Internal DNS and Autodiscover
If you are running Windows Server 2012, 2008 or 2019 with internal DNS, you will need to perform the following steps:
- On your remote desktop session, select Start / Programs / Administrative Tools / DNS.
- Right-click your domain name and select New Alias (CNAME).
- Under Alias Name enter: autodiscover
- Under Fully qualified domain name (FQDN) for target host enter: autodiscover.outlook.com
- Click the Ok button.