Hi @Vasyl Koval ,
When we try to click on Required password, a small popup is shown and closes before we can do anything.
I have found a similar thread: Outlook needs password but dialog box disappears
To workaround, set in the Registry a DWORD value and set it to 1.(Important: Serious problems might occur if you modify the registry incorrectly. Before you modify it, back up the registry for restoration in case problems occur.)
HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Common\Identity
DWORD: DisableADALatopWAMOverride
Value:1
If that doesn't help, try another workaround: In Windows, go to Settings > Accounts > Access work or school, see if your account is listed there, other than the AD account. If so, remove it. Next time you open Outlook it should actually show the login dialog and try to connect.
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