"'Outlook Sync': To be honest, we're not sure that most users will be running *both* Windows Calendar and Outlook. Windows Calendar is designed for personal calendaring, while Outlook 2007 has more advanced calendaring features, especially for groups running Exchange. You'll be able to import Windows Calendar calendars into Outlook by simply opening these files from within Outlook. However, beyond this import scenario, full interop between the two clients (such as the ability for both of them to edit the same data set simultaneously) is not planned for the Vista/Office 2007 release."Steve doesn't mentioning importing Outlook calendars into Windows Calendar, so I'm going to speculate that doing this won't be very pretty. We'll wait to hear more from Steve, or, perhaps Robert Scoble will get the answers on Channel 9, which has yet to do a segment on Windows Calendar.
For the overall calendar interoperability picture, Steve's revelations mean more confusion, not less, at least in the short term. Consider this. Millions of people have mobile phones that know how to synchronize with Outlook. None of them synchronize yet with Windows Calendar, though some might sync with some iCal-based services (raising all my privacy concerns again).
So the question may become, how soon will mobile phones appear that support synchronizing with Windows Calendar, and how long will it take to get those phones into peoples' hands?
Steve's comment isn't encouraging:
"Pocket Outlook currently doesn’t have a built in ActiveSync provider to convert/sync ICS [iCal] data at this time. I’m not sure what their plan is for Vista."It's still mighty swampy, and maybe getting swampier, if you run Windows.