Hello adriankoh1,
Microsoft released a workaround for this ongoing issue last week. Print to PDF is blocked if Mandatory Labeling is enabled - Microsoft Support
ISSUE
Outlook Desktop blocks printing to PDF if Mandatory Labeling is enabled. This change is in all M365 channels beginning in January 2024.
When you attempt to print to PDF the following Microsoft Information Protection errors are displayed:
“Your organization requires sensitivity labels for all files you create or edit, such as PDFs. Files you create from the Print command may lose their sensitivity labels and other content metadata, such as accessibility tags.
Continue to File-> Export to create files that preserve your organization’s policies.“
**Note:**This error occurs when a label is applied to the email.

“Files you create from the Print command may lose their sensitivity labels and other content metadata, such as accessibility tags.”
**Note:**This error occurs if the label applies encryption.

Important:
- This error can be misleading since Outlook Desktop does not support exporting files to PDF. This misleading error issue has been escalated to the Outlook Team to request a better error message long term.
- The other Office applications such as Word do not provide the capability to print to PDF either. However, those applications do have the capability to export.
STATUS: WORKAROUND
The functionality to print to PDF has been blocked by Outlook Desktop because it violates the label policy. Outlook Desktop cannot print PDF files with the label applied. The label is not preserved when the email is printed to PDF.
Since Outlook Desktop does not have print-to-PDF with Mandatory Labeling, consider the following option.
- Disable Mandatory Labeling: If you disable Mandatory Labeling you can print to PDF, but you may be prompted for further information or justification to do so.
I hope this shared information helps you to provide the required information for your query. You can also give a Vote on it. It helps other users who are searching for this same information on community sites. Your vote helps other users to find that topic easily. At this point, your cooperation and valuable time will be greatly appreciated.
Thank you for your time and cooperation.
Sincerely
Simbarashe | Community Moderator