I’m similar to you - autodidact, poor in school, successful later - and I think it depends how the A.I. is implemented.

My observation of school was that the ratio of 1 teacher to 25 students (who all have different learning speeds) means that the teacher is optimally teaching only a fraction of the kids, the rest at each side are overwhelmed or bored.

If the AI is able to help the slower students and stimulate the brighter ones, then I think that would have taken away a lot of the boredom for me and made it a much better experience