Configure on-premises Exchange to use Hybrid Modern Authentication.Enable Modern Authentication in Microsoft 365.For more information about how to enable Modern Authentication, see the following articles: To configure certificate authentication in Outlook 2016 and later versions, we recommend that you use Modern Authentication. Outlook uses the Windows Credential Manager to provide credentials to servers. This issue occurs because Outlook doesn't support using the Windows certificate store as a credential. This problem occurs especially if the network device is configured to require the client to present a certificate during the SSL handshake in the network layer instead of passing the traffic directly to the server that is running Exchange Server. The network device can be a load balancer or another network device, as described in Certificate Selection and Validation.
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