Outlook anywhere strangeness via Web Access Proxy

Hi guys,

Have a strange issue and I am wondering if the Web Access Proxy is the culprit. I ran the autodiscover test from the remote connectivity analyzer and it finds autodiscover.objectivespark.com but complains about it's certificate. I am using a wild card certificate...I am able to hit owa.objectivespark.com and autodiscover.objectivespark.com fine and the certificate is correct (wild card from go Daddy). I can't even manually set up Outlook anywhere settings, Outlook just tells me that it can't resolve the server.

May 15th, 2015 11:35am

Both owa and autodiscover sites look fine to me, no warning or anything. I run the autodiscover test from ExRCA against your domain as well, I don't see any issues with the certificate there as well. If you are concerned about this warning, you can safely ignore it:

Analyzing the certificate chains for compatibility problems with versions of Windows.
  Potential compatibility problems were identified with some versions of Windows.
 
Additional Details
  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. Elapsed Time: 2 ms.

As for Outlook, the manual setup process is different with E2013. The server name you have to use consists of the mailboxGUID, the @ sign and the domain portion of the primary SMTP address. So make sure you are using the correct settings.

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May 15th, 2015 5:00pm

Both owa and autodiscover sites look fine to me, no warning or anything. I run the autodiscover test from ExRCA against your domain as well, I don't see any issues with the certificate there as well. If you are concerned about this warning, you can safely ignore it:

Analyzing the certificate chains for compatibility problems with versions of Windows.
  Potential compatibility problems were identified with some versions of Windows.
 
Additional Details
  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. Elapsed Time: 2 ms.

As for Outlook, the manual setup process is different with E2013. The server name you have to use consists of the mailboxGUID, the @ sign and the domain portion of the primary SMTP address. So make sure you are using the correct settings.

May 15th, 2015 8:58pm

Hi Bryan,

Have you tried the suggestion above? How about the result?

Best regards,

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May 17th, 2015 9:22pm

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