I am able to connect Outlook 2007 to a WSS 3.0 calendar on our intranet site (same domain). Even though the dialog specifies 'Read' permissions, I am able to create or change an appointment in either Outlook or SharePoint and have the other party synchronize within a minute or so.
I am trying to connect to a second WSS 3.0 calendar which I can access via the internet (hosted by Small Business Server 2008 using SSL). I get the same setup experience (Permissions: Read) but any attempts to create or change an appointment from Outlook fail with a error message stating that I only have read permissions.
Why does it work in one scenario, and not the other? Is there a specific configuration setting that I need to apply to the SBS 2008 site? Or is a domain membership required for this feature to work (this seems to be the only difference between the 2 cases)?