Publish Lync Externally without Reverse Proxy

Hello All,
     Well let me start out by saying I'm well aware that publishing lync externally without a reverse proxy is not suggested due to security measures. To get to the point I have the following questions regarding setting this up. As of right now
I have lync fully working internally only. 
Here is my current setup
1 standard front end server with one nic card that has two ip addresses assigned to it and is signed with our internal CA,
I also have an edge server that has two interfaces. One interface is facing external with three public IP addresses with the AV one set as the primary, This interface has a public UC cert applied to it. The other interface is using a private ip address that
has a cert from our internal CA.
My questions are as follow
1. I currently have a GoDaddy UCC cert that allows me to have 5 San's. I'm trying to maximize this cert but am unsure of how to configure the SAN's. Which sans should be on the certificate so that I can use it for the edge server (av.domain.com/webconf.domain.com/access.domain.com)
and lync front end external cert (lync.domain.com and meet.domain.com). I also have a wildcard cert from GoDaddy for *.domain.com however I can not attach SAN's to it I was wondering if this could be used for meet.domain.com or autodiscover.domain.com?
2. Regarding external DNS entries so far I have the following:
webconf.domain.com -> to the ip for webconf on edge server public interface
av.domain.com -> to the ip for av on edge server public interface
access.domain.com -> to the IP for the access on edge server public interface
lync.domain.com -> to the IP configured for external access on the lync front end server ( I have configured IIS on this site to listen to port 80 and 443 as stated in Ken Lasko's blog post)
meet.domain.com -> to the IP configured for external access on the lync front end server
     Now my question is do i need to add the autodiscover.domain.com and if so where do I point this entry to? Also can how can I configure this setup to work with lync mobile device. 

As for the Reverse proxy if going that route:
External DNS
lyncdiscover.domain.edu -
Point to Reverse Proxy Public IP
lync.domain.edu (this is used as our external webservices url) -
Point to Reverse Proxy Public IP 
meeting.domain.edu (/meet and /dialin for the simple url's) - Point to Reverse Proxy Public IP
sip.domain.edu (this is currently pointing to our external edge server access ip) - Correct
av.domain.edu (this is currently pointing to our external edge server av ip) - Correct 
webcon.domain.edu (this is currently pointing to our external edge server webconf ip)  - Correct
Internal DNS
You should setup Split DNS or pinpoint zones as meet/Lyncdiscover/sip/dialin records should be created for the domain.edu: http://technet.microsoft.com/en-us/library/gg398758.aspx
Lyncdiscover.domain.edu - Not required Internally but should point to the private IP (external interface) of the Reverse
proxy to direct 443 to 4443.
lync.domain.edu -Point
to the private IP (external interface) of the Reverse proxy to direct 443 to 4443
Lyncdiscoverinternal.edu - pointed to front end server ip
meeting.domain.edu - pointed to front end server ip
lgcclync2013.domain.cc (this is our FE server) - pointed to our front ender server ip  - correct
Cisco ASAs don't allow hair-pining of the firewall this is why the internal dns needs to have the lync.domain.edu pointing to an internal IP that can redirect 443 to 4443
(reverse proxy) instead of pointing to the Public IP of the reverse proxy: http://technet.microsoft.com/en-us/library/hh690030.aspx
Hi Michael,
     Thank you for all your help. I've set up and configured both the external dns and the IIS ARR, but now I'm running into an error when I try to connect any of the following sites https://lyncdiscover.domain.edu, https://meeting.domain.com,
https://lync.domain.edu I get an Internal 500 error. When I check the Microsoft Remote Connectivity Analyzer under
Lync Autodiscover Web Service Remote Connectivity Test I get the following error
Testing HTTP authentication methods for URL https://lyncdiscover.domain.edu/Autodiscover/AutodiscoverService.svc/root/user.
HTTP authentication test failed.
Additional Details
An HTTP 500 response was returned from IIS7.
Headers received:
Content-Length: 1208
Content-Type: text/html
Date: Wed, 01 Jan 2014 14:56:12 GMT
Server: Microsoft-IIS/8.0
Elapsed Time: 286 ms.
I created 3 server farms on the IIS ARR sever
Lync.domain.edu which is being directed to lgcclync2013.domain.cc ports 8080 and 4443 LyncDiscover.domain.edu which is being directed to lgcclync2013.domain.cc ports 8080 and 4443                      
                              meeting.domain.edu which is being directed to lgcclync2013.domain.cc ports 8080 and 4443 When I ping lgcclync2013.domain.cc from the IIS Server it resolved
correctly to the right IP address.

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        <Data>NT AUTHORITY\NETWORK SERVICE</Data>
        <Data>HttpException</Data>
        <Data>Server cannot append header after HTTP headers have been sent.</Data>
        <Data>XXXXXXXXXXXXXXXXXXXXXXXXXXXXXXXXXX</Data>
        <Data>/XXXXXXXXXXXXXXXXXXXXXXXXXXXXXXXX</Data>
        <Data>10.71.1.1</Data>
        <Data>
        </Data>
        <Data>False</Data>
        <Data>
        </Data>
        <Data>NT AUTHORITY\NETWORK SERVICE</Data>
        <Data>7</Data>
        <Data>NT AUTHORITY\NETWORK SERVICE</Data>
        <Data>False</Data>
        <Data>   at System.Web.HttpHeaderCollection.SetHeader(String name, String value, Boolean replace)
       at Microsoft.Rtc.Internal.WebServicesAuthFramework.OCSAuthModule.EndRequest(Object source, EventArgs e)
       at System.Web.HttpApplication.SyncEventExecutionStep.System.Web.HttpApplication.IExecutionStep.Execute()
       at System.Web.HttpApplication.ExecuteStep(IExecutionStep step, Boolean&amp; completedSynchronously)
    </Data>
      </EventData>
    </Event>

  • Lync 2013 edge-no reverse proxy question

    I deployed lync 2013 edge server and no reverse proxy yet.I am trying to connect from my windows 7 machine with no luck and I can see a top reset on the firewall,my question is is reverse proxy required for the normal client to connect and do basic IM?
    Plz confirm.thx

    *****Update**********
    now when i am trying to test connevity using microsoft connecvitry analyer i am getting error realted to the external certifictare stating that " certificate couldn't be validated because SSL negotiation
    wasn't successful. This could have occurred as a result of a network error or because of a problem with the certificate installation." with UC troubleshotter i am getting the same.any idea?
    PS certificate is from Digi
    cert and i have checked the installation with thier tool and all was green
    regards
    The certificate couldn't be validated because SSL negotiation wasn't successful. This could have occurred as a result of a network error or because of a problem with the certificate installation.
    The certificate couldn't be validated because SSL negotiation wasn't successful. This could have occurred as a result of a network error or because of a problem with the certificate installation.
    The certificate couldn't be validated because SSL negotiation wasn't successful. This could have occurred as a result of a network error or because of a problem with the certificate installation.
    The certificate couldn't be validated because SSL negotiation wasn't successful. This could have occurred as a result of a network error or because of a problem with the certificate installation.
    The certificate couldn't be validated because SSL negotiation wasn't successful. This could have occurred as a result of a network error or because of a problem with the certificate installation.
    The certificate couldn't be validated because SSL negotiation wasn't successful. This could have occurred as a result of a network error or because of a problem with the certificate installation.
    The certificate couldn't be validated because SSL negotiation wasn't successful. This could have occurred as a result of a network error or because of a problem with the certificate installation.
    The certificate couldn't be validated because SSL negotiation wasn't successful. This could have occurred as a result of a network error or because of a problem with
    the certificate installation.

  • Lync mobility and HTTP authentication test failed. Is reverse proxy required?

    I currently have the following setup.
    1 x 2013 edge server lync1.local.com
    has 3 dmz ips for external names 
    has 1 internal ip
    2 x 2013 std front end servers lync2 & lync3.local.com
    Ive read that in 2013 the mobility service is installed automatically on the front end servers and i do see it running on both.
    All my clients can connect from the windows and mac clients(internally and externally) but not from phone or windows app store client (internally or externally)
    running the exchangeconnectivity test on the website i get the following error
    Testing HTTP authentication methods for URL https://lyncdiscover.external.com/Autodiscover/AutodiscoverService.svc/root/user.
      HTTP authentication test failed.
    Additional Details
    A Web exception occurred because an HTTP 404 - NotFound response was received from Unknown.
    HTTP Response Headers:
    X-MS-Server-Fqdn: lync1.local.com
    Connection: close
    Content-Length: 64
    Content-Type: text/plain
    Server: RTC/5.0
    Elapsed Time: 427 ms.
    After some reading I notice that many people refer to a reverse proxy when dealing with mobility.
    I do not have a reverse proxy server installed. Is this required for the mobility to work correctly? I cant just use the edge server?
    Thanks in advance for any help.

    Take a look at Georg Thomas' blog: http://www.lynced.com.au/2014/04/configure-citrix-netscaler-vpx-as.html also the Citrix official documentation: http://www.citrix.com/global-partners/microsoft/netscaler.html 
    Please mark posts as answers/helpful if it answers your question.
    Blog
    Lync Validator - Used to assist in the validation and documentation of Lync Server 2013.

  • SAN certificate for external access for edge server and reverse proxy

    Hello
    I have a question related to the certificate planning for LYNC 2013 EDGE SERVER .
    For external access and mobile user's , Iwant to enable all the feature for external user's .
    im planning to purchase san certificate ,
    my first question do I need only one SAN for both my edge server and the reverse proxy ?
    my second question about the name's that shoud be added to the certificate ?
    sip.mydomain.com
    av.mydomain.com
    webconf.mydomain.com
    what else I should add ? I want to add the names for all feature access.
    Kind Regards
    MK

    Your Front End Pool should only contain front end servers, does it also contain your edge and back end? If so, this is a misconfiguration.
    If you're planning to implement high availability, you'll want a different internal web services FQDN name than your pool name (unless you load balance the entire pool with a hardware load balancer).
    You'll want your external web services FQDN to be different from your pool name if you want to use the mobile client on the internal network.  Once you've come up with a new and otherwise unused FQDN for this purpose, you'll want that as additional
    SAN on your cert.
    Since you're not using this for the internal certificate, you can also pull admin.mydomain.com and LYNC2013-FE.mydomain.com off of the cert as those are needed internally only. 
    Lyncdiscoverinternal you can leave on if you need your internal mobile clients to not throw certificate errors because they don't trust your internal certificate authority, but this name would then need to be pointed to a reverse proxy or something that
    can present the third party certificate.
    Please remember, if you see a post that helped you please click "Vote As Helpful" and if it answered your question please click "Mark As Answer".
    SWC Unified Communications
    This forum post is based upon my personal experience and does not necessarily reflect the opinion or view of Microsoft, its employees, or other MVPs.

  • Combining Lync Edge certificate of Reverse Proxy

    I wonder if the creation of a certificate from the combined Lync Edge server names and Reverse Proxy will work?
    Wants to create a certificate for Lync Edge with CN = sip.domain.com and add names required for the Edge and Reverse Proxy as an additional DNS:
    sip.domain.com 
    webconf.domain.com
    webext.domain.com
    meet.domain.com
    dialin.domain.com
    lyncdiscover.domain.com

    Hi,
    Yes, you can use the same certificate for both Edge Server (external interface) and Reverse Proxy, which SAN including all Edge Server and Reverse Proxy needed (such as: webcon.contoso.com, sip.contoso.com, webext.contoso.com, meet.contoso.com, dialin.contoso.com,
    lyncdiscover.contoso.com, and so on).
    More details:
    https://technet.microsoft.com/en-us/library/gg398519.aspx?f=255&MSPPError=-2147217396
    https://technet.microsoft.com/en-us/library/gg429704.aspx
    There is no special SAN for federate with Skype. However, the certificate must be the public SAN certificate.
    Best Regards,
    Eason Huang
    Please remember to mark the replies as answers if they help, and unmark the answers if they provide no help. If you have feedback for TechNet Support, contact [email protected]
    Eason Huang
    TechNet Community Support

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