Hi msoffice8012,
May I confirm whether you want to insert the HTML file to into Outlook and send to recipient?
Generally, you can refer to this article to change email format:
https://support.office.com/en-us/article/change-the-message-format-to-html-rich-text-format-or-plain-text-338a389d-11da-47fe-b693-cf41f792fefa, and make sure the format is set to
HTML.
Then, please try to open this HTML file directly via
IE 11.0, Ctrl+ A and Ctrl+ C to copy it, then paste it to Outlook to see if issue persist.
Please also try to update Office client (Outlook->File->Office account-> Update options->Update Now), if issue persists, I’d like to collect the following information so that to better understand
your issue:
- Could you please provide more description about how the Outlook can’t send HTML email? If you send it to recipient, it couldn’t show the content?
- Whether you want to insert an entire HTML file to Outlook? If so, whether this HTML file created via external HTML editor?
- Whether this HTML file including links, and images which saved on your PC client or host on a server?
- Please provide a screenshot of Outlook full version number to me for checking.

Thanks,
Anna