Exchange Hybrid connector validation from o365 to on-prem

Ella Taylor 0 Reputation points
2024-11-08T00:10:35.5166667+00:00

We recently setup Exchange Hybrid on Classic mode. Completed without errors.

During setup we ensure that the Transport Certificate is valid and we assigned our 3rd party cert.

We checked on IIS that "Default Front End" certificates are assigned with 3rd party cert.

IIS 'Exchange Back End' is using the private "Exchange Server" certificate.

When checking Exchange online connectors and validating the O365-Onprem connector, it errors with

"450 4.4.317 Cannot connect to remote server [Message=SubjectMismatch Expected Subject: ...... Thumbprint:######"

When troubleshooting and Checking the certificate thumbprint from the error message on the server.  Determined that the thumbprint belonged to the private certificate used in the 'Exchange Back End'

Not sure why it's presenting the wrong certificate and not the front-end certificate?

Normal email flow is still working.

Appreciate anyone's feedback.

Microsoft Exchange Online Management
Microsoft Exchange Online Management
Microsoft Exchange Online: A Microsoft email and calendaring hosted service.Management: The act or process of organizing, handling, directing or controlling something.
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Microsoft Exchange Hybrid Management
Microsoft Exchange Hybrid Management
Microsoft Exchange: Microsoft messaging and collaboration software.Hybrid Management: Organizing, handling, directing or controlling hybrid deployments.
2,136 questions
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