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Owner Delegates can't view Private items - even when box is checked in Outlook

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Newly migrated from Domino to Exchange 2013 here, and it's been somewhat of a difficult process to try to squeeze required functionality of our business out of Exchange, that was very easily handled in Domino...

Having said that, I'm trying to give a security group, owner access to a calendar including private items... can this be done via powershell?

I've tried to do this with the checkbox in outlook for "Delegate can see my private items" but low and behold.. delegates still can't see the shared calendars private items... I've also seen a disconnect between what Outlook shows as delegates and what Exchange shows as delegates..

We're on Exchange 2013 CU3(can't upgrade untill co-existence period to Domino is over) and Outlook 2013 SP1...



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