Using Outlook 2011 on Macbook with OS X 10.8.3.

Outlook recently started showing status that it was not connected to the corporate exchange server, and thus not syncing.   Another account in Outlook still connects and syncs normally (different company's exchange server).  I am able to connect to mail via OWA, so the account is working fine.


I tried adding a new outlook account with my exchange credentials, and autodiscover fails with the message "Outlook 2011 requires Exchange Server 2007 SP1 Update Rollup 4 or later."   I have confirmed that our Exchange server is on ver 14.3.123.0.  (Mailbox server Microsoft Exchange version: 14.3.123.0).

I've added the oa.company.com autodiscover.company.com and respective ip addresses to hosts file, in case it was a DNS related issue...  no luck.  From the same network, when I type oa.company.com into browser on Windows machine I get an IIS7 welcome page.    When I try it from mac I get a blank page (http and https).

Eventually deleted the account and tried to add it again.  Still no luck.

OWA works just fine, and all the tests i've run on "Remote Connectivity Analyzer" are green for EWS.  

I did find two potential problems in the autodiscover test:

    1) Testing TCP port 443 on host company.com to ensure it's listening and open.

 

The specified port is either blocked, not listening, or not producing the expected response.

    2) Analyzing the certificate chains for compatibility problems with versions of Windows.  

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: 7 ms.

I tried to set up the account with Mac Mail app, adding an "Exchange account," and it worked just fine.  Using just email and password, mac mail detected all of the settings and started to download and sync mail and calendar.    

Mac mail's autodiscover service shows:

    internal server:  oa.company.com

    external server:  webmail.company.com

I've tried using a number of different server addresses in outlook 2011 when adding the account, but none have connected.

Original address when it was working previously:  https://webmail.company.com/ews/exchange.asmx

Mailbox address from OWA:  USXXXMBX01.company.com

OA:   oa.company.com/EWS/Exchange.asmx

https://oa.company.com/EWS/Exchange.asmx

Any help would be greatly appreciated!

Thank you

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