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outlook keeps asking for password may sometimes become a nasty problem to resolve, what frustrates more is, you need to keep on entering your security password repeatedly for authentication. At first, you should know the exact reason causing this problem, and there could a configuration setting related error or a corrupted profile problem. You can try these fixes, delete your credential information saved in the “Windows Credentials Manager” which can be accessed from “Control Panel”. Also, you should set your Outlook Mail app to remember your password, which can also be accessed from “Control Panel” then “User Accounts” > “Mail (Microsoft Outlook)”. These steps will solve your Outlook Keeps asking for password problem quickly
https://www.emailtechnicalsupport.us/blog/outlook-keeps-asking-for-password/