Autodiscover, Out of Office and Wildcard SSL

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    Our Exchange 2010 server uses a wildcard SSL certificate

    The exchange server has CAS, Hub Transport and Mailbox roles.

    The exchange server is installed on a resource domain

    The mailboxes are Linked Mailboxes, with LinkedMasterAccount set to their windows logon account within a trusted domain

    Outlook clients have been manually configured, pointing to the mail server via internal FQDN:


    When trying to get into Out of Office settings in Outlook, the following error is displayed:
    “Your Out of Office settings cannot be displayed, because the server is currently unavailable. Try again later”


    Everything seems to point to Autodiscover not being set up correctly and OOF relying on this service.

    This sounded right, seeing as I hadn’t done any work on Autodiscover and all client workstations were configured manually.

    Changes made:

    I’ve now set up an A record on our public DNS to try and get Autodiscover and OOF working.

    A record: -> public IP address for Exchange server

    I set up an A record on our internal DNS: -> internal IP address for Exchange Server


    Test exchange connectivity says Autodiscover is OK

    Out of Office error remains unchanged.

    All client PC’s are throwing an SSL security alert because mailserver.mail.local has a security certificate which does not match the name on certificate.

    I’m out of my depth on this and have a lot of people angry at me

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