The Microsoft Analyzer tool queries the Server Certificate object in the Exchange Server system to retrieve various properties on X509 certificates. For each Secure Sockets Layer (SSL) certificate found, the Remote Connectivity Analyzer tool evaluates the fully qualified domain name (FQDN) that was assigned to the certificate. For example, the tool evaluates https://www.microsoft.com.
The Microsoft Remote Connectivity Analyzer displays the following warning when the FDQN does not match the host address or URL that the client uses to make a connection with the server:
SSL Certificate Name Mismatch
The name mismatch warning indicates that users might not be able to connect to their mailboxes by using Outlook Anywhere or Exchange ActiveSync for Exchange Server 2007. If this issue occurs, Microsoft Office Outlook 2007 clients receive the following certificate warning:
The name of the security certificate is invalid or does not match the name of the site.
Mobile devices typically receive an error message that resembles the following message:
The security certificate on the server is not valid. Support code: 0x80072f0d
If you are testing the Single Sign-On function within the Remote Connectivity Analyzer, you may receive a similar certificate warning. The tool queries the Authentication Platform in the cloud to perform a realm discovery. When that process is finished, the Authentication Platform passes to the requesting client the ADFS endpoint URL that the client requires for authentication. The endpoint will be a Secure Sockets Layer (SSL) connection, which will have a certificate in place. The Remote Connectivity Analyzer evaluates the fully qualified domain name (FQDN) that was assigned to the certificate. For example, the tool evaluates STS.Contoso.com.
This is a test against the Secure Communications certificate, which should not be confused with the token signing or token decrypting certificates that are used for identity federation. The token signing and decrypting certificates are not used for communications over SSL. Also, those certificates can be self-signed. The Secure Communication certificate must be a third-party certificate in order for single the sign-on process to work in most cases.
Microsoft Remote Connectivity Analyzer has limited documentation at this time. In an effort to improve the documentation for each of the errors that you might receive, we would like to solicit additional information from the community. Please use the Community Content section below to post additional reasons why your effort failed at this point. If you require technical assistance, please create a post in the appropriate forum at Remote Connectivity Analyzer or contact Microsoft Product Support Services at Fix a Technical Problem.
This module examines how clients connect to Microsoft 365. It also provides instruction on how to configure name resolution and Outlook clients, and how to troubleshoot client connectivity.
If the Microsoft Remote Connectivity Analyzer is unable to locate any SRV records for Autodiscover in that namespace, the following error is displayed: "Failed to find Autodiscover SRV record in DNS."
Summary: Learn about the Autodiscover service in Exchange 2016 and Exchange 2019, which lets client applications and users configure themselves with minimal input.