cross-posted from: https://lemm.ee/post/45163669

Billion Dollar company can’t even fixed this shit

It doesn’t work because your IT administrator has disabled the ability to stay signed in for security reasons.

I have no idea why Microsoft still asks you even though the feature is switched off though.

This isn’t 100% true for every case. I’m able to stay signed in to multiple accounts and switch through them no problem. Doesn’t work for my boss on the same accounts. (Firefox finally wins one against chrome)

Some times it’s triggered by conditional access policy wrt device location. We have devices set to up to 30 day session if the device stays on our company network, if you take it off site or even hotspot it onto your phone you gotta sign in or provide an MFA code

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