Dear Angela Harris2
Welcome to the Microsoft Community.
I understand that you have some questions about the inability of the new Outlook to fully migrate classic Outlook settings.
When using the import function of classic Outlook to switch to the new Outlook (the import function only appears when switching through the switch button, and cannot be imported manually.), since the functions of classic Outlook and new Outlook themselves are not completely consistent, the functions naturally cannot be imported normally.
For rules, some rules established in classic Outlook are also not supported in new Outlook.
I would like to clarify some possible misunderstandings for you:
Classic Outlook and new Outlook are actually two completely different applications.
The interface of the new Outlook is similar to that of the web version of Outlook. They are both based on web programming languages, and the new Outlook is actually an embedded version of the web version of Outlook. So they look very similar.
And I need to point out that the new Outlook has no iterative relationship with classic Outlook. The new Outlook is essentially a free email applet that comes with Windows.
So if you have a Microsoft 365/Office subscription, I recommend that you use classic Outlook. This can meet some of your more advanced functional needs.
Thank you for your understanding and cooperation. If you have any other questions, please feel free to ask me.
Kind Regards,
Hardyjoe.J|Microsoft Community Support Specialist