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It could be really annoying if Outlook keeps asking for password because we all open Outlook quite a few times during the day and if we have to enter the password then we would be wasting a lot of time. No one would want that especially when there are several mails that require immediate attention. If Outlook keeps asking for a password then chances are that you have disabled the auto filling settings. In order to fix it, open Outlook and then go to File then click on ‘Account Settings’. Click on the exchange account and then select ‘Change’. Open ‘More Settings’ and under the option that says ‘Security’, uncheck ‘Always prompt for logon credentials. This will help you to fix Outlook keeps asking for password issue in no time.