The behavior is that because I'm using the same email, Outlook now assumes it's an MSA account and refuses to use the domain with the autodiscovery DNS entry for my domain to resolve to O365 Exchange servers to lookup the account. The result: I can't use Outlook 2016 for my Office 365 email. This was not the case in the past.
How you resolve problems signing into your Microsoft account depends on the type of issue preventing you from signing in, and what service or device you're trying to sign into. To help you find the correct solution, select the issue from below that best describes your problem.
If you don’t use a password manager, those complex passwords can be hard to remember. If you’ve forgotten the password for your Microsoft account—which might be an account at outlook.com, live.com, hotmail.com, or even skype.com—you can’t really recover that same password, but it’s easy enough to recover your account by resetting your password to something new.
However, versions of Outlook from Outlook 2007 to present use Microsoft Word to render HTML email, which can cause problems with campaign display. Microsoft Word is meant for print design and attempts to render HTML like it would look in print preview, causing the display to look different from what you may have designed and tested.
My two personal computers are logged into Edge with my Hotmail account and syncing with no issues. My work laptop can log into my Hotmail for email, but won't let Edge login using that credential to sync with my other computers.