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Just one Outlook2013 client is getting Autodiscover certificate mismatch warnings.

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I have a client with Exchange2010 on-premises.

For some reason they have a public certificate without SAN, and it doesn't mention the host 'AutoDiscover' - it is named workplace.domain.co.uk instead.   It is not a viable solution to replace the existing public cert with a SAN cert.

AutoDiscoverServiceInternalUri  on their CAS points to      https://workplace.domain.co.uk/Autodiscover/Autodiscover.xml   and so does the SCP's  serviceBindingInformation  in AD.

Get-AutodiscoverVirtualDirectory  indicates that  InternalUrl  and  ExternalUrl  are also both set to the same URL above already:  I have not modified the existing setup despite the comments in   https://blogs.technet.microsoft.com/rmilne/2013/04/02/busting-the-set-autodiscovervirtualdirectory-myth/

All other Exchange virtual directories are also pointing  internalurl  to   https://workplace.domain.co.uk/EXCH.Service

The client has a splitbrain forward zone in DNS that has an A record for    workplace.domain.co.uk  with the IP address of  CAS.ADdomain.local.... it does NOT have a record for domain.co.uk  or   autodiscover.domain.co.uk

There are also no SRV records for autodiscover    in the internal or external DNS zones.

... might this be necessary, despite the presence of the SCP in AD ??

On the client,  Test E-Mail AutoConfiguration  logs progress through testing SMTPdomain/autodiscover..., then autodiscover.smtpdomain/autodiscover...

Test-OutlookWebServices is mostly delighted with the setup, except for the error:

" The certificate for the URL https://CAS.ADdomain.local/Autodiscover/Autodiscover.xml is incorrect. For SSL
to work, the certificate needs to have a subject of host.ADdomain.local, but the subject that was found is workplace.domain.co.uk. Consider correcting service discovery, or installing a correct SSL certificate."

I am not sure where it is finding the internal FQDN - any suggestions welcome !

Now I have worked through http://support.microsoft.com/kb/2783881  and  kb/2480582  and have added the following empty values to  HKCU\Software\Microsoft\Office\15.0\Outlook\AutoDiscover\RedirectServers

    autodiscover.domain.co.uk    REG_SZ   
    workplace.domain.co.uk    REG_SZ

...which makes no difference.

I have enabled logging in Outlook on the misbehaving client but the OLKDISC.log is not created - just the .ETL files that OL logging has always provided.

https://support.microsoft.com/en-gb/kb/2772058  and  kb/940881  have been of no use.

The key problem is that only 1 Outlook 2013 client is getting the regular cert-mismatch warnings... no other clients do.  Typically, it is a vip experiencing this problem.

What have I missed ?

regards

Nick


Ignite a fire and a man is warm for a night: ignite a man, and he is warm for the rest of his life.


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