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Dear Misty,
It seems that I can’t reproduce the issue in your environment currently with our latest version of the Office applications.
As you are using the Print feature in Outlook 2016 and Word 2016, we need to check whether the issue is related to the Office applications you are using. As Online Repair and the latest version of the Office applications may resolve some issues pertaining in the previous versions of the Office applications, I suggest you first check the Office applications’ version and go to File>Account to upload a full screenshot of the Account page in Word 2016 and Outlook 2016 for our clarification. If you aren’t using the latest version of the Office applications, I suggest you contact the administrator in your company to update the version of the Office applications on your computer and run an Online Repair to see the result.
Best Regards,
Cliff