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2 wan https (iphone) connections from one Exchange Server 2010

Posted on 2013-12-23
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Last Modified: 2014-02-25
I have an exchange 2010 Server configured with multiple domains.
I am also using Astaro Gateway to configure natting for my iphones to connect to my exchange Server.
We have 2 outside addresses 98.x.x.80 and 98.x.x.67.
WE have configured 2 https nat rules to allow traffic from both connections and deliver to the exchange server and works perfectly.  All mail is delivered when using an outlook client internally  all mail receives and sends properly.

The problem occurs when I try to configure iphones to the 98.x.x.80 Server and it will not verify to Exchange but the 98.x.x.67 works fine.
When I try to make an https connection via a web browser.  98.x.x.67 works fine but 98.x.x.80 times out.
I am sure it is something so simple but I cant seem to figure it out.
Thanks in advance
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Question by:kcassone
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Expert Comment

by:Gareth Gudger
ID: 39737379
Which IP does autodiscover and EWS point to?
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by:kcassone
ID: 39741950
98.x.x.67
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Accepted Solution

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Gareth Gudger earned 500 total points
ID: 39742395
The iPhones will always follow autodiscover. So whatever IP that record resolves to will be the one that the iPhones go through.  If you want to go through both IPs then check out this article.

http://social.technet.microsoft.com/Forums/exchange/en-US/449d89cc-f6d7-4e42-8896-81b3ea40c33f/load-balance-autodiscover-with-multiple-cas-servers?forum=exchange2010
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