Hi @mara2021 ,
Do I need to remove the servername information from the Outlook Anywhere Fields?
No, there's no need to remove the servername information or change the authentication method when unchecking the SSL Offloading on Outlook Anywhere via EAC.
According to the official document, the recommended way to disable SSL offloading by running the cmdlet below:
Set-OutlookAnywhere -Identity "EXCH1\rpc (Default Web Site)" -SSLOffloading $false -InternalClientsRequireSsl $true -ExternalClientsRequireSsl $true
Based on my test, un-checking the SSL Offloading option only on Outlook Anywhere in EAC does the almost the equivalent thing backend:
Why am I getting this message?
The error message indicates there is a mismatch between the host name that the Outlook client is trying to access and the certificate SAN. But it's weird that the error prompts and your outlook client is affected after disabling SSL offloading on Outlook Anywhere, as you mentioned that you do not use Outlook Anywhere.
To help narrow the issue, please collect the information below:
- Outlook connection status when the issue occurs:
While Outlook is running, click the CTRL key and then right-click the Outlook icon in the system tray, click Connection Status, catch a screenshot, be sure to include the protocol column. Obfuscate all sensitive information like email address and domain name, then share the image:
- Check the Outlook Anywhere settings by running the following command:
Get-OutlookAnywhere | fl *ssl*,*authen*
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