Exchange Server: How to Change the Internal Autodiscover URL, Remove Outlook Security Alert

Outlook the will get the following certificate error when you first startup.

Security Alert:

To resolve this issue first make sure this is indeed the issue, let’s check that the URLs are incorrect. To do so run the following command.

Get-ClientAccessServer |fl identity,autodiscoverserviceinternaluri

If it lists any url that does not match the SANs on your certificate then we need to change those urls. We do so with the following command.

Set-ClientAccessServer -Identity OLD_SERVER -AutodiscoverServiceInternalUri correct_Autodiscover_URL

If outlook still popup the error of the mismatch, delete email profile and recreate it.