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Office 365 Delivery Management not working

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We have a completely in the cloud Office 365 deployment with around 600 licenses and about 40 Distribution Groups. Up until last Friday, I had Delivery Management set up on the Distribution Groups so that only internal users (in a Distribution Group) and a group of external contacts all in their own Distribution Groupcould email these Distribution Groups. The majority of our users use OWA for email. So far, it is only a few users seeing this problem, myself included, although I suspect the real number is much higher. When attempting to send an email to one of these Distribution Groups, OWA states "You do not have permission to send to <Distribution Group".

I obviously have permission to do so and have confirmed I am the member of the right group to do this. I've tried changing which group is used to control Delivery Management and I...

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