Edit: I have had a stat boost since this post on a 7.6% cat. I had another on a different 7.6% cat a few days later.
Not to take over this thread (I felt it would be silly to make a new one when this is right here) but I've had a similar problem. And while I understand that this could just be astronomically bad luck, or my teacher not being good enough, but I figure it would be worthwhile to mention, in case there is some sort of weird error I'm being affected by.
I unlocked teacher in late december, and have had around on average around 7 students every day since, but from what I understand, I've never seen a stat increase.
My Teacher,
Has 10 Benevolence and 24 Cleverness with both the mayor's boost and the trinket's boost.
Her chance also just happens to be 1/16, like the cat in the first post had.
My current students have 7.1%, 7.6%, 7.6%, 8%, 11.1%, 11.1%, and 11.1% chances to stat up every day respectively, but none of them ever have.
I'm aware that it's statistically possible for me to just be this unlucky, and I'm sure this could all just be me doing something wrong or somehow just never noticing it happening, but I figure I'd mention it anyways, as it seems really strange that it's just never happened.