[overshard]

My only issue with this is that I can go to my password manager and I have like 10 different Microsoft accounts over the years, some of which seem to be merged, some of which are not, some are from Microsoft acquired entities like Skype and all of them confuse me.

I seem to be able to use some of them to login to the same merged account and others don't work anymore at all.

Microsoft's entire auth ecosystem since Live has been a confusing mess for me especially when they acquire someone and start bringing them into the fold.

I tend to just avoid it, I'm not deep into the Microsoft ecosystem and rather not have the headache at this point.

[Macha]

Only since Live? Going back to passport.net and MSN and when they were just Hotmail accounts it's been rejigged so many time.