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New Security Certificate for new OWA host record

After creating new (A) host records for OWA access to "mail.server.com/exchange", (formally using local or outside IP/exchange to access OWA).  Found current self assigned CA pointing  to "server.domain.local".  IIS security config verified, or so I thought.

The issue I'm having is getting mail to sync to iPhones through Exchange account after they properly authenticate without SSL on.  "Connection to server failed".  Even verified Sync ability with ActiveSync test tool. Hmmm

Also started getting OWA Red X issue on mail body when using "mail.server.com/exchange" both in and outside network.  Ran the usual workarounds, etc.  Issue remains, havent tried Hotfixes yet. OWA still works fine with "IP/exchange" both inside and outside.  

So my questions are;

Do I need to create a new self assigned CA for "mail.server.com/exchange" for iPhones and OWA even though ExchangeWeb is set to anonymous authentication?  

Can I edit or append the current Self Assigned CA?

What am I missing here?
ExchangeMicrosoft IIS Web ServerSBS

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praveenkumare_sp
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Your certificate need depends whether you have set Require SSL on the Virtual Directory to YES or NO

if you have set to YES then you will need the certificate

let me know if you need more info on this
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ASKER

No SSL enabled in IIS.  Something is causing the iPhone and OWA issue with my new "mail.server.com" (A) Host Record.  OWA works when using IPs (both in and outside).  Can't use IP on iPhone, same issue, seems to authenticate fine, then when browsing to Inbox, "Connection to Server failed".

Two different issues maybe?
What version of Exchange?
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ASKER

Exchange Version: 6.5.7226.0 on SBS 2003
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How about some links to similar issues?....
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Triple check all settings!!
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Exchange
Exchange

Exchange is the server side of a collaborative application product that is part of the Microsoft Server infrastructure. Exchange's major features include email, calendaring, contacts and tasks, support for mobile and web-based access to information, and support for data storage.

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