Can KO/PI be configured to sync directly to outlook?
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Use the KDEPIM/PI thread in the software forum. Really.
And no, it's not possible to sync them directly. You can do it by synching DTM (the Sharp Agenda) to Outlook and then Kopi with DTM like you wrote, but not directly.
It's unlikely to ever happen, because the Outlook storage format is closed, and Intellisync must be licensed. It's really quite the terrible calendaring app when it comes to interoperability.