Flashbacks to when i started a new job and just got the credentials for microsoft 365 but for some reason even after logging in through my work email the service seemed to be tied to my college email had to open an incognito tab for it to work

As much as I hate using Azure, the integration of DA makes it so simple. The login screen just lets me select which account to use. That's it.

A password manager and the Authenticator app makes it dead simple

It's really not. I have no problem remembering or calling up the passwords or emails for my personal, Xbox, current work, previous work, or previous student (!) accounts. And yet Microsoft somehow gets them confused; I haven't ever signed in with this PC or from this ItoP address to my student account, the email no longer works, and it obviously can't access my work document...but something is tied together there and MS insists that must be the account I want to use. Private windows don't always fix it either, there's something shady going on behind the curtain.

Contact support and let them know you have multiple accounts and these issues. I thought they were going to be clueless but they were able to resolve some of these issues quickly behind the scenes.

It does not. I have some combination of my work, school and personal microsoft accounts signed in across a couple different computers. It seems to randomly pick one based on some really poorly inferred context. For example, going to outlook.office.com will (usually) load my personal Outlook email. while going to outlook.office365.com (which redirects to outlook.office.com!!!) always loads my school email.

All of my accounts are meticulously password-managed. The ONLY Google property with this problem is Forms. With Microsoft, the entire authentication system is a disaster. Did you know you can sign into your microsoft account with a security key if the moon is waxing crescent, your computer is at least 3 OS updates behind, and you recite a secret incantation?

I got locked out as an admin of a Microsoft 365 workspace while using password manager. I still haven't recovered the account. You can only recover your account by contacting their support on mobile but they are clueless.

I have a feeling they truncate or santise password somewhere.

I switched to gsuite immediately.

And it carte blanch refuses to work in lynx or links too, even if the site behind an SSO login would work perfectly. Bah.

This is getting downvoted quite a lot. I don't understand why. There are lots of legitimate uses for a text-based browser, from quickly looking something up on an SSH session to trying to script something. Servers are often placed behind an SSO wall and Microsoft's authentication regime means that you can't, for example, curl server/data without passing a token coming from a graphical browser and a whole world of pain. This is explicitly a design decision from Microsoft: you need to support javascript to use their SSO login.