And spend time training them on using it? I really wish it was a thing but people looked at me like I was an alien when I mentioned it... (I work for a Microsoft subsidiary. I also hope they adopt the new rules, I hate changing passwords every 90 days.)

I don't think it's actually possible to both (A) use unique passwords and (B) not use a password manager. If you can't provide one, don't expect the other.

In practice I'd stake money on it, even taking into account the tech-savvy users who would otherwise use password managers but are forced to log in manually every time they step away from their computer for five minutes (I'm pretty sure it is intentionally impossible that you can't use a password manager on the Windows login form, for example).