Outlook Keep Asking for Username and PW

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You should try the given below steps to fix the occurred issue:

  • Close “Microsoft Outlook” >> Click on “Start” button >> type "Credential” in the search box >>you will then see ‘Credential Manager’ >> Click on “Credential Manager”.
  • Under “Generic Credentials”, you will most likely see an entry that has Outlook in the name.
  • Delete it. In fact, you can delete all the entries in Generic Credentials if you like.
  • Close Credential Manager Window and start “Microsoft Outlook”.
  • If it asks for a password, enter the password and check for it to remember the password.
  • A new entry will be created in the credential vault with your latest login and password.
  • Problem solved.