Hi @Eric Dickes ,
Welcome to our forum!
What's the version of your Outlook? (File>Office Account>About Outlook)
And do other users encounter the same issue?
Based on my test in the Outlook with latest version, i didn't reproduce your issue. Please try the below steps to troubleshooting:
1.Considering that it may be caused by the damage of the profile/data file in the Outlook client, it is suggested that you could try to create a new profile (Control Panel>Mail>Show Profiles>add) and add the account for testing to check if there are some differences.
2.Considering the impact of some third-party programs on your computer, please try to perform a clean boot for windows and check if the issue still occurs.
3.If the issue persists, it's suggested that you could uninstall and reinstall the Office to check if the issue persists.
Hope to help you!
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