Outlook asks for domain credentials then immediately asks for a Microsoft account

I recently just migrated from Exchange 2010 (SBS 2011 platform) to Exchange 2016. I'm having issues with the end user's Outlooks failing to work. I've run through the free online Labs and followed the exact steps, but replacing the information with my company info. 

THE PROBLEM:

When the client's Outlook tries to add another profile and connect it prompts me for a domain account: 

I enter the email when Adding an account, Then it asks 'What account type are you adding:' so I click Exchange.

So far this is normal as they are using a self-signed cert for now. Normally I would get prompted for a domain account to enter for this to communicate to the exchange server but instead I get a Microsoft account prompt.

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This client is not setup with Microsoft accounts nor is this a hybrid model. This is strictly a local exchange server and only a local domain.

Anyone run into this or know how to fix it?

Assumptions:

I would assume this has to do with the autodiscovery configuration pointing to Microsoft outlook servers vs my local exchange, but I don't know how to change that nor have I been able to find that information.

Hi Alex,

Since you’re using Exchange 2016, I’d recommend posting to this query to our TechNet forum page. It’s a community of IT Professionals and Network Specialist that may provide advanced troubleshooting in addressing your concern. This kind of query is usually being addressed on that forum. Click here to post your question.

Let us know if you have any clarifications.

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Question Info


Last updated September 30, 2021 Views 875 Applies to: