Warning. We don't recommend that AD FS use an internal CA when it's leveraged for SSO with Office 365. Using a certificate chain that's not trusted by the Office 365 data center will cause Microsoft Outlook connectivity to Microsoft Exchange Online to fail when Outlook is used with SSO features. Oct 13, 2021 · Some services, such as Outlook Anywhere, Cutover migration to Microsoft 365 or Office 365, and Exchange ActiveSync, require certificates to be configured on your Exchange 2010 server. This article shows you how to configure an SSL certificate from a third-party certificate authority (CA). Oct 14, 2015 · After installing Exchange Server 2016 into your organization you may receive reports from your end users of a security alert containing certificate warning messages appearing in Outlook.. Example of an Outlook certificate warning. The two most common problems reported by the Outlook certificate warning message are: The name on the security certificate is invalid or does not match the … Oct 25, 2019 · I've given my web server an SSL certificate from my own CA. the certificate has (Server and client authentication in addition to IP security IKE because i use the same certificate for my SSTP VPN Server). certificate's subject name (Type=CN Common name) is the external domain name that points to my server's public IP address. Oct 26, 2011 · When I start Outlook, I get an "Internet Security Warning" dialog box with the message; The server you are connected to is using a security certificate that cannot be verified. The target principal name is incorrect. I clicked on "View Certificate" and installed the certificate, but I still get this dialog each time I start Outlook. Clicking "Yes" each time allows me to use Outlook as normal ...