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Configuring IIS and DNS for Exchange 2013 running on Second Win2012 R2 Server

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Hi Folks,

I have a Windows 2012 R2 Server with Essentials role and I'm running a Hyper-V instance of Windows 2012 R2 with Exchange 2013 installed joined to domain.  I have been through the wizards and the Exchange Server deployment wizard but I'm stuck with configuring DNS records correctly.

Currently I can browse to https://remote.contoso.com externally and internally which works as expected but not https://remote.contoso.com/owa or any other Exchange pages.  All I get is 404 - File or directory not found.  However if I browse internally to https://exchangeserver.domain.local/owa it works. So I'm guessing 404 is coming from the DC server not the exchange server.  Hence I think its DNS.

Although I have noticed that IIS is on the DC and the Exchange server, showing different Sites.  Does this have anything to do with the issue at hand.  Also the guides are not perfectly clear on how to add the DNS CNAME records.

Would someone be so kind as to point me in the right direction.

Thank you 


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