

Select Finder | Utilities | Keychain Access.Select all credentials for Microsoft, Outlook, OneDrive, or Skype for Business and choose Remove from Vault.Choose Start | Control Panel | View by Large Icons (upper right of window) | User Accounts | Manage your credentials (left column).Clear your cached passwords (Note: you may need Admin rights to do this) - Windows.

Mac Outlook - Choose Tools | Accounts | type your HawkID password in the password field. Deselect the "Always prompt for logon credentials" check box.If prompted, in the Password: text box, type your password.Choose File | Account Settings | Account Settings.Verify that prompt for Credentials isn’t checked in profile:.If prompted again after Cancel, move on to step 3. Be sure to use when prompted for your Outlook credentials and check the " remember credentials" box.Try logging into Outlook on the web? If you can log into Outlook on the web, then try restarting Outlook.It will run diagnostics and attempt to fix the issue. If the steps below don't work, download and install the Microsoft Support and Recovery Tool. In this case, please contact your local ITS Support Team or the ITS Help Desk. In some cases, you may need administrative rights to update these settings. Removed all MS-related entries under Keychain AccessĬompletely reset outlook (Terminal: defaults remove you are continually being prompted for your password in Outlook try the steps below, one at a time, to resolve the issue. On Windows, this problem can occur as well but it can easily be solved with the registry setting "ExcludeExplicitO365Endpoint", which doesn't seem to exist on macOS. It doesn't matter if we enter the correct password or not, it shows up every time. We cancel the 365 sign-in prompt and the account is successfully set up.īut unfortunately, the 365 authentication prompt (username suggested: reappears at every Outlook launch.

At the same time, the AutoDiscover confirmation prompt appears, which we accept. When we try to add said mailbox in Outlook, a modern authentication dialog is shown. The affected user has a mailbox with the UPN and mail address which is hosted on said Exchange 2019 organization. There are no Exchange Online mailboxes at all in this tenant, because they've got On-Premises Exchange 2019 (DAG). Outlook is activated through an AD synced Office 365 account with username This account only has an Microsoft 365 Apps for Enterprise license assigned. We have a Mac with the newest macOS and the most recent Outlook version v16.66 (it's evil).

I've just wasted 2 hours trying to resolve the following problem:
