Using Classic Outlook on Windows for personal email, calendar, and contact management
Hi Mike,
Thanks for the update. Please update the version 2102 (Build 13801.20360).
Have you tried to check this user issue via using the Outlook Web App?
If not, you may please try to use the Outlook Web App via Incognito/InPrivate browsing window to check this issue.
Since the issue doesn't happen with any other users, you may please try to troubleshoot this user issue via using another PC (e.g. any non-problematic colleague’s PC) to determine whether it is specific client side issue.
Please also try to check this issue via using any non problematic user’s account on the same problematic user PC to determine whether it can be reproduced.
Moreover, you can use the Office 365 Support and Recovery Assistant (SaRA) tool that can diagnose the Outlook problems. Please download the tool and run the Support and Recovery Assistant to check the issue. See: About the Microsoft Support and Recovery Assistant
Let us know the result so that we can further assist you. Your patience and cooperation are highly appreciated. Have a nice day and stay safe!
Best regards,
Shyamal