Jounaling the travel from one subject to another, often with no definite destination or purpose...
27 January 2021
If you have recently enabled Multi-factor authentication on your Microsoft 365 tenant, your Outlook 365 client users may be continually prompted for their password.
At the top of your list should be checking the tenant configuration.
# These steps make an assumption your Windows PowerShell client
# has the proper modules installed
Connect-ExchangeOnline
Get-OrganizationConfig | Select-Object OAuth*
OAuth2ClientProfileEnabled
-------------------------
False
Set-OrganizationConfig -OAuth2ClientProfileEnabled $true
Get-OrganizationConfig | Select-Object OAuth*
OAuth2ClientProfileEnabled
--------------------------
True
Test an Outlook client to see if the issue has been resolved. (Note, it could take up to an hour to propagate the configuration change).