RE: Outlook Password prompt disappears quickly. Outlook keeps prompting for password could be caused by several reasons: Outlook is configured to prompt you for credentials Incorrect password cached in credential storage Required Authentication Settings for outgoing server and incoming server Outlook Anywhere is not configured to use NTLM Authentication Corrupt Outlook profile Slow or unstable network connection Antivirus programs Shared. 
It looks like this: after starting Outlook successfully connects to the on-premises Exchange server (or Office 365 mailbox), the user sees a list of folders in the When using Outlook, you may face the situation that the Outlook keeps asking for a password which is really an annoying thing. Click on the option More Settings present in the new dialogue box. Now, let’s try to resolve this issue by using the mentioned solutions.
Hi, have two hotmail accounts setup in outlook 2003 via the outlook connector tool - they are synchronising and connected. A frustratingly common issue that comes up for users with Microsoft email accounts is when Outlook keeps asking for password confirmation. Contact your ISP, and ask them to assign a new password to your account. You're switching to another Yahoo account - You can change your settings to sign in to multiple accounts.You can also reset the login settings for your Outlook and start all over again. Account Key is enabled for extra security - You'll need to accept a notification each time you sign in. You're on the Account security page - Yahoo requires a password to access sensitive info. You're using a new browser from your previous sign in. A security software is clearing cookies - Disable the program and change its settings to stay signed in. You cleared cookies manually - If the settings weren't changed, once you sign in, you'll stay signed in. The cookie file is corrupted - Clear out the cookie file on your desktop or mobile device. The browser is clearing cookies - Reset the browser to accept cookies from Yahoo. Issues with your cookies can sign you out However, there are some circumstances when you'll be prompted to sign in again. Your account's default setting is set to "Keep me signed in" for 2 weeks, unless you sign out. Staying signed in to your Yahoo account allows for quick, convenient access to all your favorite Yahoo services. Why do I have to sign in when 'Keep me signed in' is selected?
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