Using Classic Outlook on Windows for personal email, calendar, and contact management
Hello Evan,
Could you please have a check on the Outlook again? If you are under the current channel, try updating to the latest version. If the issue still occurs, please kindly share some snapshots of that two IE windows.
Furthermore, to isolate the issue, I suggest you open Outlook in safe mode to see if there is any improvement.
Step:
Hold the Windows key and press R, then type outlook.exe /safe in the Open field and click OK.
Best Regards,
Alison