behavior
- The connector validation fails because the test email is routed out of Microsoft 365 without using the configured connector, and the validation message does not clearly explain the root cause.
Ensure you have Exchange Administrator or Global Administrator privileges in your Microsoft 365 tenant to view and modify mail-flow rules and connector settings.
Review Connector Scope and Exchange Routing Settings
Check your mail-flow rules and connector conditions to ensure the test email matches the criteria for the intended Google Workspace coexistence routing.
Connector validation typically fails when Exchange Online processes the test message using default routing or an overlapping mail-flow rule instead of the newly created connector. To fix this, you must ensure that the conditions defining the connector's scope explicitly match the test recipient.
Navigate to the Exchange admin center (EAC), go to Mail flow > Accepted domains, and confirm that the routing domains used for your Google Workspace coexistence are configured correctly.
In the EAC, go to Mail flow > Rules. Look for any existing rules that might intercept the test email and route it outside of your intended Google Workspace connector.
Open the properties of your coexistence connector. Verify that the routing conditions (such as specific domains or IP addresses) accurately encompass the test recipient's email address.
Go to Mail flow > Message trace. Run a trace on the test recipient address to see exactly which routing path the test email took. This will help you identify why the message bypassed your configured connector.
Consult Exchange IT Specialists
Escalate the routing issue to hybrid deployment experts if standard mail-flow adjustments do not resolve the bypass.
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Frequently Asked Questions
Why does connector validation fail in Microsoft 365?
Validation fails if the test email sent by Microsoft 365 does not match the rules or scope defined for that specific connector. Consequently, the email routes through standard internet paths or default rules, causing the validation check to register a failure.
How do I find out where my test email went during connector validation?
You can determine the routing path by using the Message Trace tool located in the Exchange admin center under the 'Mail flow' menu. Search for the test email address to see which rules and connectors were applied to the message.
What is dual delivery in Microsoft 365 and Google Workspace?
Dual delivery is a coexistence configuration where incoming emails to a single domain are delivered to both Microsoft 365 and Google Workspace inboxes simultaneously. This setup requires specific routing rules and connectors to forward messages seamlessly between the two platforms.
