Outlook 2019/2016/365 Prompts for Microsoft Account Login

The new versions of Outlook 2019/2016/365 have the Direct Connect to Office 365 feature enabled by default. This feature can show an annoying Modern Auth prompt to sign in to Microsoft 365 (Office 365) with a Microsoft account. Even if you’re using Outlook on a domain computer with an on-premises Exchange Server (or even Gmail) mailbox profile configured, your Outlook will periodically prompt you for your Microsoft account credentials. Also, you may have problems sending and receiving emails from Exchange or non-Microsoft mailbox service.

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