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What's odd is that it will connect sometimes and download new messages, but then ask for the password again and disconnect Outlook. IPhone users are facing an annoying issue after the iOS 14 update, wherein a popup keeps pestering them for their email and password for various email accounts, especially Outlook.This video explains how to stop outlook 2016/2019 from continuously asking for passwordHow to Stop Outlook 2016/2019/Office 365 from Prompting for PasswordHe.Outlook just keeps asking for the password. The CAPS Lock was on when you typed in the password. There are a few common reasons for this issue: The email password has been recently changed but not updated in your email program. If your email address has been validated and your email program is still asking you to enter a password, the password may be incorrect.
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