Using classic Outlook for Windows in business environments
I got this popup this morning and also last week. It is random from what I can see. The cert has been revoked. What this means is that the software, in this case outlook has gone to the certificate issuer, to determine it's status. The certificate issuer for my current connection is DigiCert Cloud Services CA-1. This is random and Microsoft likely has a lot of servers that have a cert for outlook.office365.com, Likely one or more servers have not been updated with the correct cert. When your client resolves the name, the DNS system returns an ip address. It likely will not always be the same one. One must determine which server or servers have not been updated. Currently my outlook client is connected to more than one server and my browser is connected to a different one than outlook. This is just one of many and may or may not be the server with an issue. 2603:1036:30a:1425:0:0:0:2 This is an ipv6 address in case inquiring minds don't understand. To get to the cause of this one must find the specific ip address of the server that is sending the revoked certificate in response to a connection request.