Hi @Tate Spencer
Welcome to our forum!
To better assist you to solve the problem, could you please describe more about the issue?
- Where did the issue occur? On Outlook desktop client or Outlook for web?
- How did you share your calendar with your staff members?
- And what are the accounts of your staff members? All are Microsoft 365 accounts or something else?
According to your description, it is suggested that the staff member whose calendar could not update removes and re-adds the shared calendar. If you are using a Microsoft 365 account on Outlook Desktop Client, you may refer to the article to handle the issue.
Hope it helps!
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