Hi @Christopher Talavat ,
Welcome to our forum!
Does this issue occur in Outlook desktop client? If so, what's the version of your Outlook? (File > Office Account > About Outlook). Please make sure you have upgraded your Outlook to the latest version.
And does this issue occur when you try to print the specific email or all emails?
It's suggested that you could refer to the official article to troubleshooting:
Troubleshoot printing problems in Microsoft 365 apps
Hope to help you!
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