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It may not be the answer for all but I tried unchecking all the checkboxes under connected experiences. if all is unchecked it will remove the connected services under the user information in the office account which in turn prevents the add a service pop-up from showing and your Outlook will never lose connection again
- Click on File
- Under File, click on Office Account
- Under Office and Account, click on Manage settings
- pop-up windows show, look for connected Experiences, and uncheck all checked boxes
Hope it works