We have a customer with a single Exchange 2010 SP3 CAS that has Outlook Anywhere enabled. We originally had a single-name SSL cert of "mail.domain.com". That cert was replaced with a wildcard certificate in anticipation of some future changes coming. However, now all existing Outlook Anywhere clients are broken. New profiles work just fine, but existing profiles will not connect. I checked an existing Outlook profile, it still has the proper "mail.domain.com" URL but the "only connect to proxy servers..." is checked and the entry shows the old "msstd:mail.domain.com". I reset the "Set-OutlookProvider" command to the wildcard cert name on the Exchange server and if I modify the existing Outlook profile manually to *.domain.com it all begins to work. I am aware this was oversight/inexperience on my part, with that said, anyway clients will auto-update or is a manual edit (or new profile) the only way to resolve the Outlook Anywhere connectivity issue? Thanks.
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