![]() HKEY_CURRENT_USER\SOFTWARE\Policies\Microsoft\office\16.0\outlook\autodiscover To make this long story short: ExcludeExplicitO365Endpoint is the key! You have to add a DWORD under HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Outlook\AutoDiscover. Only the two Office 365 deployments on my ThinkPad T480s and ThinkPad X250. I knew, that it has to be related to Office 365, because the Outlook 2016 on my PC at the office was not affected. A pretty simple and plain Exchange 2016 on-prem deployment. I’m using Outlook to access a Microsoft Exchange 2016 server (on-premises), without any hybrid configuration. After the automatic update of my Outlook to the latest Office 365 build (version 1809), it has started to prompting for credentials. This is only a short blog post to document a solution for a very annoying problem.
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