ActiveSync Autodiscover fails with security certificate issue, but Autodiscover works in Outlook & passes Microsoft Remote Connectivity Analyzer
Posted on 2015-02-17
I've just configured the necessary certificates and autodiscover records and it works great in Outlook Anywhere, but not on my Samsung S5. The goal is to have ActiveSync setup in Outlook Anywhere and mobile devices to flow through using just email and password (autodiscover, without the need to do a manual setup).
Outlook Anywhere setup works without a hitch. I did have to enter the user credentials once more after going through the initial wizard, but no manual setup required, no certificate warnings, etc.
I've run the MIcrosoft Remote Connectivity Analyzer for Autodiscover and it passes with one warning: "The Microsoft Connectivity Analyzer can only validate the certificate chain using the Root Certificate Update functionality from Windows Update. Your certificate may not be trusted on Windows if the "Update Root Certificates" feature isn't enabled."
The problem is on my Samsung S5, the only mobile device I currently have at hand to test. I add the Exchange account, enter the email address and password and then get "Security Warning - There are problems with the security certificate for this site." I click Continue and then get: "Setup could not finish - Unable to open connection to server. Security error occurred."
If Outlook Anywhere setup works fine and it passes the Microsoft Remote Connectivity Analyzer for Autodiscover, then why won't it work on the Samsung S5? How can I troubleshoot this?