Using Classic Outlook on Windows for personal email, calendar, and contact management
Hi Sam,
Do these information mean that you have tried the suggestions above but got no difference?
In this situation, please share your domain with me via private message to analyze environment? Meanwhile, if convenient, you can share a screenshot with me via private message, which will help us further troubleshoot.
And then, open your Outlook client in safe mode to see whether the issue persists: hold Ctrl key and open Outlook. This is to rule out other add-ins interface.
Let me know how many users are affected by this issue or just one people. I have sent my test account to you via private message. Use it to log into your Outlook client to check again. This is to narrow down this issue is related to Outlook client itself or exchange settings.
Last, create a new user in pure cloud in Office 365 portal and test this account. I speculate this issue should be likely caused by server settings when these users are synced from on-premises.
Thanks for your time.
Vanessa