When you start Outlook, it is unable to connect, and it displays Need Password in the status bar. You are prompted for your password every time that Outlook starts, even if you enabled the Remember my credentials option.
When you connect to a Microsoft Exchange 2016, Exchange 2013, or Microsoft Office 365 mailbox in Microsoft Outlook 2019, Outlook 2016, Outlook, 2013 or Outlook for Office 365, you experience one of the following symptoms:
Applies to: Outlook 2019, Outlook 2016, Outlook 2013, Outlook for Office 365.Password prompt at every Outlook start or can't create profile