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I am also having this problem with outdated iCal calendars (along with many other iSync issues with other 3rd party programs in Leopard).

Apart from that, even if I assign a category to a calendar the synching from OF to iCal doen't work. It works the other way round. However, during troubleshooting, about 10 sync attempts later suddenly some tasks created in OF where showing up as sync conflicts between OF and iCal although these tasks never showed up in iCal at all. After choosing "Fix all issues using OF" no tasks were added to iCal.

This doesn't only sound confusing, acutally it is.

Just for the record: syncing with my cellphone is partially broken as well.

Any help is greatly appreciated!