New Security Certificate for new OWA host record

cisco_scrub
cisco_scrub used Ask the Experts™
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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?
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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

Author

Commented:
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?
Justin DurrantSr. Engineer - Windows Server/Virtualization

Commented:
What version of Exchange?
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Author

Commented:
Exchange Version: 6.5.7226.0 on SBS 2003

Author

Commented:
How about some links to similar issues?....
Late update-

Issue had to do with default permission settings within IIS sub directories.  

Author

Commented:
Triple check all settings!!

Author

Commented:
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