One staff unable to receive shared calendar

My client (nonprofit) organization is using Office365 to host their email. One, and only one, individual is having problems sharing a calendar with her supervisor.  Supervisor receives "Error while preparing to send sharing message." when sending sharing message to worker. Supervisor is able to share Calendar with other staff. All staff are using Outlook 2010.

If I delete and recreate worker's email account - to try and troubleshoot this issue - will she lose email that has been sent/received in Outlook?

Any other troubleshooting suggestions? Again, this is a singular issue - not a Policy issue.

Rick NicholsonIT ManagerAsked:
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Vasil Michev (MVP)Connect With a Mentor Commented:
Before proceeding to the delete the Outlook profile, first try sharing the Calendar from within the webmail, OWA (and ask the receiver to also accept it from OWA). In any case, if you are using Outlook in Exchange mode, the messages are all stored server-side, so you should not lose anything by recreating the profile. Or you can just set it up on a different machine, without removing it on the original one.
Rick NicholsonIT ManagerAuthor Commented:
Hi Vasil,
Thanks for the response. Sorry if I wasn't clear. I did try to share the calendar from within the Office365 web interface - same error message. I was actually considering deleting and recreating the worker's email account in Office365 - not touching her Outlook profile. Hoping that when I recreate the worker's account in Office365 that I can then reattach her profile in Outlook.

Let me know if I'm looking at this wrong...
Vasil Michev (MVP)Connect With a Mentor Commented:
Well if it happens in OWA, the issue is most likely server-side and there's hardly anything you can do. Just to exclude any permissions-related issues, can you run the following cmdlet against the calendar you want to share:

Get-MailboxFolderPermission user:\Calendar

Open in new window

In addition, you can also try granting the permissions directly via PowerShell, see if it works:

Add-MailboxFolderPermission -Identity user:\Calendar -User -AccessRights Editor

Open in new window

Vasil Michev (MVP)Commented:
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