If you run SBS Server 2008 and you have a third party SSL Certificate for your Exchange Services you can find this error will occur when users running Outlook 2007 or Outlook 2010 connect to the Exchange Server. Microsoft provide a KB for this issue here
http://support.microsoft.com/kb/940726
However the KB references a standard Exchange Server installation and not SBS Server and so the reference to IIS is incorrect.
Ensure that you change the reference to the Default Web Site to the the IIS site that contains the Exchange IIS information, SBS Web Applications.
My server for example is as follows
Set-WebServicesVirtualDirectory -Identity "SBIZ\EWS (SBS Web Applications)" -InternalUrl https://remote.mydomain.co.uk/ews/exchange.asmx
Set-OABVirtualDirectory -Identity "SBIZ\oab (SBS Web Applications)" -InternalUrl https://remote.mydomain.co.uk/oab
Set-UMVirtualDirectory -Identity "SBIZ\unifiedmessaging (SBS Web Applications)" -InternalUrl https://remote.mydomain.co.uk/unifiedmessaging/service.asmx
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