Press the Windows logo key on your keyboard and look for “Control Panel”.Start by clearing your cached passwords using the Control Panel. To resolve this problem, here are a few workarounds that you can try. How to Stop Outlook From Continually Prompting for a User’s Password Your profile could be corrupted due to a malware attack.Your profile could be configured in such a way that it needs to authenticate your credentials every time you send an email.If you have recently updated or upgraded your OS, your new settings might be triggering the issue.There is likely to be a problem with your Outlook app’s settings.Here are some of the possible reasons that could lead Outlook to keep asking for your password: