Microsoft thinks the mailbox is in the cloud and will connect to the Microsoft 365 autodiscover URL. The Microsoft credential prompts start to happen when you add a new domain to Microsoft 365 tenant. When Microsoft sign in prompt start to show up Hosted Exchange is not Office 365/Microsoft 365, and it’s Exchange on-premises in the cloud. This can be your Exchange Server on-premises or Hosted Exchange. Outlook connects to Office 365 and bypasses the Exchange Server autodiscover URL. Microsoft added a new feature in Outlook that will force Outlook clients to connect to Office 365/Microsoft 365: Why do we get this error, and what is the solution to prevent Outlook from showing the Microsoft sign in prompt. The Microsoft sign in window shows the same error as the previous: It shows a message: Tell us the account you want to use to open autodiscover.xml. The Microsoft sign in is a bit different than the previous one. Fill in the credentials and click Next to start configuring the Outlook profile. Create new Outlook profileĬreate a new Outlook profile on the client. Let’s try to create a new Outlook profile. Let’s fill in the email address and click Next. Down below in the status bar, it shows Trying to connect. You already have an Outlook profile in Outlook, and start Outlook. Let’s look at what’s happening and when the Microsoft sign in prompt shows up. In addition, the mailbox will not connect to Exchange on-premises. The Microsoft sign in window will never end and keep prompting for the Microsoft credentials. Verify connection to Microsoft Exchange on-premises.

When Microsoft sign in prompt start to show up.

Office outlook 2019