TheWindowsClub covers authentic Windows 11, Windows 10 tips, tutorials, how to, features, freeware. Created by Anand Khanse, MVP. If your Microsoft account keeps asking for a password multiple times a day, then it is mostly because the security has doubts about your account and there is something that triggers a check. Some of the common reasons include outdated or corrupted credentials, Browser Cookie issues, Sync issues, 2FA, third party conflicts, and security flags. The error could occur...