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setting up outlook.com custom domain account in Outlook client fails

Last Modified: 2016-03-01
Windows 10
Outlook 2010 32 bit version 14.0.7162.5000
(Also fails in Outlook 2013, Nine app for Android, etc.)

I have an outlook.com account that uses a custom domain name. You could get that a couple of years ago. It has been working fine ever since.

I received an email informing me:

"In the next few weeks we’ll be making some updates that will impact your @outlook.com, @hotmail, @live, or @msn email account. Those changes will prevent your email from getting delivered to the Outlook desktop application you use. When you notice that you stop receiving messages, simply follow these two steps: "

Sure enough, my email account (user @ mydomain.com) stopped working in Outlook 2010. I can log on to the web interface using my credentials, so I know my credentials are correct.

I removed my account in Outlook 2010 successfully. However, I have not been able to successfully add the account using the linked instructions here:

When adding the account, I get the error message:

"An encrypted connection to your mail server is not available.

Click next to attempt using an unencrypted connection"

That also fails. Various other messages indicate I am using the incorrect password (though the password works fine when logging into the web client).

I appreciate any help. This is starting to really cost me time and money. Maximum points for a correct answer. I am also having trouble configuring the account using the outlook app - which tells me my credentials are wrong.

Thank you.
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