Exchange Out of Office URL and DNS

Hello Experts - I'm working on a way to have my ActiveSync users be able to seamlessly  transition from outside the office to inside the office on an internal private wireless network.  The problem is name resolution.  Outside the office
they are using this address:
https://exchange.company.org/owa
Internally they are using this address:
https://internalservername.comain.local.owa
I had setup a DNS entry last week which allowed the external address to resolve to the internal address and that works except doing so breaks VPN users ability to set out of office messages.  I investigated and found that Outlook uses a
URL to set the OOF messages which can be seen by holding control, clicking the Outlook 2010 icon, then selecting Test E-mail AutoConfiguration.
Is there a way out of this conundrum?  I have two exchange servers setup in a DAG, I was thinking of changing the OOF URL to point to the second server who's name should resolve properly both internally and externally as its offsite but I wasn't positive
this will work.  I'd appreciate any advice!
Dan

Hi Dan,
We can configure OOF URL by setting Exchange Web service:
Set-WebServicesVirtualDirectory -Identity "CAS_Server1\EWS (Default Web Site)" -InternalUrl
https://CAS2.domain.com/ews/exchange.asmx
Please run the command in EMS and see if it works.
Thanks,
Winnie Liang
TechNet Community Support

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    Hello,
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  • Out of Office *sigh*

    Ok, so I will start this out by saying I apologize for creating another Out of Office thread, but nonetheless I can't figure this out.  Our OOF is not working internally on our exchange server 2010.  However, it will work through OWA.  I have
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    Test-outlookwebservices
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1019
    Type       : Information
    Message    : A valid Autodiscover service connection point was found. The Autodiscover URL on this object is http://stfmail.stfrancis.net/autodiscover/autodiscover.xml.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1013
    Type       : Error
    Message    : When contacting http://stfmail.stfrancis.net/autodiscover/autodiscover.xml received the error The remote server returned an error: (404) Not Found.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1023
    Type       : Error
    Message    : The Autodiscover service couldn't be contacted.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1013
    Type       : Error
    Message    : When contacting http://stfmail.stfrancis.net/ews/exchange.asmx received the error The request failed with HTTP status 404: Not Found.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1025
    Type       : Error
    Message    : [EXCH] Error contacting the AS service at http://stfmail.stfrancis.net/ews/exchange.asmx. Elapsed time was 2 milliseconds.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1026
    Type       : Success
    Message    : [EXCH] Successfully contacted the UM service at http://stfmail.stfrancis.net/ews/exchange.asmx. The elapsed time was 9 milliseconds.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1013
    Type       : Error
    Message    : When contacting http://webmail.stfrancisraleigh.org/ews/exchange.asmx received the error The request failed with HTTP status 404: Not Found.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1025
    Type       : Error
    Message    : [EXPR] Error contacting the AS service at http://webmail.stfrancisraleigh.org/ews/exchange.asmx. Elapsed time was 2 milliseconds.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1013
    Type       : Error
    Message    : When contacting http://webmail.stfrancisraleigh.org/ews/exchange.asmx received the error The remote server returned an error: (404) Not Found.
    RunspaceId : 8e59ac2b-71ea-42fb-a3c5-207564dc4fd7
    Id         : 1027
    Type       : Error
    Message    : [EXPR] Error contacting the UM service at http://webmail.stfrancisraleigh.org/ews/exchange.asmx. Elapsed time was 201 milliseconds.
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    ExternalUrl          : http://webmail.stfrancisraleigh.org/ews/exchange.asmx
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    AccessRules        : 
    CertificateDomains : {STFMAIL, STFMAIL.stfrancis.net}
    HasPrivateKey      : True
    IsSelfSigned       : True
    Issuer             : CN=STFMAIL
    NotAfter           : 8/3/2015 12:50:01 PM
    NotBefore          : 8/3/2010 12:50:01 PM
    PublicKeySize      : 2048
    RootCAType         : Registry
    SerialNumber       : 33BBE9B11707C7B142AE2A4F0C0FC6AB
    Services           : IMAP, POP, IIS, SMTP
    Status             : Valid
    Subject            : CN=STFMAIL
    Thumbprint         : A42E2DE0EB64FFB05D1E7934254BE05FDC9A4111

    Sounds like things are a mess.
    Personally I would be looking to clean up the mess.
    The first thing to do is sort out the SSL certificates. If you are going to use anything external (OWA, Outlook Anywhere, ActiveSync) then you need to use a commercial SSL certificate, so that you don't generate prompts.
    Sit down and work out
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    Get the certificate issued and installed. Ideally using a commercial provider - one of cheapest source of the Unified Communications type that you need is
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    Simon.
    Simon Butler, Exchange MVP
    Blog |
    Exchange Resources | In the UK?
    Hire Me.

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