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#Outlook keeps asking for password password#

You need to create two registry parameters to prevent Outlook from checking the Office 365 connection point: HKEY_CURRENT_USER\SOFTWARE\Microsoft\office\16.0\outlook\autodiscover If you use Fiddler or TCPView, you can see that Outlook tries to connect to and when it starts up.

You have inactive user accounts in Microsoft 365 with provisioned mailboxes.

The connection between your computer and the mailbox server is unstable or blocked by a firewall.

Direct Connect is used when other methods of finding your mailbox server have failed (URL and SRV record checks)

The Autodiscover is not configured/not available for your domain (or if the AutoDiscover response has not been received for a certain period).

Outlook will attempt to connect to the Microsoft 365 cloud connection point and perform an Office 365 AutoDiscover if: Also, if you are using Exchange or a non-Microsoft mailbox service, you may have problems sending and receiving e-mails.Ī few years ago, Microsoft rolled out updates to all versions of Outlook (starting with Outlook 2016 Click2Run version), that prioritized autodiscovery requests to Office 365 over all other autodiscovery methods. This feature is designed to simplify and speed up the process of connecting to a mailbox hosted on Microsoft 365 (Exchange Online).Įven if you’ve configured Outlook to connect to a mailbox on your on-premises Exchange Server or another non-Microsoft e-mail service (such as Gmail), Outlook will constantly check for a connection to the Office 365 endpoint and display the annoying Modern Authentication prompt for Microsoft Account credentials. The fact is that Direct Connect to Office 365 is enabled by default in Outlook. This happens in all modern Outlook 2021/2019/2016 and Outlook Microsoft 365 versions. Outlook may prompt you to enter your Microsoft Account (Office 365) credentials when you try to create a new mail profile or open a configured mailbox.

#Outlook keeps asking for password password#

Outlook Keep Asking for Microsoft Account Password