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When attempting to share calendars with others in Office 365, you might encounter an error message that states: "Problem: This recipient's organization is not set up for secure sharing."

Follow the steps below for the steps on resolving this issue in Outlook.
Steps
Select from the Global Address List
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Select the Calendar icon in the bottom left hand corner,

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Then, Right-click the calendar you would like to share. Select Share > Share Calendar.

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Click To…

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In the Address Book drop down, select Global Address List. Search for the name of the intended recipient and click Go. Double-click the name to add it in the To -> field. Then, click OK.

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Send the calendar invite.
