Welcome Gary Oppedahl,
Thank you for reaching out to Microsoft Q&A forum.
I understand your concern about not being able to paste passwords or use password managers like LastPass when signing in to Outlook, which causes repeated reconfiguration after password changes.
Please note that this is a user-to-user support forum. Moderators, contributors including external Microsoft employees cannot directly intervene in Microsoft product features or access back-end systems. Our role is limited to providing technical guidance on reported issues, requests, or ideas.
I encourage you to submit your feedback via the Feedback Hub, as it allows your concerns to reach the right teams and helps drive improvements in future updates.
Thank you for your understanding.